Another Huge Fall Festival Weekend Upcoming at the Delaware and Maryland Beaches; Sunfest, Boast the Coast Day, Wings & Wheels and More

September 29, 2021

As if last month's festival calendar wasn't busy enough, we have several of the year's biggest and most popular events to tell you about this week as we say goodbye to September and hello to October.

Highlighted events this week are taking place in areas from Annapolis to Wilmington and Dover and, of course, right here at the beaches.

Our featured event for this first weekend of October is the four-day Sunfest in beautiful Ocean City, but we have 10 other popular events to tell you about as well.

So keep reading below and then make plans for being outside and enjoying the beautiful Delaware and Maryland beaches this weekend.

Whatever you end up doing, make it a fun and enjoyable weekend with those most important to you. Enjoy!

Ocean City Sunfest (September 30 - October 3)

Ocean City throws one of the biggest parties of the year over the next few days, as the multi-day Sunfest event returns with plenty of musical entertainment, kid’s activities, great food and much more.

This year’s headliners are The Fabulous Hubcaps and the Eli Young Band. Blues Traveler, originally scheduled for the prime time concert on Saturday, has unfortunately had to cancel due to the injury of a band member.

As always, the festival is free to attend, though tickets are required for headline acts.

Hours for this year’s event are Thursday through Saturday from 10 a.m. to 10 p.m., and Sunday from 10 a.m. to 6 p.m. Events are held at the Ocean City Inlet parking area, adjacent to the city’s world-famous boardwalk.

For more information, visit

Boast the Coast Festival (October 2)

This event in downtown Lewes is scheduled for Saturday, October 2 and is sponsored and organized by the Lewes Chamber of Commerce.

The 25th annual Boast the Coast festival on Saturday includes children's activities, free boat tours courtesy of Freedom Boat Club, entertainment in 1812 Park, seafood tastings, narrated tours of Lewes via the Cape Water Taxi and the complementary Lewes Merchants' Fall Sidewalk Sale downtown.

For more info on the Boast the Coast festival for 2021, visit the Lewes Chamber of Commerce online.

The University of Delaware's Coast Day festivities normally follow a day after Saturday's events, but is being held in a virtual only format for 2021.

Learn more about this year's scaled down Coast Day event by visiting

Wings & Wheels Festival (October 2)

One of the fall's most anticipated festivals is back after a one-year hiatus in 2020 and will once again feature hundreds of vintage cars and a wide selection of vintage aircraft at the Delaware Coastal Airport in Georgetown.

The car show is coordinated by the Historical Vintage Car Club of Delaware, with between 300 and 400 cars expected for the Saturday event.

The event is scheduled to run from 10 a.m. until 4 p.m., with other planned activities to include a World War II re-enactors camp, U.S. Naval Academy parachute jumps, a World War II Warbird Showcase, a food court and the always exciting flour bombing competition.

Off-site parking is available this year on Railroad Avenue, which can be accessed either via Market Street or King Street. Parking is $5 per car and shuttles will be running attendees to the airport beginning at 9 a.m.

There is no parking this year at Sussex Academy, as has been the case in past years.

For more information on this year’s Wings & Wheels Festival, visit

Click here for the rest of this weekend’s busy events calendar

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