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.

128 upcoming events  ·  Sussex 63  ·  Kent 47  ·  New Castle 18  ·  Updated October 3, 2026

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October 2026

Art and Wellness Day: Yoga in the Galleries

Sep 19 to Oct 17  ·  Dover Kent County

Yoga among the collections at the Biggs Museum of American Art.

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Chicken Shack Saturday at Mason Dixon VFW

Saturday, October 3  ·  Delmar Sussex County

Barbecue chicken platters at VFW Post 7234, cooked and served by the post.

Decibel Wine Dinner at Bluecoast

Saturday, October 3  ·  Rehoboth Beach Sussex County

A multi course wine dinner at Bluecoast in Rehoboth Beach, paired through the evening.

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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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Dewey Goes Pink

Saturday, October 3  ·  Dewey Beach Sussex County

A 5K run and walk plus a one mile walk through Dewey Beach, benefiting the Delaware Breast Cancer Coalition. Last year's sold out edition drew more than five thousand people.

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Lisa Bradley: Beyond Luminosity

Sep 19 to Jan 17  ·  Wilmington New Castle County

Exhibition at the Delaware Art Museum.

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Micah Althea Briggs: Vis-a-Vis

Micah Althea Briggs: Vis-a-Vis

Sep 21 to Nov 20  ·  Dover Kent County

Solo exhibition on spirit, soil and soul by Delaware artist Micah Althea Briggs. Arts Center Gallery, Delaware State University, Dover, Delaware.

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Nature's Rest Stops: Gardens for Migrating Wildlife

Saturday, October 3  ·  Frankford Sussex County

A talk on designing a garden that feeds and shelters migrating birds and butterflies on their way through Delaware.

October Steamin' Day at Auburn Heights

Saturday, October 3  ·  Yorklyn New Castle County

Antique train rides, vintage automobile rides and a tour of the 1897 mansion, with the Marshall Steam Museum's collection under steam.

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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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The 25th Annual Putnam County Spelling Bee

Sep 16 to Oct 4  ·  Wilmington New Castle County

Musical comedy at Delaware Theatre Company.

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Timothy Barr: Patience

Sep 11 to Oct 10  ·  Greenville New Castle County

Exhibition at Somerville Manning Gallery.

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Trap Pond Fall Foliage Pontoon Tours

Sep 21 to Oct 31  ·  Laurel Sussex County

65-minute pontoon boat tours of Trap Pond with snacks and beverages. $15 adults, $10 children 12 and under, park entrance fee applies. Register at least 48 hours ahead. Peak foliage late October.

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Tree Giveaway at James Farm Ecological Preserve

Saturday, October 3  ·  Ocean View Sussex County

Free native tree giveaway hosted by the Delaware Center for the Inland Bays at the James Farm Ecological Preserve.

Victorian Paleontology

Victorian Paleontology

Saturday, October 3  ·  Dover Kent County

History talk on fossil hunting and dinosaur mania in the Victorian era. John Bell House, The Green, Dover, Delaware.

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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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Downtown Dover Farmers Market

Downtown Dover Farmers Market

Every Saturday, 8 am through Nov 7 (next: Sat Oct 3)  ·  Dover Kent County

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.

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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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Antiques Market at Parson Thorne Mansion

Antiques Market at Parson Thorne Mansion

Saturday, October 3 at 9 am  ·  Milford Kent County

Long running Delmarva antiques and vintage collectibles market on the mansion lawn. Admission $1 and it includes house tours. Parson Thorne Mansion, Milford, Delaware.

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Fall Craft Fair at American Legion Unit 17

Saturday, October 3 at 9 am  ·  Lewes Sussex County

More than forty local vendors with autumn crafts and gifts. Free admission and free parking.

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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St. George's Fall Vendor Market

Saturday, October 3 at 9:30 am  ·  Millville Sussex County

More than thirty five vendors at the Millville fire station, with free entry.

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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Fall Festival and Touch-A-Truck

Oct 2 to Oct 3  ·  Millsboro Sussex County

Two days of family fall fun at East Coast Garden Center, with fire trucks, towing rigs, farm equipment and landscaping machinery to climb on. Free admission, and free hotdogs on Saturday.

Genealogist in Residence at the Lewes History Museum

Saturday, October 3 at 10 am  ·  Lewes Sussex County

Members of the Sussex County Genealogical Society sit down with visitors to help trace family lines, with the archives' own family files open for the session.

Golden Days Fest at Lavender Fields

Oct 3 to Oct 4  ·  Milton Sussex County

Two days at the farm with vendors, pop-up Pilates, massage in the Bloom Room, yard games, a bonfire and the animals. Free admission.

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 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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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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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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Welcome Walks at Delaware Botanic Gardens

Oct 2 to Oct 3  ·  Dagsboro Sussex County

Free guided garden walks of about an hour, taking in the Piet Oudolf Meadow at its autumn peak. The walk is free and garden admission applies.

