What's Happening in Delaware

What's Happening in Delaware

Festivals, markets, concerts and community events across Sussex, Kent and New Castle counties. We keep this list current because our clients keep asking, and because knowing what is on in your own town is most of what makes somewhere feel like home.

135 upcoming events  ·  Sussex 86  ·  Kent 18  ·  New Castle 31  ·  Updated August 31, 2026

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September 2026

Historic Lewes Farmers Market Wednesday Market at Crooked Hammock Brewery

Historic Lewes Farmers Market Wednesday Market at Crooked Hammock Brewery

Wednesday, September 2 at 8 am  ·  Lewes Sussex County

Check back for more information about what you will find at the market this Wednesday!

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Fort Miles VJ Day Ceremony

Fort Miles VJ Day Ceremony

Wednesday, September 2 at 10 am  ·  Lewes Sussex County

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Pop Star Resin Art

Pop Star Resin Art

Wednesday, September 2 at 6 pm  ·  Wilmington New Castle County

Calling all Pop lovers! Create a resin piece inspired by your favorite pop star! Use glitter, pigments, inks, and more to craft something that shines. Due to the resin curing process, your finished project will need to be set overnight, and you will be...

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Amish Outlaws

Amish Outlaws

Wednesday, September 2 at 7:30 pm  ·  Milton Sussex County

Featured as a “Top Entertainment Pick” in New York Magazine’s 2012 “In a very short time, this band has captured the hearts, minds, and butter churners of the masses with their hilarious onstage performances of everything from Bon Jovi to Snoop & Dre.” –...

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Rumours: The Ultimate Fleetwood Mac Tribute Show

Rumours: The Ultimate Fleetwood Mac Tribute Show

Wednesday, September 2 at 7:30 pm  ·  Selbyville Sussex County

Rumours was formed in Los Angeles, in the summer of 2012. Since then, they have traveled all of North America and meticulously put together a show that spares no detail. Recreating the band's legendary persona, in all it's youthful glory from 1975-1987....

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Sculpture Garden Happy Hours: First Responders & Healthcare Appreciation featuring Genesis Z

Sculpture Garden Happy Hours: First Responders & Healthcare Appreciation featuring Genesis Z

Thursday, September 3 at 5 pm  ·  Wilmington New Castle County

Sculpture Garden Happy Hours are lively, relaxed evenings filled with music, creativity, and community. Enjoy live performances, a cash bar, local food trucks, Kaffeina Café, lawn games, and various arts and crafts vendors. Some evenings feature special...

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QUAYSIDE @ NITE: POP-UP OPERA WITH OPERADELAWARE

QUAYSIDE @ NITE: POP-UP OPERA WITH OPERADELAWARE

Thursday, September 3 at 6 pm  ·  Milton Sussex County

OperaDelaware’s Pop-Up Opera! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton! Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:...

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UD Football vs. Merrimack

UD Football vs. Merrimack

Thursday, September 3 at 7 pm  ·  Newark New Castle County

Fall in Delaware means Blue Hens football! Whether you' re a longtime fan or planning your first game day experience, the 2026 season is shaping up to be an exciting one for the Delaware Blue Hens football. September 3, 2026 – vs. Merrimack (Home –...

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Thunderstruck: America’s AC/DC Tribute

Thunderstruck: America’s AC/DC Tribute

Thursday, September 3 at 8 pm  ·  Milton Sussex County

About Thunderstruck Website | Facebook | Instagram | YouTube Thunderstruck gives fans so much more than the sound of AC/DC, they truly capture the high voltage energy and experience. For fans, it’s about a sense of familiarity, and it’s about a feeling...

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Bethany Beach - Founders Day

Bethany Beach - Founders Day

Sep 4 to Sep 7  ·  Beathany Beach Sussex County

The weekend is being designed to showcase the pride, patriotism and traditions that define Bethany Beach, including the return of the Independence Day Parade, which was postponed in July due to extreme heat. The parade will retain its original theme,...

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Prime Hook NWR Presents: Conserving Delaware’s Threatened & Endangered Beach Nesting Birds

Prime Hook NWR Presents: Conserving Delaware’s Threatened & Endangered Beach Nesting Birds

Friday, September 4 at 6 am  ·  Milton Sussex County

Prime Hook NWR Multipurpose Room, 12322 Turkle Pond Road, Milton, DE 19968 Friday, September 4, 6pm-8pm Join Prime Hook's biologists for a fun and informational program about their work on Fowler Beach protecting and monitoring Delaware’s iconic beach...

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Art Is Tasty

Art Is Tasty

Friday, September 4 at 12 pm  ·  Wilmington New Castle County

Join us on the first Friday of each month for a guided group discussion of a work of art, then keep the conversation going while enjoying a discounted lunch at Kaffeina Cafe. To enjoy lunch at the Cafe, arrive by 11:45am to pre-order your lunch. Vouchers...

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Historic Lewes First Friday Community Night

Historic Lewes First Friday Community Night

Friday, September 4 at 4 pm  ·  Lewes Sussex County

Experience a taste of what Historic Lewes has to offer our community on First Fridays! Each month from 4 p.m. to 7 p.m., visit the Sussex Tavern for a colonial-inspired beverage, stop into the Lewistown Coffee-house for a taste of the Revolution, browse...

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ADRENALIZE: The Ultimate Def Leppard Experience

ADRENALIZE: The Ultimate Def Leppard Experience

Friday, September 4 at 7:30 pm  ·  Milton Sussex County

STEP INSIDE, WALK THIS WAY …and behold the multi media spectacle of sight and sound that is ADRENALIZE – The Ultimate Def Leppard Experience! Come witness ADRENALIZE as they recreate the chart topping, chest thumping anthems that made Def Leppard the...

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Changes In Latitudes — America's Premier Jimmy Buffett Tribute Show

Changes In Latitudes — America's Premier Jimmy Buffett Tribute Show

Friday, September 4 at 7:30 pm  ·  Selbyville Sussex County

Children 12 and under are free to attend and do not need a ticket when sitting in the Lawn and Terrace sections. For this event, chairs will now be provided in the Grass Terrace sections of 301 and 304, so you can leave yours at home and simply arrive...

