Dewey Beach Bonfire on the Beach

Celebrate Fall Festivals at the Delaware Beaches

As summer fades to fall, the spirit of celebration continues! Take in the cooler weather and salty air at these upcoming fall festivals at the Delaware beaches.
Ladybug Music Festival
Apple Scrapple Festival
Wings and Wheels
Dewey Beach Bonfires on the Beach
Sea Witch Ship
  • Dewey Beach End of Season Party, Dewey Beach (Sept. 16) :

    Join fellow Dewey Beach lovers on the beach for this annual celebration of all things Dewey! Bring your beach chairs, beach blankets and cash. Attendees can enjoy beer, wine, and even an orange crush bar. Roast marshmallows on the beach and soak in the last days of summer at this fun annual event!

  • Trap Pond Partners Beer, Wine & Spirits Festival (Sept. 23) :

    Sip beer, wine, and spirits amongst the Baldcypress trees at this 6th annual event! Enjoy samples from more than 20 local breweries, wineries, distilleries, and meaderies. Tickets are $35 in advance or $45 at the door. Event includes drinks, food, vendors, live music, and more. 

  • Ladybug Music Festival, Milford (Sept. 30) :

    Milford will be groovin' at Ladybug, a multi-genre music festival with a lineup that's made up of 100% female or female-identifying led bands. The Ladybug Festival continues to be the LARGEST celebration of women in music in the country. Enjoy food trucks, local merchant and artisan vendors, a pop-up bar, and more!

  • Fall Beaches Sidewalk Sale (Oct. 6-8) :

    Stroll the streets of Rehoboth Beach for unique finds, great deals, and shopping delights in the fall breeze and salty air. It is a weekend for deals and fabulous finds! Shopping in downtown Rehoboth Beach, Dewey Beach, and Route One has never offered more merchandise at discount prices.

  • Wings & Wheels Festival, Georgetown (Oct. 7) :

    Enjoy Delaware's premier family-friendly festival revolving around military history, featuring WWII-era aircraft, a huge classic car show, entertainment, food/craft vendors, Delaware National Guard military aircraft and much more. Returning this year will be the Army & National Guard with their C-130 Hercules transport aircraft and Black Hawk Helicopter! 

  • Rehoboth Beach Jazz Festival, Rehoboth Beach (Oct. 12-15) :

    The Rehoboth Beach Jazz Festival is the premier annual, 4-day fall music event held in multiple locations in lower Sussex County, DE. This year's lineup includes Gerald Albright, Marcus Anderson, Vincent Ingala, Rebbeca Jade, Jackiem Joyner, Grace Kelly, Matt Marshak, Keiko Matsui, Maysa, Marion Meadows, Steve Oliver, Brian Simpson, Gerald Veasley, and Peter White.

  • Apple-Scrapple Festival, Bridgeville (Oct. 13-14) :

    This celebration of two of Delaware’s favorite foods is a can't miss annual event! Attendees can enjoy games, a car show, craft shows, and delicious food vendors including: apple dumplings, scrapple sandwiches, oyster sandwiches, hamburgers and hotdogs, barbecue beef sandwiches, ice cream, and much more. Yum!

  • Dogfish Head Punkin Ale Fest (Oct. 14) :

    Oh my gourd, it's officially the season for all things Punkin Ale! Ready to celebrate with some exclusive libations, doggies, local vendors and more at the Dogfish Head Craft Brewery? Join in this free family-friendly event and enjoy local vendors and food trucks, Dogfish Head ales & spirits, live music and much more!

  • Schellville Fall Harvest Fest (Oct. 21) :

    The folks that brought you Schellville's holiday extravaganza are getting ready for a fun fall fest. Indulge in a delightful culinary journey featuring the finest food trucks with scrumptious treats, quench your thirst with refreshing drinks, and explore the incredible creations of local artisans. Family activities include pumpkin painting, face painting, balloon making, bounce houses and hayrides.

  • Sea Witch Halloween & Fiddler’s Festival, Rehoboth Beach (Oct. 27-29) :

    The streets along the seaside fill with hundreds of witches, monsters, zombies, and other characters at this family-friendly community event! Don't miss the Costume Parade and the Dog Costume Parade, and keep an eye out for magic shows, pony rides, Halloween-themed scavenger hunts, a Broom-Tossing Contest, and lots of musical performances on the Bandstand.

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