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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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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Southern Delaware Orchestra: Ritmos Latinos, Georgetown

Saturday, October 3 at 3 pm  ·  Georgetown Sussex County

Ravel's Bolero, Rodrigo's Concierto de Aranjuez with guitarist Celil Refik Kaya, Marquez's Danzon No. 2 and Rimsky-Korsakov's Capriccio espagnol, at Sussex Central High School. Adults thirty dollars, students, veterans and active military ten dollars.

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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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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Josh Meador: Totally Mental

Oct 2 to Oct 3  ·  Ocean View Sussex County

Mentalism and mind reading at the Dickens Parlour Theatre. Adults thirty eight dollars, children thirty dollars.

Beatlemania Again

Beatlemania Again

Saturday, October 3 at 7:30 pm  ·  Smyrna Kent County

Full costume Beatles tribute concert. Smyrna Opera House, Smyrna, Delaware.

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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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CROP Walk and Blessing of the Animals

Sunday, October 4  ·  Ocean View Sussex County

Community CROP Walk and Blessing of the Animals at Ocean View Presbyterian Church.

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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Blues and Brews Festival

Sunday, October 4 at 3 pm  ·  Lewes Sussex County

Live blues curated by Jake and BJ of Lower Case Blues on the Lewes ferry grounds, with craft breweries, food trucks and an artisan market.

Jazz in the Afternoon at Epworth

Sunday, October 4 at 3 pm  ·  Rehoboth Beach Sussex County

An afternoon of live jazz at Epworth United Methodist Church. Twenty dollars per adult, cash at the door, with proceeds to P.E.O.

Southern Delaware Orchestra: Ritmos Latinos, Lewes

Sunday, October 4 at 3 pm  ·  Lewes Sussex County

The second performance of the Ritmos Latinos program, at Cape Henlopen High School. Adults thirty dollars, students, veterans and active military ten dollars.

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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Booked for Lunch

Booked for Lunch

Monday, October 5 at 12:30 pm  ·  Dover Kent County

Bring your own lunch informal book chat. Free, no assigned reading. Kent County Public Library, Dover, Delaware.

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Abstract, Non-Objective, Fantasy and Surrealism Art Exhibition

Abstract, Non-Objective, Fantasy and Surrealism Art Exhibition

Oct 6 to Nov 6  ·  Smyrna Kent County

Free juried gallery show of abstract and surrealist work by regional artists. Smyrna Opera House, Smyrna, Delaware.

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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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Derek Piotr: Creating a Folk Music Archive

Derek Piotr: Creating a Folk Music Archive

Friday, October 9  ·  Dover Kent County

Talk by folklorist Derek Piotr on building a regional folk music archive. Kent County Public Library, Dover, Delaware.

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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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Dark Dover Lantern Tours

Dark Dover Lantern Tours

Friday, October 9 at 7 pm  ·  Dover Kent County

Costumed evening lantern tour of the Historic Green. Tickets $15, recommended for ages 14 and up. Tours at 7pm and 8:30pm. John Bell House Interpretive Center, The Green, Dover, Delaware.

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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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Bethany Beach Sidewalk Sale

Oct 10 to Oct 12  ·  Bethany Beach Sussex County

Three days of sidewalk sales at shops throughout downtown Bethany Beach.

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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Pond Fest 2026

Saturday, October 10  ·  Bear New Castle County

Eleven live acts, food trucks, a kids zone and a first responders block party at Lums Pond State Park, celebrating the 75th anniversary of Delaware State Parks. Standard park entrance fee applies.

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Van Halen Nation

Van Halen Nation

Saturday, October 10  ·  Smyrna Kent County

Van Halen tribute concert. Smyrna Opera House, Smyrna, Delaware.

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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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Revolutionary War Day at Historic Belmont Hall

Revolutionary War Day at Historic Belmont Hall

Saturday, October 10 at 10 am  ·  Smyrna Kent County

Living history day with reenactor encampments, a skirmish, period dancing, artisan demonstrations and food vendors. Historic Belmont Hall, Smyrna, Delaware.

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Sea Glass Suncatcher at Indian River Life Saving Station

Saturday, October 10 at 11 am  ·  Rehoboth Beach Sussex County

Make a suncatcher from beach glass at the life saving station, with materials provided.

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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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Revolutionary Reads: Treacherous Beauty

Revolutionary Reads: Treacherous Beauty

Tuesday, October 13  ·  Dover Kent County

Book discussion on Peggy Shippen and the Benedict Arnold conspiracy. Kent County Public Library, Dover, Delaware.

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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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Stories of the Green Walking Tour

Wednesday, October 14 at 2 pm  ·  Dover Kent County

A guided walk around the Dover Green with the stories of the people and the buildings that shaped the First State's capital.

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Dancing at the Dickinson

Dancing at the Dickinson

Wednesday, October 14 at 7 pm  ·  Dover Kent County

Free beginner English country dance class. No partner or experience needed. John Dickinson Plantation, Dover, Delaware.

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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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Absolute Adele with Jennifer Cella

Absolute Adele with Jennifer Cella

Saturday, October 17  ·  Smyrna Kent County

Adele tribute concert. Smyrna Opera House, Smyrna, Delaware.