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Footworks’ Keeping the Beat!

Footworks’ Keeping the Beat!

Saturday, September 5 at 10 am  ·  Selbyville Sussex County

Footworks Percussive Dance Ensemble presents the power, rhythm, and joy of percussive dance, bringing to life the rich multicultural roots of American music and movement. Driven by live music, this high-energy performance features a dynamic blend of...

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Loyalist on the Lawn at the Zwaanendael Museum

Loyalist on the Lawn at the Zwaanendael Museum

Saturday, September 5 at 10:30 am  ·  Lewes Sussex County

Loyalist on the Lawn Meet a costumed historian portraying an officer of the Loyal American Regiment and learn about the uniforms, equipment and life of a Loyalist from Lewes during the Revolutionary War. This is a special LEWES 250 program. Zwaanendael...

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DelArt Film Society: The Wild West presents Rio Bravo (1959)

DelArt Film Society: The Wild West presents Rio Bravo (1959)

Saturday, September 5 at 1:30 pm  ·  Wilmington New Castle County

Westerns once ruled Hollywood. The quintessential American film genre. A mythology rooted in our identity. Survival, betrayal, redemption, revenge. A raw view of the untamed west, romanticized, yet rugged. A symbol of freedom and the American dream.

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2026 Delaware River and Bay Lighthouse Sunset Cruise

2026 Delaware River and Bay Lighthouse Sunset Cruise

Saturday, September 5 at 5:30 pm  ·  Lewes Sussex County

Lighthouse Sunset Cruise — meet at Anglers Fishing Center and cruise by East End Lighthouse and Harbor of Refuge Lighthouse. Tickets and information at DelawareBayLights.org.

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Sunfestival: Love Out Loud

Sunfestival: Love Out Loud

Sep 5 to Sep 6  ·  Rehoboth Beach Sussex County

Celebrate Labor Day Weekend in Rehoboth Beach, DE at SUNFESTIVAL – LOVE OUT LOUD! Delight in two nights of fun with headlining entertainment and globally renowned DJs. As the ultimate party to close out the summer, SUNFESTIVAL sells out every year while...

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Gary Clark Jr.

Gary Clark Jr.

Saturday, September 5 at 7 pm  ·  Selbyville Sussex County

Gary Clark Jr. achieved global impact following his first Grammy Award in 2014, winning Best Traditional R&B Performance for the track “Please Come Home” from his Warner Records debut album Blak And Blu, and seemingly never left the road. 2015’s The Story...

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NIGHTRAIN: The Guns N’ Roses Experience!

NIGHTRAIN: The Guns N’ Roses Experience!

Sunday, September 6 at 7:30 pm  ·  Milton Sussex County

Experience the ultimate Guns & Roses Tribute Show! This band’s vibrant stage presence and accuracy to everything about Guns N’ Roses leaves the entire crowd in awe!With Guns N Roses 2012 induction into Rock n Roll Hall Of Fame, Guns N Roses music &...

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Dance Workshop with Renee Wight: Basic Intro to Jazz 1

Dance Workshop with Renee Wight: Basic Intro to Jazz 1

Tuesday, September 8 at 6:30 pm  ·  Selbyville Sussex County

Join local dance instructor Renee Wight for a fun and accessible series of dance workshops! Across four lively classes, Renee will introduce participants to the basics of tap, jazz, and line dancing, offering a welcoming space to move, learn, and enjoy....

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Clay Cauldron

Clay Cauldron

Wednesday, September 9 at 6 pm  ·  Wilmington New Castle County

A festive, magical clay workshop for adults, where imagination gathers into form and something enchanted begins to rise beneath the hands. Sculpt a small cauldron from clay using beginner-friendly hand-building techniques; shaping rounded vessels, carving...

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GFWC Zwaanendael Women’s Club Prospective Member Information Meeting

GFWC Zwaanendael Women’s Club Prospective Member Information Meeting

Thursday, September 10 at 10:30 am  ·  Lewes Sussex County

Sculpture Garden Happy Hours

Sculpture Garden Happy Hours

Thursday, September 10 at 5 pm  ·  Wilmington New Castle County

Sculpture Garden Happy Hours are lively, relaxed evenings filled with music, creativity, and community. Enjoy live performances, a cash bar, local food trucks, Kaffeina Café, lawn games, and various arts and crafts vendors. Some evenings feature special...

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Quayside @ Nite with Mama's Black Sheep

Quayside @ Nite with Mama's Black Sheep

Thursday, September 10 at 6 pm  ·  Milton Sussex County

Mama’s Black Sheep is the soulful collaboration of singer-songwriters Ashland Miller (guitar/vocals) and Laura Cerulli (drums/vocals). The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside...

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Seasonal Floral Design Workshop

Seasonal Floral Design Workshop

Thursday, September 10 at 6:30 pm  ·  Wilmington New Castle County

Learn to arrange flowers using professional techniques to unleash your creativity and make a gorgeous floral arrangement, along with tips and tricks to make your flowers last. $25 material fee. Ages 18+.

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GEORGE THOROGOOD and THE DESTROYERS

GEORGE THOROGOOD and THE DESTROYERS "The Baddest Show on Earth"

Thursday, September 10 at 7 pm  ·  Selbyville Sussex County

During 2025’s The Baddest Show on Earth Tour, they played nearly 90 explosive shows, were honored by The Recording Academy’s GRAMMY Museum, saw George’s famed Gibson ES-125TDC ‘Bad To The Bone’ guitar placed on permanent exhibit at The Rock & Roll Hall of...

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The Gathering Gloom – The CURE Tribute

The Gathering Gloom – The CURE Tribute

Thursday, September 10 at 8 pm  ·  Milton Sussex County

No Wigs! No Gimmicks! Just as close to the sound, feel and vibe of the real thing as possible. We bring the lights, the fog, the hair and the lipstick, hitting the greatest hits to satisfy fans of every era to deep cuts for the die hards. Get ready for an...

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Shakespeare at the Sugar Bowl

Shakespeare at the Sugar Bowl

Friday, September 11 at 6 pm  ·  Wilmington New Castle County

This summer Delaware Shakespeare is taking their summer show on the road instead of offering it only at Rockwood Museum. We are excited to be one of the stops on their Community Tour which offers theater in unexpected places - like the Sugar Bowl! This...

