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.
95 upcoming events · Sussex 56 · Kent 30 · New Castle 9 · Updated October 23, 2026
Show events in:
October 2026
Abstract, Non-Objective, Fantasy and Surrealism: Think, Ponder, Wonder
Free juried gallery show of abstract and surrealist work by regional artists. Smyrna Opera House, Smyrna, Delaware.
Micah Althea Briggs: Vis-a-Vis, The Intersectionality of Spirit, Soil and Soul
Solo exhibition on spirit, soil and soul by Delaware artist Micah Althea Briggs. Arts Center Gallery, Delaware State University, Dover, Delaware.
Navy Week in Sussex County
A week of United States Navy events across Sussex County, with displays, band performances and community visits.
Scarecrow Trail and Show
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...
Sea Witch Festival
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,...
Blue Hen Comic Con
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.
Historic Lewes Farmers Market, Fall Market
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...
Fall Fest at Fifer Orchards
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...
Rehoboth Art League Fall Exhibitions
Five concurrent autumn exhibitions, including Art of the Flower by Charlene Jobe, Of Hares and Hope: An Artist Collaboration, and The Day We Looked Up by Damon Pla. Rehoboth Art League, Rehoboth Beach, Delaware.
Pumpkin Patch Sundays at Loblolly Acres
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...
Mysteries of History Walking Tour
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...
Dover YMCA Fall Festival
A free family Halloween evening at the Dover YMCA with a trick or treat trail through the building, games, crafts and photo stops. Open to the community. Dover YMCA, 1137 South State Street, Dover, Delaware.
Boos and Brews
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.
Children's Fantasy Trail
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.
Hedwig and the Angry Inch
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.
Paranormal Adventure Tours at Fort Delaware
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...
The Rocky Horror Show
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...
Haunted Dover Lantern Tour
First State Heritage Park interpreters lead an hour of ghost stories and hauntings around the Dover Green by lanternlight. Two tours each evening, at 7pm and 8:30pm. Pre-registration is required and spaces are limited; online registration ends 24 hours...
Haunting History: Paranormal Investigation
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...
Real Love, a Kenny Rogers and Dolly Parton Tribute
Country duo tribute concert. Smyrna Opera House, Smyrna, Delaware.
Downtown Dover Farmers Market
Weekly producer market with fresh produce, handmade goods, prepared food and live entertainment. Moves to Legislative Mall when the Green is booked. The Green, 57 The Green, Dover, Delaware.
Halloween at Hagley and Creepy Chemistry Science Saturday
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.
Sea Witch Parade
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...
Model Grand Opening at Newdale Acres
Lennar opens its model homes at Newdale Acres in Ellendale. Tour the new models, see the floor plans and talk with the community team.
Scarecrow Making
Make your own scarecrow, with materials provided; bring a hat, scarf or wig to make it your own. Call 302-284-4299 or email [email protected] to reserve one. Meet at Campground Pavilion 4. Hosted by the Friends of Killens Pond. Scarecrows...
Coastal Concerts: Awadagin Pratt
Pianist Awadagin Pratt opens the twenty eighth Coastal Concerts season at Bethel United Methodist Church in downtown Lewes.
Halloween Trunk or Treat Bash
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...
Wicked Brew Bash
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...
Schellville Spooktacular
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...
Dancing at the Dickinson
Free beginner English country dance class. No partner or experience needed. John Dickinson Plantation, Dover, Delaware.
Goodies and Goblins
Evening trick or treat walk through the historic village buildings. Admission $3. Delaware Agricultural Museum and Village, Dover, Delaware.
Monster Mash
An evening of live music with Decade80, food and dancing at Price Premier in Rehoboth Beach, benefiting Children’s Beach House. Costumes welcome.
Studio 55+
Free program built for adults 55 and older with themed self guided tours, hands on art and a social hour from 2 to 4pm. Biggs Museum of American Art, Dover, Delaware.
Lightship Overfalls Haunted Ship
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...
Tailgate Tour: A Haunting We Will Go
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.
Delaware Renaissance Faire
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...
Walk to End Alzheimer's, Wilmington
The Wilmington Walk to End Alzheimer's, raising funds for care, support and research.