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Southern Delaware Therapeutic Riding Barn Dance

Saturday, October 17  ·  Milton Sussex County

The annual barn dance supporting Southern Delaware Therapeutic Riding, with music, food and a chance to meet the horses.

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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Navy Week in Sussex County

Oct 19 to Oct 25  ·  Georgetown Sussex County

A week of United States Navy events across Sussex County, with displays, band performances and community visits.

Milford Halloween Parade

Wednesday, October 21 at 6:30 pm  ·  Milford Kent County

The annual Milford Halloween Parade steps off in downtown Milford.

Hedwig and the Angry Inch

Hedwig and the Angry Inch

Oct 22 to Nov 1  ·  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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Real Love, a Kenny Rogers and Dolly Parton Tribute

Real Love, a Kenny Rogers and Dolly Parton Tribute

Saturday, October 24  ·  Smyrna Kent County

Country duo tribute concert. Smyrna Opera House, Smyrna, Delaware.

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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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Coastal Concerts: Awadagin Pratt

Saturday, October 24 at 2 pm  ·  Lewes Sussex County

Pianist Awadagin Pratt opens the twenty eighth Coastal Concerts season at Bethel United Methodist Church in downtown Lewes.

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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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Dancing at the Dickinson

Dancing at the Dickinson

Wednesday, October 28 at 7 pm  ·  Dover Kent County

Free beginner English country dance class. No partner or experience needed. John Dickinson Plantation, Dover, Delaware.

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Goodies and Goblins

Goodies and Goblins

Thursday, October 29 at 6 pm  ·  Dover Kent County

Evening trick or treat walk through the historic village buildings. Admission $3. Delaware Agricultural Museum and Village, Dover, Delaware.

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Slippery When Wet NJ

Slippery When Wet NJ

Friday, October 30  ·  Smyrna Kent County

Bon Jovi tribute concert. Smyrna Opera House, Smyrna, Delaware.

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Studio 55+

Studio 55+

Friday, October 30 at 11 am  ·  Dover Kent County

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.

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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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Walk to End Alzheimer's, Wilmington

Saturday, October 31  ·  Wilmington New Castle County

The Wilmington Walk to End Alzheimer's, raising funds for care, support and research.

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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Trick or Treat on the Green and Woodburn

Trick or Treat on the Green and Woodburn

Saturday, October 31 at 5 pm  ·  Dover Kent County

Free Halloween evening on the Historic Green with costumed interpreters, plus treats at the Governor's Mansion. The Green and Woodburn, Dover, Delaware.

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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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Booked for Lunch

Booked for Lunch

Monday, November 2 at 12:30 pm  ·  Dover Kent County

Bring your own lunch informal book chat. Free, no assigned reading. Kent County Public Library, Dover, Delaware.

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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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Purple Piano, a One-Man Tribute to Prince

Purple Piano, a One-Man Tribute to Prince

Friday, November 6  ·  Smyrna Kent County

Solo piano tribute to Prince. Smyrna Opera House, Smyrna, Delaware.

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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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Dancing at the Dickinson

Dancing at the Dickinson

Wednesday, November 11 at 7 pm  ·  Dover Kent County

Free beginner English country dance class. No partner or experience needed. John Dickinson Plantation, Dover, Delaware.

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Friday the 13th Book Club: Vampires

Friday the 13th Book Club: Vampires

Friday, November 13  ·  Dover Kent County

Library hosted pub book club on vampire literature. McGlynn's Pub, Dover, Delaware.

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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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Michael Jackson Tribute Concert

Michael Jackson Tribute Concert

Friday, November 13 at 9 pm  ·  Dover Kent County

Ticketed tribute concert in the resort's main theater. Rollins Center, Bally's Dover, Dover, Delaware.

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Destination Soultown with The Sensational Soul Cruisers

Destination Soultown with The Sensational Soul Cruisers

Saturday, November 14  ·  Smyrna Kent County

Motown and classic soul revue concert. Smyrna Opera House, Smyrna, Delaware.

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Walk to End Alzheimer's, Southern Delaware

Saturday, November 14  ·  Rehoboth Beach Sussex County

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

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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Elf The Musical

Nov 19 to Dec 13  ·  Milton Sussex County

The Milton Theatre mainstage holiday production of ELF: The Musical, 23 shows. Buddy the Elf travels from the North Pole to New York City.

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Studio 55+

Studio 55+

Friday, November 20 at 11 am  ·  Dover Kent County

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.

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Dancing at the Dickinson

Dancing at the Dickinson

Wednesday, November 25 at 7 pm  ·  Dover Kent County

Free beginner English country dance class. No partner or experience needed. John Dickinson Plantation, Dover, Delaware.

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Scott Keo, a Michael Buble Tribute

Scott Keo, a Michael Buble Tribute

Saturday, November 28  ·  Smyrna Kent County

Big band crooner tribute concert. Smyrna Opera House, Smyrna, Delaware.

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