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Ray LaMontagne — Trouble 20th Anniversary Tour

Ray LaMontagne — Trouble 20th Anniversary Tour

Friday, September 11 at 7 pm  ·  Selbyville Sussex County

Ray's vast catalog spans nine full-length records, chart-topping radio singles, and a Grammy win, in addition to multiple Grammy nominations. This year will prove to be an exciting one for LaMontagne as he heads out on the road celebrating his first...

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Rehoboth Beach Pride 2026

Rehoboth Beach Pride 2026

Sep 11 to Sep 13  ·  Rehoboth Beach Sussex County

Rehoboth Beach Pride — officially CAMP Rehoboth Pride — is the annual LGBTQ+ Pride celebration for the Delaware coast, held each September and drawing approximately 20,000 people to a city of 1,500 year-round residents. The September timing reflects...

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Third Annual Walk for Prostate Cancer

Third Annual Walk for Prostate Cancer

Saturday, September 12 at 8 am  ·  Lewes Sussex County

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Junior Paleontologists: Dig Into Discovery

Junior Paleontologists: Dig Into Discovery

Saturday, September 12 at 9 am  ·  Wilmington New Castle County

Dress up as your favorite paleontologist, or gear up with your very own field outfit and notes provided by us! In this interactive program, children learn what a paleontologist is, what they wear, and what tools they use in the field. Get ready to explore...

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48th Annual Bethany Beach Boardwalk Arts Festival

48th Annual Bethany Beach Boardwalk Arts Festival

Saturday, September 12 at 10 am  ·  Bethany Beach Sussex County

The 48th Annual Bethany Beach Boardwalk Arts Festival will take place on Saturday, September 12th from 10:00 a.m. to 4:00 p.m. The popular one-day show will feature jewelry, glass, pottery, watercolor and oil painting, photography, woodworking, and much...

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48th Annual Nanticoke Indian Powwow

48th Annual Nanticoke Indian Powwow

Sep 12 to Sep 13  ·  Millsboro Sussex County

Come celebrate Indigenous culture with traditional dance, music, arts and crafts, food vendors, and kids' art activities! In partnership with the Nanticoke Indian Association, this event celebrates Indigenous culture with traditional dance, music, arts and...

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Brandywine Festival of the Arts

Brandywine Festival of the Arts

Sep 12 to Sep 13  ·  Wilmington New Castle County

The Brandywine Festival of the Arts is an annual arts festival in Wilmington, Delaware. Featuring hundreds of juried artists exhibiting one-of-a-kind art, the festival is a Delaware tradition spanning 51 years. Now regionally popular and nationally...

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DSBC Fun Fest and Zero Proof Fiesta

DSBC Fun Fest and Zero Proof Fiesta

Saturday, September 12 at 12 pm  ·  Newark Sussex County

This is a fantastic opportunity to celebrate our vibrant local community and support small businesses throughout Delaware and the surrounding areas. Get ready for a day packed with fun activities for all ages! Our expanded Kids' Zone will feature exciting...

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Hispanic Heritage 50th Anniversary Celebration Kick-off

Hispanic Heritage 50th Anniversary Celebration Kick-off

Saturday, September 12 at 12 pm  ·  Wilmington New Castle County

For 50 years, the City of Wilmington has been a cornerstone of Hispanic culture and heritage in the great state of Delaware. What began in the mid 1970's as a small gathering has grown into the state's most anticipated kick-off celebrations, bringing...

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Historic Odessa Brewfest

Historic Odessa Brewfest

Saturday, September 12 at 12 pm  ·  Odessa New Castle County

The 13th Annual Brewfest September 12th, 2026 The annual Odessa Brewfest comes to historic Odessa each year on the first Saturday after Labor Day. All attendees have access to food & merchandise vendors, live bands, sponsor tables, and more. Your ticket to...

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Mosaic Creeper or Enderman

Mosaic Creeper or Enderman

Saturday, September 12 at 12:30 pm  ·  Wilmington New Castle County

A pixel-inspired mosaic workshop for children, where participants create a Creeper or Enderman design using colorful tiles and geometric shapes inspired by the world of Minecraft. Students will explore beginner mosaic techniques such as arranging patterns,...

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Chapel Street Concert Series: Tony Cimorosi Jazz Trio

Chapel Street Concert Series: Tony Cimorosi Jazz Trio

Saturday, September 12 at 2 pm  ·  Newark New Castle County

Join us for an afternoon of jazz with bassist Tony Cimorosi and his trio! Tony Cimorosi has been on the NYC World Beat, Rock, R&B, Jazz and contemporary Jazz scene for over 40 years, playing with world renowned musicians including; the Brazilian Power...

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Jingo: The Heart & Soul of Santana

Jingo: The Heart & Soul of Santana

Saturday, September 12 at 2 pm  ·  Milton Sussex County

Jingo – the meaning “Afro – Cuban” derived rhythms and chants, creating a rhythmically sensual sound and harmony. JINGO is a seven piece Latin-Rock band consisting of musicians from around the world creating the rhythmically sensual...

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Lee Brice

Lee Brice

Saturday, September 12 at 7 pm  ·  Selbyville Sussex County

When Curb Records recording artist Lee Brice isn't selling out arenas, writing and recording songs, or building new brands like Dulce Vida Tequila and Loud Lemon, you'll find the family man with his wife, Sara, two young boys, and daughter. Meanwhile, with...

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Divas Cabaret

Divas Cabaret

Saturday, September 12 at 7:30 pm  ·  Milton Sussex County

Experience the Power of the Voice: DIVAS CABARET Prepare for a breathtaking journey through the greatest hits of the world’s most iconic leading ladies! DIVAS CABARET brings together four of the finest regional vocalists for a powerhouse performance that...

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Haunting History: Paranormal Investigation

Haunting History: Paranormal Investigation

Saturday, September 12 at 10 pm  ·  Lewes Sussex County

$35 Adults (Ages 13+)| 2.5 hours | 1.0 miles Do Spirits Remain? Some Say So. Join First State Paranormal Investigations in learning the true tales of past residents of Historic Lewes properties, while investigating the legends swearing that spirits still...

