Delmarva Beach Guide

October 2026 Events Calendar

Concerts, festivals, markets and things to do across the Delmarva beaches.

Rehoboth Beach, Delaware
Annual Rehoboth Beach-Dewey Beach Chamber fall sale weekend with deals and finds throughout the resort area.
Ocean City, Maryland
Two-day beachfront country music festival at the Ocean City Inlet.
Lewes, Delaware
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.
Lewes, Delaware
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
Rehoboth Beach, Delaware
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
Ocean City, Maryland
Fall classic car event in Ocean City with cruising, displays, vendors, and entertainment.
Lewes, Delaware
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
Ocean Pines, Maryland
A fall harvest market with seasonal goods, apple cider, live music, and festive marketplace activities.
Lewes, Delaware
Lewes250 maritime history event focused on Lewistown and the American War of Independence at sea. Details are expected to be updated by the organizer.
Rehoboth Beach, Delaware
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
Rehoboth Beach, Delaware
Independent straight-ahead jazz festival with live shows in downtown Rehoboth Beach and nearby coastal venues.
Rehoboth Beach, Delaware
37th annual Rehoboth Beach Jazz Festival with ticketed shows at the Convention Center and other Cape Region venues.
Lewes, Delaware
Monthly Historic Lewes Shanty Night at the Sussex Tavern with sea songs and community singing. Admission is free; drinks are not included.
Lewes, Delaware
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
Lewes, Delaware
Historic Lewes and Lewes250 harvest festival program on the Historic Lewes Town Campus. Details are expected to be updated by the organizer.
Rehoboth Beach, Delaware
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
Ocean City, Maryland
Four-day outdoor festival with arts and crafts vendors, food, beach activities, and free live entertainment at the south end of the Boardwalk.
Rehoboth Beach, Delaware
Three-day Halloween season festival with parade activities, dog parade, music, games, and family events around Rehoboth Beach.
Dewey Beach, Delaware
Two-day Halloween weekend event listed for Friday, October 23 and Saturday, October 24. The source lists dates but no specific public start time.
Ocean City, Maryland
Ocean City Recreation and Parks beach bonfire event at 130th Street Beach.
Dewey Beach, Delaware
Dewey Beach trick-or-treating event listed by the Dewey Business Partnership.
Lewes, Delaware
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
Rehoboth Beach, Delaware
Costumed Sea Witch parade with floats, bands, balloons, special vehicles, and characters along Rehoboth Avenue.
Rehoboth Beach, Delaware
Sea Witch weekend 5K beginning at Grove Park and looping around the north side of town.
Rehoboth Beach, Delaware
Seasonal Tuesday market at Grove Park with fresh food, local produce, flowers, handmade goods, and other local vendors.
Lewes, Delaware
Producer-only Historic Lewes Farmers Market with local growers, food producers, and makers. Check the market site for vendor maps and weather updates.
Ocean Pines, Maryland
A Halloween-themed farmers and artisans market; costumes are encouraged.