Rehoboth Beach, Delaware
Fall Sidewalk Sale
- Date and time
- Location
- Rehoboth Beach & Dewey Beach Resort Area
Annual Rehoboth Beach-Dewey Beach Chamber fall sale weekend with deals and finds throughout the resort area.
View event details
Delmarva events calendar
October 2026 events across the Delmarva coast
Discover concerts, festivals, farmers markets and family fun from Delaware's beach towns to Ocean City and Chincoteague.
29 upcoming events5 coastal communitiesCalendar refreshed hourly
Plan your month
Find your next beach-day highlight
Filter by beach town or jump to the moments that fit your trip. Event details can change, so confirm final times with the organizer before traveling.
Friday, October 2
Ocean City, Maryland
Country Calling Festival
- Date and time
- Location
- Ocean City Inlet Beach
Two-day beachfront country music festival at the Ocean City Inlet.
View event detailsLewes, Delaware
Historic Lewes First Friday Community Night
- Date and time
- Location
- Historic Lewes Town Campus
Monthly Historic Lewes community night with the Sussex Tavern, Lewistown Coffee-house, antique shop, live music, tours, and stories on the Historic Lewes Town Campus.
View event detailsSaturday, October 3
Lewes, Delaware
Historic Lewes Fall Farmers Market
- Date and time
- Location
- Lewes Elementary School Parking Lot
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
View event detailsTuesday, October 6
Rehoboth Beach, Delaware
Rehoboth Beach Farmers Market
- Date and time
- Location
- Grove Park
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
View event detailsThursday, October 8
Ocean City, Maryland
Endless Summer Cruisin'
- Date and time
Fall classic car event in Ocean City with cruising, displays, vendors, and entertainment.
View event detailsSaturday, October 10
Lewes, Delaware
Historic Lewes Fall Farmers Market
- Date and time
- Location
- Lewes Elementary School Parking Lot
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
View event detailsOcean Pines, Maryland
Scarecrow Shuffle
- Date and time
- Location
- White Horse Park Marketplace
A fall harvest market with seasonal goods, apple cider, live music, and festive marketplace activities.
View event detailsTuesday, October 13
Lewes, Delaware
Revolutionary Mariners
- Date and time
- Location
- Lewes Maritime Museum
Lewes250 maritime history event focused on Lewistown and the American War of Independence at sea. Details are expected to be updated by the organizer.
View event detailsRehoboth Beach, Delaware
Rehoboth Beach Farmers Market
- Date and time
- Location
- Grove Park
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
View event detailsWednesday, October 14
Rehoboth Beach, Delaware
True Blue Jazz Festival
- Date and time
- Location
- Downtown Rehoboth Beach
Independent straight-ahead jazz festival with live shows in downtown Rehoboth Beach and nearby coastal venues.
View event detailsThursday, October 15
Rehoboth Beach, Delaware
Rehoboth Beach Jazz Festival
- Date and time
- Location
- Rehoboth Beach Convention Center
37th annual Rehoboth Beach Jazz Festival with ticketed shows at the Convention Center and other Cape Region venues.
View event detailsFriday, October 16
Lewes, Delaware
Shanty Night with Historic Lewes
- Date and time
- Location
- Historic Lewes Town Campus
Monthly Historic Lewes Shanty Night at the Sussex Tavern with sea songs and community singing. Admission is free; drinks are not included.
View event detailsSaturday, October 17
Ocean City, Maryland
Making Strides Against Cancer 5K
- Date and time
- Location
- Boardwalk at 1st Street
American Cancer Society 5K on the Boardwalk at 1st Street.
View event detailsLewes, Delaware
Historic Lewes Fall Farmers Market
- Date and time
- Location
- Lewes Elementary School Parking Lot
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
View event detailsLewes, Delaware
Harvest Festival 1776 with Historic Lewes
- Date and time
- Location
- Historic Lewes Town Campus
Historic Lewes and Lewes250 harvest festival program on the Historic Lewes Town Campus. Details are expected to be updated by the organizer.
View event detailsSunday, October 18
Lewes, Delaware
Harvest Festival 1776 with Historic Lewes
- Date and time
- Location
- Historic Lewes Town Campus
Second day of the Historic Lewes and Lewes250 harvest festival program on the Historic Lewes Town Campus.
View event detailsTuesday, October 20
Rehoboth Beach, Delaware
Rehoboth Beach Farmers Market
- Date and time
- Location
- Grove Park
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
View event detailsThursday, October 22
Ocean City, Maryland
Sunfest
- Date and time
- Location
- Inlet Parking Lot
Four-day outdoor festival with arts and crafts vendors, food, beach activities, and free live entertainment at the south end of the Boardwalk.
View event detailsFriday, October 23
Rehoboth Beach, Delaware
Sea Witch Festival
- Date and time
- Location
- Bandstand, Beach & Boardwalk
Three-day Halloween season festival with parade activities, dog parade, music, games, and family events around Rehoboth Beach.
View event detailsDewey Beach, Delaware
Haunted Bonfire and Haunted Graveyard Spectacular
- Date and time
- Location
- Dickinson Avenue
Two-day Halloween weekend event listed for Friday, October 23 and Saturday, October 24. The source lists dates but no specific public start time.
View event detailsOcean City, Maryland
Bonfire on the Beach
- Date and time
- Location
- 130th Street Beach
Ocean City Recreation and Parks beach bonfire event at 130th Street Beach.
View event detailsDewey Beach, Delaware
Dewey Beach Trick or Treating
- Date and time
Dewey Beach trick-or-treating event listed by the Dewey Business Partnership.
View event detailsSaturday, October 24
Lewes, Delaware
Historic Lewes Fall Farmers Market
- Date and time
- Location
- Lewes Elementary School Parking Lot
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
View event detailsRehoboth Beach, Delaware
Sea Witch Parade
- Date and time
- Location
- Bandstand, Beach & Boardwalk
Costumed Sea Witch parade with floats, bands, balloons, special vehicles, and characters along Rehoboth Avenue.
View event detailsSunday, October 25
Rehoboth Beach, Delaware
Seawitch Fall Classic 5K
- Date and time
- Location
- Grove Park
Sea Witch weekend 5K beginning at Grove Park and looping around the north side of town.
View event detailsTuesday, October 27
Rehoboth Beach, Delaware
Rehoboth Beach Farmers Market
- Date and time
- Location
- Grove Park
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
View event detailsSaturday, October 31
Lewes, Delaware
Historic Lewes Fall Farmers Market
- Date and time
- Location
- Lewes Elementary School Parking Lot
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
View event detailsOcean Pines, Maryland
Halloween Market
- Date and time
- Location
- White Horse Park Marketplace
A Halloween-themed farmers and artisans market; costumes are encouraged.
View event detailsKeep exploring
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