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3rd Annual Ballet Brews BBQ & Blue

3rd Annual Ballet Brews BBQ & Blue

Sunday, September 13 at 12 pm  ·  Woodside Kent County

Delaware’s professional ballet company, the First State Ballet Theatre will grace our Sycamore Stage for the sixth time later this summer. An audience favorite that delights all ages. Get there as the doors open to get a behind the scenes look as the...

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27th Annual Jean & Joan Fund Golf Tournament

27th Annual Jean & Joan Fund Golf Tournament

Monday, September 14  ·  Rehoboth Beach Sussex County

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6th Annual Beebe Goes Purple

6th Annual Beebe Goes Purple

Thursday, September 17 at 5 pm  ·  Dewey Beach Sussex County

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Canalside Happy Hour at Lightship Overfalls

Canalside Happy Hour at Lightship Overfalls

Thursday, September 17 at 5 pm  ·  Lewes Sussex County

Join Us for our Monthly Canalside Happy Hour Start an entertaining evening with music, community, and waterfront vibes as the Overfalls Foundation proudly presents its monthly installment of our Canalside Happy Hour. Enjoy live music. Sip wine, and craft...

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Delaware Saengerbund Oktoberfest

Delaware Saengerbund Oktoberfest

Sep 18 to Sep 20  ·  Newark New Castle County

The Delaware Saengerbund holds its Bavarian festival on its Salem Church Road grounds in Newark. Bratwurst, potato pancakes and imported beer are served under tents while folk dancers and German bands perform continuously. Gift vendors sell imported goods...

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Shanty Night

Shanty Night

Friday, September 18 at 6 pm  ·  Lewes Sussex County

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9th Annual Delaware Resorts Fall Home Expo

9th Annual Delaware Resorts Fall Home Expo

Sep 19 to Sep 20  ·  Milton Sussex County

Free admission to Delaware's biggest fall home show. Saturday 9am to 4pm, Sunday 10am to 3pm, at Cape Henlopen High School on Kings Highway in Lewes. Contractors, remodelers, home services and local vendors all under one roof. Worth a walk-through if you...

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Fall Fest at Fifer Orchards

Fall Fest at Fifer Orchards

Sep 19 to Nov 7  ·  Camden Wyoming Kent County

Fifer Orchards opens its farm for the fall season with pick your own apples and pumpkins, a six acre corn maze, straw slides, pedal tractors, jumping pillows, zip swings and farm games. The store sells apple cider, kettle corn and cider donuts. Saturdays...

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Johnnie Walker Beach Day

Johnnie Walker Beach Day

Saturday, September 19 at 10 am  ·  Lewes Sussex County

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Lewes Artists’ Studio Tour 2026

Lewes Artists’ Studio Tour 2026

Saturday, September 19 at 10 am  ·  Lewes Sussex County

Our annual, one-day event invites the public into private artists’ studios to see the spaces where creativity happens! The location of the studios covers both the historic Lewes town center and the newer residential areas, just a couple of minutes from...

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Loyalist on the Lawn at the Zwaanendael Museum

Loyalist on the Lawn at the Zwaanendael Museum

Saturday, September 19 at 10:30 am  ·  Lewes Sussex County

Loyalist on the Lawn Meet a costumed historian portraying an officer of the Loyal American Regiment and learn about the uniforms, equipment and life of a Loyalist from Lewes during the Revolutionary War. This is a special LEWES 250 program. Zwaanendael...

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Harbor of Refuge Lighthouse 100th Anniversary Cruise

Harbor of Refuge Lighthouse 100th Anniversary Cruise

Saturday, September 19 at 2:30 pm  ·  Lewes Sussex County

100th Anniversary Cruise September 19th, 2:30 to 4:30 PM Before filling registration form, please call Red at 302-226-3866 to check for availability.

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Lewes250 Presents BROADWAY IN THE PARK

Lewes250 Presents BROADWAY IN THE PARK

Saturday, September 19 at 4 pm  ·  Lewes Sussex County

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Hagley Car Show

Hagley Car Show

Sunday, September 20 at 10 am  ·  Wilmington New Castle County

Antique and classic automobiles line the lawns of Hagley Museum and Library along the Brandywine, with owners on hand beside their vehicles. The museum grounds, powder yards and machine shop stay open during the show.

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Red Caboose Tour

Red Caboose Tour

Sunday, September 20 at 10 am  ·  Lewes Sussex County

View the interior of the recently restored 1917 Pennsylvania Railroad (PRR) “cabin car” which is located at Lewes Junction between the Lewes Public Library and the Lewes History Museum at the Rollins Community Center. Cabin car is the designation PRR...

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Top Chef of the Culinary Coast

Top Chef of the Culinary Coast

Tuesday, September 22 at 6 pm  ·  Rehoboth Beach Sussex County

Join Meals On Wheels Lewes-Rehoboth and the Top Chefs of our area to a night of delicious food and creative cocktails! Choose your favorite chef’s table for a one-of-a-kind, four-course, tableside cooking and dining experience. We will have Top Chefs from...

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Muttini Mixer at the Beach Benefitting Humane Animal Partners

Muttini Mixer at the Beach Benefitting Humane Animal Partners

Wednesday, September 23 at 6 pm  ·  Lewes Sussex County

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Sweeney Todd: A Musical Thriller

Sweeney Todd: A Musical Thriller

Sep 24 to Oct 11  ·  Milton Sussex County

The Milton Theatre stages the Stephen Sondheim musical thriller about a vengeful barber and the pie shop beneath his rooms. The run stretches across three weeks in the restored 1910 theater on Union Street in downtown Milton, with evening curtains at 6:30...

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Sep Annual History Book Festival

Sep Annual History Book Festival

Sep 25 to Sep 27  ·  Lewes Sussex County

About the History Book Festival An independent 501(c)(3) nonprofit organization, the History Book Festival produces an annual festival of new works about history, both historical fiction and narrative nonfiction. The festival also takes HBF authors into...