Tram and Treat at Winterthur
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.
All Hallows Eve at Historic Lewes
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...
Harold Melvin's Blue Notes
The legendary soul group behind If You Don't Know Me By Now, The Love I Lost, Bad Luck and Wake Up Everybody plays the Gold Room. Two performances, at 5pm and 7:30pm. Tickets are 24 dollars 50. Harrington Raceway and Casino, Harrington, Delaware.
Trick or Treat on the Green and Woodburn
Free Halloween evening on the Historic Green with costumed interpreters, plus treats at the Governor's Mansion. The Green and Woodburn, Dover, Delaware.
TBW 2nd Annual Halloween Party
Twin Branch Winery hosts its second annual Halloween party with live music by The DeTours, a costume contest with prizes, the Luv Thai food truck, specialty Halloween cocktails and Twin Branch wines. Tickets are 35 dollars per person and space is limited....
November 2026
Rehoboth Beach International Film Festival
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...
Booked for Lunch
Bring your own lunch informal book chat. Free, no assigned reading. Kent County Public Library, Dover, Delaware.
Lewes, DE: Drawn By the Sea, World Premiere
The world premiere of the completed documentary Lewes, DE: Drawn By the Sea, with a filmmaker Q and A, presented as the Rehoboth Beach Film Society Member Spotlight Event and a celebration of the Cinema Art Theater anniversary. Part of the 2026 Rehoboth...
Sussex County Return Day
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...
Delaware Antiques Show
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...
Downtown Milford First Friday, November
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.
Purple Piano, a One-Man Tribute to Prince
Solo piano tribute to Prince. Smyrna Opera House, Smyrna, Delaware.
Analog-A-Go-Go
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.
Rehoboth Art League Holiday Fair
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.
Delaware Resorts 55+ Expo
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...
Delaware Heritage Festival
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...
SDTR's Holiday Market
Holiday shopping with local merchants, art and crafts, jewelry and specialty foods, benefiting Southern Delaware Therapeutic Riding.
Fort Miles Veterans Day Open House
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...
Dancing at the Dickinson
Free beginner English country dance class. No partner or experience needed. John Dickinson Plantation, Dover, Delaware.
Friday the 13th Book Club: Vampires
Library hosted pub book club on vampire literature. McGlynn's Pub, Dover, Delaware.
13: The Musical
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...
Old State House Concert: Boxturtle Bob
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.
Michael Jackson Tribute Concert
Ticketed tribute concert in the resort's main theater. Rollins Center, Bally's Dover, Dover, Delaware.
Walk to End Alzheimer's, Southern Delaware
The Southern Delaware Walk to End Alzheimer's, moved to November after storm weather, raising funds for care, support and research.
Holiday Shoppes at the Fairgrounds
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...
Destination Soultown with The Sensational Soul Cruisers
Motown and classic soul revue concert. Smyrna Opera House, Smyrna, Delaware.
Elf The Musical
The Milton Theatre mainstage holiday production of ELF: The Musical, 23 shows. Buddy the Elf travels from the North Pole to New York City.
Studio 55+
Free program built for adults 55 and older with themed self guided tours, hands on art and a social hour from 2 to 4pm. Biggs Museum of American Art, Dover, Delaware.
Scott Keo: #1 Michael Bublé Tribute Worldwide
A worldwide touring tribute to Michael Bublé. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
“Dragsgiving”: It’s Giving THANKS Drag Show
A Thanksgiving week drag revue. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Dancing at the Dickinson
Free beginner English country dance class. No partner or experience needed. John Dickinson Plantation, Dover, Delaware.
Branden & James with Effie Passero Present “CelloVoci”
Cello and voice from the America’s Got Talent and American Idol alumni. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
December 2026
Helping Hands Gala
An evening at Signatures at Bayside in Selbyville benefiting the effort against food insecurity in Sussex County, hosted in part by St. Ann’s Knights of Columbus Council 16771. Dinner, program and fundraising from five to nine.
