Here are some fun events happening this fall in Southern Delaware, choose a few or do them all! Check our events calendar regularly for updated event information and share your favorite Southern Delaware fall activities with us on social media by tagging us!
History is in reach of our Beaches! Check out our Fall for our History page here
Life is more inspired here! Check out our Arts Around our Towns page here
Fall Fun
Rehoboth Scarecrow Trail and Show, Rehoboth Beach•Through October 31st
45th Annual Rehoboth Beach Fall Sidewalk Sale, Rehoboth Beach•Oct 1st
Lewes Fall Craft Fair, Lewes•Oct 2nd
Historic Coastal Towns 4th Annual Cottage Tour, Bethany Beach•Oct 9th
Dewey Goes Pink, Dewey Beach•Oct 9th
OktoBIRDfest x Dogfish Head, Lewes•Oct 13th
Bark on the Boards, Rehoboth Beach•Oct 16th
Revival House: Return of the Horror Trailer Challenge •Oct 17th
Milford Halloween Parade, Milford•Oct 20th
Canalside Inn Howl-ween, Rehoboth Beach•Oct 31st
Dewey Beach Trick or Treating and Haunted Bonfire, Dewey Beach•Oct 29th
Boos and Brews, Lewes•Oct 29th
Milton Wicked Weekend, Milton•Oct 30th
Wags, Witches, and Warlocks, Bethany Beach•Oct 30th
Fall Alpaca Farm Tours, Frankford•Every Saturday and Sunday in October
Fall Flavors
Rehoboth Beach Garlic Fest •Oct 23rd
Tacomania•Oct 13th
Fall Fests
The Big Draw Festival, Milford•Oct 2nd
Boast the Coast, Lewes•Oct 2nd
Wings and Wheels Festival, Georgetown•Oct 2nd
Greyhounds Reach the Beach, Rehoboth Beach•Oct 6th
29th Annual Apple-Scrapple Festival, Bridgeville•Oct 8th
Milton Zombie Fest •Oct 16th
31st Annual Sea Witch® Festival, Rehoboth Beach•Oct 29th
Coastal Delaware Running Festival •Nov 12th
Fall for our Arts
9th Annual True Blue Jazz Fest •Oct 13th
Rehoboth Beach Jazz Festival, Rehoboth Beach•Oct 14th
THE ROCKY HORROR SHOW, Rehoboth Beach•Through October 31st
Autumn Art Show, Seaford•Through October 30th
Creative Market West Rehoboth, Rehoboth Beach•Monday's through October
Fall Fun Anytime!
Admire the Fall Foliage
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Trap Pond State Park is surrounded by vivid fall colors. Kayak the pond and its streams through the Bald Cypresses or walk and bike the trails on land.
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The Nanticoke Heritage Byway takes you through the beautiful rural landscapes of western Sussex County, including farm land, riverfronts, quaint towns, and more.
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Take the drive down Coastal Highway and enjoy the cool fall air as it breezes off the ocean. Stop in at any of our coastal towns for dining, shopping, and strolling. If you stop by Rehoboth Beach, check out their Scarecrow Contest and vote for your favorite!
Fall for Foodies
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T.S. Smith & Sons in Bridgeville has all your fall favorites with apple picking, jams, honey and more.
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Parson’s Farm offers a variety of seasonal u-picks including strawberries, blueberries, peaches, apples and pumpkins.
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Historic Lewes Fall Farmer’s Market runs from October 2–November 20 and features a wide variety of locally grown fall favorites, which you can browse in their open air market.
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