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Rehoboth Art League Fall Exhibitions

Sep 25 to Nov 1  ·  Rehoboth Beach Sussex County

The Rehoboth Art League opens five exhibitions together on its Henlopen Acres campus: The Day We Looked Up, Art of the Flower, Of Hares and Hope, Messing About in Boats, and Beyond the Walls. Galleries at 12 Dodds Lane are open Monday through Saturday from...

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Birding Walk at Winterthur

Birding Walk at Winterthur

Saturday, September 26 at 8 am  ·  Winterthur New Castle County

A Winterthur naturalist leads a two hour walk through the estate's meadows, woodlands and pond edges to look for resident and migrating birds. The route covers birding hotspots across the property. Further walks are scheduled for October 7, October 31 and...

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Make A Sailor Valentine at the Zwaanendael Museum

Make A Sailor Valentine at the Zwaanendael Museum

Saturday, September 26 at 11 am  ·  Lewes Sussex County

Make A Sailor Valentine Learn about historic sailor valentines and make one yourself. This activity is free and for all ages. All materials will be provided. Located on the 2nd floor of the Zwaanendael Museum. Zwaanendael Museum 102 Kings Hwy. 11a.m. –...

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AMC Museum 40th Anniversary Dinner and Dance

AMC Museum 40th Anniversary Dinner and Dance

Saturday, September 26 at 5 pm  ·  Dover Kent County

The Air Mobility Command Museum marks forty years with a seated dinner and dance in its hangar on Dover Air Force Base. The Smooth Sound Big Band provides the music. The buffet includes a fruit and cheese display, garden salad, pesto chicken with pasta,...

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Dogfish Dash

Dogfish Dash

Sunday, September 27  ·  Milton Sussex County

Dogfish Head's annual road race starts and finishes at the Milton brewery on Chestnut Street, running a course through the surrounding countryside before returning to the brewery grounds. Proceeds benefit the Sussex County Land Trust. Registration and...

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October 2026

Scarecrow Trail and Show

Scarecrow Trail and Show

Oct 1 to Oct 31  ·  Rehoboth Beach Sussex County

Businesses throughout Rehoboth Beach and Dewey Beach build scarecrows and display them outside their storefronts for the whole of October. The chamber publishes a map so the figures can be followed on foot through the resort area, and voting decides the...

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Mysteries of History Walking Tour

Oct 1 to Oct 31  ·  Lewes Sussex County

The Zwaanendael Museum leads a guided walk covering the darker and stranger corners of Lewes history. The route runs about half a mile through downtown, takes roughly eighty minutes, and ends at St. Peter's Episcopal Church. Tours depart at 2 in the...

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Wings and Wheels

Wings and Wheels

Oct 2 to Oct 4  ·  Georgetown Sussex County

The Greater Georgetown Chamber of Commerce hosts this fall festival on the ramp at Delaware Coastal Airport on Rudder Lane. Vintage and military aircraft park alongside a classic car show, with flight demonstrations, a parachute team, live music,...

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Lewes Merchants Fall Sidewalk Sale

Lewes Merchants Fall Sidewalk Sale

Oct 2 to Oct 4  ·  Lewes Sussex County

Shops throughout the historic commercial district of Lewes bring goods out onto Second Street and the surrounding blocks for three days of sidewalk pricing. Hours run from 10 in the morning to 5 in the afternoon each day, alongside Boast the Coast on...

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Rehoboth Beach and Dewey Beach Fall Sidewalk Sale

Rehoboth Beach and Dewey Beach Fall Sidewalk Sale

Oct 2 to Oct 4  ·  Rehoboth Beach Sussex County

The 48th annual sidewalk sale runs across Rehoboth Beach and Dewey Beach, with shops moving merchandise onto the sidewalks along Rehoboth Avenue, Wilmington Avenue and the surrounding blocks. The sale runs three days from 10 in the morning until 8 at night.

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Downtown Milford First Friday, October

Downtown Milford First Friday, October

Friday, October 2 at 5 pm  ·  Milford Kent County

Walnut Street in downtown Milford closes for an evening block party on the first Friday of the month. Shops stay open late, food trucks line the street and live music plays outdoors. Local vendors and downtown merchants set up along the sidewalk.

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Harvest Hoedown Line Dancing Party

Harvest Hoedown Line Dancing Party

Friday, October 2 at 5 pm  ·  Winterthur New Castle County

Winterthur hosts an evening of line dancing on the estate with instruction, seasonal beverages and food. The party runs on the grounds outside the museum. It is one of several autumn evening programs on the Winterthur calendar.

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Weedstock Music and Arts Festival

Weedstock Music and Arts Festival

Oct 2 to Oct 4  ·  Houston Kent County

Three days of live music at G and R Campground, with craft and art vendors, live painting, workshops, food trucks, fire pits and late night silent raves. Camping is available on site in RV, wooded and car camping areas. Entry is limited to ages 21 and...

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Paranormal Adventure Tours at Fort Delaware

Oct 2 to Oct 24  ·  Delaware City New Castle County

Fort Delaware staff and the Diamond State Ghost Investigators lead investigations inside the Civil War fort on Pea Patch Island, reached by ferry from Delaware City. Three hour sessions start at six thirty or nine thirty on Fridays and Saturdays through...

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Delaware City Day

Saturday, October 3  ·  Delaware City New Castle County

Delaware City marks its bicentennial year with its long running town celebration in Battery Park at the foot of Clinton Street, looking out toward Fort Delaware and the river. The day includes a parade, vendors, music, food and fireworks at dusk. The event...

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Special Olympics Delaware Truck Convoy

Special Olympics Delaware Truck Convoy

Saturday, October 3 at 8 am  ·  Harrington Kent County

Tractor trailers gather at the Delaware State Fairgrounds and roll out in a single convoy to raise money for Special Olympics Delaware. Drivers decorate their rigs, and the staging area opens early in the morning before the convoy departs. Law enforcement...

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Historic Lewes Farmers Market, Fall Market

Oct 3 to Dec 5  ·  Lewes Sussex County

The market shifts to the Lewes Elementary School parking lot at 820 Savannah Road for its fall season, running Saturday mornings from early October into December. Growers and producers bring vegetables, fruit, meat, eggs, bread, cheese, flowers and...