Legends of Rock: 80s Arena Rock Tribute
An arena rock tribute running through the biggest anthems of the 1980s. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Cartoon Christmas Trio
Jazz arrangements of the holiday cartoon classics, from Charlie Brown to Rudolph. Doors open at 6pm and the show starts at 7pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Scrooge The Musical Dinner and Show at Candlelight Theatre
A holiday evening at the Candlelight Theatre in Wilmington with the musical adaptation of A Christmas Carol. Chef prepared dinner from six, curtain at eight.
Polar Express Pajama Party and Film Screening
Wear your pajamas for a screening of The Polar Express, with showings at 10am and 6pm. Doors open an hour before each screening. Milton Theatre, 110 Union Street, Milton, Delaware.
Duke Ellington’s The Nutcracker Suite by Delmarva Big Band
Eighteen musicians play Duke Ellington and Billy Strayhorn’s jazz reworking of Tchaikovsky’s Nutcracker. Doors open at 6pm and the show starts at 7pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Chesapeake Silver Cornet Brass Band Holiday Concert
A period brass band holiday program. Doors open at 6pm and the show starts at 7pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Twelve Twenty Four: A Holiday Rock Concert
A full scale holiday rock show, with a 3pm matinee and a 7:30pm evening performance. Milton Theatre, 110 Union Street, Milton, Delaware.
A Not-So-Silent Night featuring Mama’s Black Sheep, Regina Sayles and Colleen Clark
Regional favorites share a holiday lineup, with a 3pm matinee and a 7:30pm evening performance. Milton Theatre, 110 Union Street, Milton, Delaware.
Slay Belles: A Holiday Drag Show
A holiday drag show. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Sinatra’s Christmas with Tony Sands
Tony Sands sings the Sinatra holiday songbook. Doors open at 1pm and the matinee starts at 2pm. Milton Theatre, 110 Union Street, Milton, Delaware.
The Naughty List Live: Stand-Up Comedy
An evening of stand-up comedy. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Holiday Tea: Interactive Live Show
An interactive holiday tea party show. Doors open at 10:30am and the show starts at 11am. Milton Theatre, 110 Union Street, Milton, Delaware.
Milton’s Merry Melodies: A Hometown Holiday Cabaret
Local performers fill the stage for a hometown holiday cabaret, with matinee and evening performances on December 20 and 21. Milton Theatre, 110 Union Street, Milton, Delaware.
Bearly Dead: A Grateful Dead Tribute Band
A Grateful Dead tribute band. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
It’s a Wonderful Life (1946): Film Screening
The Frank Capra classic on the big screen, with a 2pm matinee and a 7pm evening screening. Milton Theatre, 110 Union Street, Milton, Delaware.
The Boy Band Project: Holiday Edition
Boy band hits with a holiday twist. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
The Gambler Returns: Ultimate Kenny Rogers Tribute
A tribute to Kenny Rogers. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Festive Frenzy: The Devil’s Brigade Holiday Spectacular
Celtic and folk rock holiday show from the group formerly known as The American Rogues. Doors open at 6:30pm and the show starts at 7:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
Dueling Pianos with Flying Ivories: New Year’s Eve Party
Ring in the new year with a request driven dueling pianos show. Doors open at 8:30pm and the show starts at 9:30pm. Milton Theatre, 110 Union Street, Milton, Delaware.
January 2027
Experience Janis: Janis Joplin Tribute
CC Coletti and her band bring Janis Joplin back to the stage with the big hits and the deeper album cuts, set against a psychedelic backdrop and vintage gear. Doors open at 6:30pm, show at 7:30pm. Tickets run about $31 to $39.
ELO Tribute: Atomic Light Orchestra
Six musicians cover the Electric Light Orchestra and Traveling Wilburys catalog, the radio hits along with the album tracks, for an evening built for dancing and singing along. Doors open at 6:30pm, show at 7:30pm. Tickets run about $32 to $41.
The 1970's Midnight Rock Show
A 70s rock concert experience at the Milton Theatre, running through the FM rock radio hits of the decade. Doors at 6:30pm.
February 2027
Scott Keo, a Michael Buble Tribute
Big band crooner tribute concert. Smyrna Opera House, Smyrna, Delaware.
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