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Truck and Tractor Day at Winterthur

Truck and Tractor Day at Winterthur

Saturday, October 3 at 10 am  ·  Winterthur New Castle County

Winterthur parks fire engines, farm tractors, construction equipment and utility trucks on the estate so visitors can climb aboard, try on firefighter gear and sound the horns. Crews stand by their vehicles to explain how everything works.

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Boast the Coast Maritime Festival

Boast the Coast Maritime Festival

Saturday, October 3 at 11 am  ·  Lewes Sussex County

The Lewes Chamber of Commerce marks the thirtieth Boast the Coast at 1812 Memorial Park on Front Street beside the drawbridge. The waterfront program includes free boat tours, face painting and live music, set against the working harbor and the City Dock.

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86 Hook and Ladder Coastal Oktoberfest

86 Hook and Ladder Coastal Oktoberfest

Saturday, October 3 at 12 pm  ·  Rehoboth Beach Sussex County

The Rehoboth Beach Volunteer Fire Company runs this beer festival inside the Rehoboth Beach Convention Center at 229 Rehoboth Avenue. Around fifteen Delaware area breweries pour samples, with bourbon and moonshine tastings, local food vendors, Hopkins Farm...

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Haunting History: Paranormal Investigation

Haunting History: Paranormal Investigation

Oct 3 to Nov 14  ·  Lewes Sussex County

The Lewes Historical Society runs a guided paranormal investigation across roughly a mile of its Shipcarpenter Street campus and nearby historic sites, with investigation equipment used at several stops. Sessions last about two and a half hours and are...

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Coast Day

Coast Day

Sunday, October 4 at 10 am  ·  Lewes Sussex County

The University of Delaware College of Earth, Ocean and Environment opens its Hugh R. Sharp campus on Pilottown Road in Lewes for the fiftieth Coast Day. The program includes research vessel and laboratory tours, hands on activities, live demonstrations,...

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Pumpkin Patch Sundays at Loblolly Acres

Pumpkin Patch Sundays at Loblolly Acres

Oct 4 to Oct 25  ·  Viola Kent County

Loblolly Acres opens its pumpkin fields on Sundays through October. Two live bands play each week and a tractor pulled hayride tours the farm. There is a petting zoo, a row of local artisan vendors, food trucks and a bar serving adult beverages. Admission...

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Mahjong Mania at Historic Odessa

Mahjong Mania at Historic Odessa

Monday, October 5 at 10 am  ·  Odessa New Castle County

Historic Odessa Foundation gives over a full day to mahjong in its eighteenth century buildings on Main Street. Tables are set up for play through the day. The historic houses and the Twenty Six for 2026 exhibit of objects of independence remain open the...

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Greyhounds Reach the Beach

Greyhounds Reach the Beach

Oct 8 to Oct 11  ·  Rehoboth Beach Sussex County

Four days of greyhound programming based at the Rehoboth Beach Convention Center, with vending, a silent auction and talks on greyhound health and rehabilitation. Off site elements include hound walks on the Burtons Island Trail at Delaware Seashore State...

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Bridgeville Apple-Scrapple Festival

Bridgeville Apple-Scrapple Festival

Oct 9 to Oct 10  ·  Bridgeville Sussex County

Downtown Bridgeville gives over two days to apples and scrapple, the pork breakfast staple produced at the RAPA plant in town. The program covers hundreds of craft and food vendors, live entertainment at the bandstand, contests, a carnival and a parade,...

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The Rocky Horror Show

The Rocky Horror Show

Oct 9 to Oct 31  ·  Rehoboth Beach Sussex County

Clear Space Theatre Company stages the Richard O'Brien rock musical at its house at 20 Baltimore Avenue in Rehoboth Beach through most of October. The run includes late night Saturday performances, and audience participation with props and callbacks is...

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Old State House Concert: Kate Mills

Friday, October 9 at 7:30 pm  ·  Dover Kent County

Delaware Friends of Folk opens its Old State House season with singer and songwriter Kate Mills. The concert runs about an hour inside the historic State House on The Green in Dover. Doors open at seven and the music begins at seven thirty. Admission is...

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Dogfish Head Punkin Ale Fest

Dogfish Head Punkin Ale Fest

Saturday, October 10  ·  Milton Sussex County

Dogfish Head opens its Milton brewery on Chestnut Street for a free day built around Punkin Ale, the pumpkin beer it has brewed since 1994. The gathering brings together Delmarva food vendors, makers, live music and brewery pours on the grounds.

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Amish Country Bike Tour

Amish Country Bike Tour

Saturday, October 10 at 7 am  ·  Dover Kent County

The fortieth running of this ride starts and finishes at Legislative Mall in Dover, with routes of sixteen, twenty five, fifty, sixty two and one hundred miles through flat farmland west of town. Departures are staggered between seven and nine in the...

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DelaWild at Winterthur

DelaWild at Winterthur

Saturday, October 10 at 10 am  ·  Winterthur New Castle County

Winterthur's outdoor nature day brings guided walks, hands on activities and conservation groups onto the estate grounds. Programming covers native plants, wildlife and the land management practices used across the property. Naturalists and partner...

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Bowers Heritage Day

Bowers Heritage Day

Sunday, October 11 at 10 am  ·  Bowers Beach Kent County

The Bowers Beach Maritime Museum fills the small bayside town with educational exhibits, craft vendors and food stalls for its annual heritage celebration. Displays cover the fishing and boatbuilding history of the Delaware Bay shoreline. A five kilometer...

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True Blue Jazz Festival

True Blue Jazz Festival

Oct 14 to Oct 18  ·  Rehoboth Beach Sussex County

The fourteenth True Blue Jazz Festival brings straight ahead and mainstream jazz to venues around downtown Rehoboth Beach across five days. Programming centers on interpretations of the Great American Songbook, drawing on blues, Dixieland and later...

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Rehoboth Beach Jazz Festival

Oct 15 to Oct 18  ·  Rehoboth Beach Sussex County

The thirty seventh edition spreads across five stages in Rehoboth Beach, Lewes and Dewey Beach, including the Rehoboth Beach Convention Center, the Performing Arts Theater at Cape Henlopen High School, Epworth United Methodist Church, the Rusty Rudder and...

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Boo at the Zoo

Boo at the Zoo

Oct 16 to Oct 18  ·  Wilmington New Castle County

The Brandywine Zoo decorates its paths for Halloween and sets up treat stations and activities along the route through the animal exhibits. Costumes are worn and decorated backdrops are placed for photographs. Visitors bring their own bags for treats....

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Delmarva Folk Festival

Delmarva Folk Festival

Oct 16 to Oct 17  ·  Clayton Kent County

The thirty fifth Delmarva Folk Festival moves to Downs Chapel Road in Clayton for a weekend of live folk music, workshops and camping. The grounds hold craft vendors, live painters, a share table, a food bank collection and a beer tent. Saturday includes a...

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Shanty Night at the Sussex Tavern

Shanty Night at the Sussex Tavern

Friday, October 16 at 6 pm  ·  Lewes Sussex County

The Lewes Historical Society hosts an evening of sea shanties in the Sussex Tavern at Rabbits Ferry House on its Shipcarpenter Street campus. Song leaders work through traditional working songs of the age of sail, with food and drink served in the tavern.

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Hagley Craft Fair

Hagley Craft Fair

Oct 17 to Oct 18  ·  Wilmington New Castle County

Artisans from across the Mid Atlantic set up across Hagley's upper property and inside the Soda House with work in wood, leather, pottery, jewelry, fiber and metal, alongside a specialty food market. Admission also covers the du Pont family home and...

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Historic Lewes Harvest Fair: 1776

Historic Lewes Harvest Fair: 1776

Oct 17 to Oct 18  ·  Lewes Sussex County

The Lewes Historical Society turns its Shipcarpenter Street campus over to an eighteenth century harvest fair tied to the nation's 250th anniversary. The weekend includes period demonstrations, craftspeople at work, colonial foodways, music and open...

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Open Cockpit Day, Air Mobility Command Museum

Open Cockpit Day, Air Mobility Command Museum

Saturday, October 17 at 10 am  ·  Dover Kent County

Volunteers open the cockpits of aircraft parked on the museum ramp so visitors can climb inside and sit at the controls. The Air Mobility Command Museum holds this on the third Saturday of the month from April through October, weather and guide...

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Schellville Harvest Fest

Schellville Harvest Fest

Oct 17 to Oct 18  ·  Rehoboth Beach Sussex County

Schell Brothers opens its Schellville site at 36470 Seaside Outlet Drive in Rehoboth Beach for two evenings of fall programming, with food, drink, entertainment and seasonal decor across the grounds. Tickets are handled through the Schell Brothers...

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Seaford Community Fall Festival

Seaford Community Fall Festival

Sunday, October 18 at 4 pm  ·  Seaford Sussex County

The Seaford Historical Society hosts a fall evening on the grounds of the Governor Ross Mansion at 23669 Ross Station Road. The program includes a trunk or treat, wagon rides, a petting zoo, lawn games and a juggler across the historic property. Admission...

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Hedwig and the Angry Inch

Hedwig and the Angry Inch

Oct 21 to Oct 31  ·  Milton Sussex County

The Milton Theatre stages the John Cameron Mitchell and Stephen Trask rock musical about an East German singer and her band, told through a concert set. Performances run across the last eleven days of October at the theater on Union Street in downtown Milton.

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Sea Witch Festival

Sea Witch Festival

Oct 23 to Oct 25  ·  Rehoboth Beach Sussex County

The Rehoboth Beach and Dewey Beach Chamber of Commerce runs its Halloween and fiddlers festival over three days at the bandstand, on the beach and boardwalk, and inside the Rehoboth Beach Convention Center. The weekend takes in costume contests, fiddling,...

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Blue Hen Comic Con

Blue Hen Comic Con

Friday, October 23 at 9 am  ·  Harrington Kent County

Central Delaware's comic convention returns to the Delaware State Fairgrounds in Harrington with comic dealers, toy and collectible sellers, artists, cosplay and guest appearances. Tickets are sold through Omniverse Events. Parking on the fairgrounds is free.

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Boos and Brews

Boos and Brews

Friday, October 23 at 6 pm  ·  Lewes Sussex County

The Lewes Historical Society throws a Halloween evening on its Shipcarpenter Street campus, with beer, food, music and costumes set among the historic buildings and the Sussex Tavern. Tickets are sold in advance through the society rather than at the gate.

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Children's Fantasy Trail

Oct 23 to Oct 25  ·  Lewes Sussex County

Friends of Cape Henlopen State Park light a wooded trail near the Seaside Nature Center and staff it with costumed characters drawn from fairy tales and storybooks. The walk takes place after dark over three evenings. A small admission fee applies.

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Halloween at Hagley and Creepy Chemistry Science Saturday

Halloween at Hagley and Creepy Chemistry Science Saturday

Saturday, October 24 at 11 am  ·  Wilmington New Castle County

Hagley opens its grounds along the Brandywine for a Halloween day of seasonal activities, and pairs it with a Creepy Chemistry session of the museum's Science Saturday series.

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Sea Witch Parade

Sea Witch Parade

Saturday, October 24 at 11 am  ·  Rehoboth Beach Sussex County

The centerpiece of the Sea Witch weekend steps off in downtown Rehoboth Beach on Saturday morning. Costumed marchers, bands, decorated cars and floats move along the route, with trophies awarded in walking, rolling and band categories. It begins near the...

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Halloween Trunk or Treat Bash

Halloween Trunk or Treat Bash

Saturday, October 24 at 3 pm  ·  Dover Kent County

The Dover Police Department fills Legislative Mall with decorated car trunks handing out candy, joined by Central Delaware Habitat for Humanity, Restoring Central Dover and NeighborGood Partners. Costumes are encouraged and organizers suggest dressing in...

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Wicked Brew Bash

Wicked Brew Bash

Saturday, October 24 at 5 pm  ·  Rehoboth Beach Sussex County

Schellville hosts a Halloween themed evening built around beer and cider on its grounds at 36470 Seaside Outlet Drive in Rehoboth Beach. The program combines pours, food, music and costumes across the site. Tickets are sold through the Schell Brothers...

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Schellville Spooktacular

Schellville Spooktacular

Sunday, October 25 at 3 pm  ·  Rehoboth Beach Sussex County

Schellville decorates its Rehoboth Beach grounds for a Halloween afternoon and evening of trick or treating, games and seasonal displays. The day is split into a quieter sensory friendly session followed by general hours. Tickets are handled through the...

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Lightship Overfalls Haunted Ship

Oct 30 to Oct 31  ·  Lewes Sussex County

The Overfalls Foundation decorates and opens the lightship Overfalls at Lewes Canalfront Park on Pilottown Road for two evenings of Halloween tours above and below decks. The 1938 vessel closes for its regular season in mid October, making these evenings...

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Tailgate Tour: A Haunting We Will Go

Tailgate Tour: A Haunting We Will Go

Friday, October 30 at 6 pm  ·  Winterthur New Castle County

A guided evening tour of the Winterthur estate built around ghost stories and Halloween traditions from the property's past. The tour covers ground the du Pont family walked and pairs the route with seasonal tales.

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Delaware Renaissance Faire

Delaware Renaissance Faire

Oct 31 to Nov 15  ·  Townsend New Castle County

A recreated Renaissance village on two properties off Saw Mill Branch Road in Townsend, with professional shows on five stages, an artisan marketplace, costumed characters roaming the lanes, a locally sourced pub and food stalls. Archery, axe throwing and...

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Tram and Treat at Winterthur

Tram and Treat at Winterthur

Saturday, October 31 at 10 am  ·  Winterthur New Castle County

Winterthur runs its garden tram along a decorated route with costumed characters and treat stops along the way. The estate grounds and Enchanted Woods are open during the program.

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All Hallows Eve at Historic Lewes

Saturday, October 31 at 4 pm  ·  Lewes Sussex County

The Lewes Historical Society opens its Shipcarpenter Street campus on Halloween afternoon for trick or treating among the historic buildings, with seasonal activities and treats staged across the site. It is scheduled ahead of trick or treating in the...

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November 2026

Rehoboth Beach International Film Festival

Rehoboth Beach International Film Festival

Nov 1 to Nov 8  ·  Lewes Sussex County

The Rehoboth Beach Film Society runs its twenty eighth festival across eight days, screening at the Cinema Art Theater at 17701 Dartmouth Drive in Lewes plus additional venues in Rehoboth Beach. The program covers international features, awards season...

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Sussex County Return Day

Sussex County Return Day

Thursday, November 5  ·  Georgetown Sussex County

Two days after the general election, Sussex County marks Return Day on The Circle in Georgetown. Election results are read aloud from the courthouse steps, winning and losing candidates ride together in a horse drawn carriage parade, and a hatchet is...

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Delaware Antiques Show

Delaware Antiques Show

Nov 5 to Nov 8  ·  Wilmington New Castle County

Winterthur's annual show fills the Chase Center on the Wilmington Riverfront with more than sixty dealers in American antiques, art and decorative arts, plus a lecture program. A preview party runs Thursday evening. Show hours are eleven to six on Friday...

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Downtown Milford First Friday, November

Downtown Milford First Friday, November

Friday, November 6 at 5 pm  ·  Milford Kent County

Downtown Milford's monthly block party returns to Walnut Street on the first Friday in November. Merchants keep their doors open into the evening, food trucks park along the street and live music plays outside. Local vendors set up tables between the shops.

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Analog-A-Go-Go

Analog-A-Go-Go

Saturday, November 7  ·  Milton Sussex County

Dogfish Head lists this gathering at its Milton brewery on Chestnut Street among its 2026 happenings. Past editions have paired brewery pours with live music and records on the grounds. Running times and lineup are released closer to the day.

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Rehoboth Art League Holiday Fair

Rehoboth Art League Holiday Fair

Nov 7 to Nov 8  ·  Rehoboth Beach Sussex County

The Rehoboth Art League holds its holiday fair over two days on the Henlopen Acres campus at 12 Dodds Lane. Member artists and regional makers sell handmade work through the historic buildings and studios on the grounds.

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Delaware Resorts 55+ Expo

Delaware Resorts 55+ Expo

Saturday, November 7 at 9 am  ·  Lewes Sussex County

Delaware Resorts Expos fills the Cape Henlopen High School field house on Kings Highway with more than one hundred exhibitors covering housing, health services, finance, travel, recreation and local trades. The show runs one day. Admission and parking are...

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Delaware Heritage Festival

Delaware Heritage Festival

Saturday, November 7 at 10 am  ·  Dover Kent County

First State Heritage Park stages living history on The Green in Dover, with costumed interpreters, trades demonstrations, music and performances tracing Delaware history from pre contact times forward. Food vendors and local artisans set up around the...

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Fort Miles Veterans Day Open House

Fort Miles Veterans Day Open House

Wednesday, November 11 at 10 am  ·  Lewes Sussex County

The Fort Miles Historical Association opens the museum and historic area at Cape Henlopen State Park on Cape Henlopen Drive for Veterans Day. The World War II coastal defense site includes Battery 519, the concrete fire control towers and the restored 16...

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13: The Musical

13: The Musical

Nov 13 to Nov 15  ·  Rehoboth Beach Sussex County

Clear Space Theatre Company presents the Jason Robert Brown musical at its theater at 20 Baltimore Avenue in Rehoboth Beach over three days. The story follows a thirteen year old who moves from New York City to a small Indiana town in the run up to his bar...

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Old State House Concert: Boxturtle Bob

Friday, November 13 at 7:30 pm  ·  Dover Kent County

Delaware Friends of Folk brings Boxturtle Bob to the Old State House on The Green in Dover for the November installment of its free concert series. The show lasts about an hour in the historic chamber. Doors open at seven and music begins at seven thirty.

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Holiday Shoppes at the Fairgrounds

Holiday Shoppes at the Fairgrounds

Saturday, November 14 at 12 pm  ·  Harrington Kent County

The seventh annual Holiday Shoppes fills the Kent and Schabinger Barns, the Dover Building and the Exhibit Hall at the Delaware State Fairgrounds with craft and gift vendors. Booths carry handmade items, holiday decor, specialty foods and jewelry, and a...

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