As the summer crowds disperse and the air turns crisp, the Delaware and Maryland coast transforms into a hub of autumn excitement. From beer festivals to music extravaganzas, car shows to maritime celebrations, there’s something for everyone this fall. Mark your calendars for these can’t-miss events that showcase the best of coastal Delmarva in autumn.
Lewes Oktoberfest (September 21)
Location: Lewes Town Hall
Kick off the fall season with a taste of Bavaria right in the heart of Lewes. The Lewes Oktoberfest brings German traditions to the First Town in the First State.
- Enjoy live traditional German music and folk dances
- Savor authentic German cuisine, including bratwurst and pretzels
- Sample a variety of German and local craft beers
- Participate in fun Oktoberfest games and contests
Pro tip: Don’t forget to don your lederhosen or dirndl for the full experience!
OCtoberfest Shore Craft Beer Festival (September 21)
Location: Bayside Park
The OCtoberfest Shore Craft Beer Festival is a celebration of the rich brewing traditions of the Eastern Shore, showcasing the best craft beverages the region has to offer.
- Sample a diverse array of craft beers from breweries across Maryland, Delaware, and Virginia
- Meet local brewers and learn about their unique brewing processes and ingredients
- Taste Ocean City’s own Hoop Tea, a local favorite born right in OC
- Explore a variety of craft beverages, including hard seltzers, ciders, and meads
- Enjoy live music and entertainment throughout the event
- Savor delicious food pairings from local vendors that complement the craft beverages
This festival is more than just a tasting event – it’s a journey through the Eastern Shore’s craft beverage scene. Whether you’re a beer aficionado or just beginning to explore craft beverages, you’ll find something to excite your palate.
Pro tip: Bring a refillable water bottle to stay hydrated between tastings, and consider designating a driver or using local transportation options to ensure a safe and enjoyable experience.
Oceans Calling Festival (September 27-29)
Location: Ocean City Inlet
Music lovers, rejoice! The Oceans Calling Festival brings a star-studded lineup to the beautiful backdrop of the Ocean City beach.
A Wave of Music: Experience a three-day festival in partnership with musicians O.A.R., featuring over 30 performances on 3 stages, all on the classic Ocean City Boardwalk.
A Culinary Celebration: Indulge in delicious East Coast bites from local food vendors and Boardwalk businesses.
A Jolly Time: Jolly Roger At The Pier is located within the festival grounds! Explore the Ocean City tradition featuring amusement park rides, games, and more between stages.
- Enjoy performances from national headliners and talented local acts.
- Explore food and art vendors showcasing local flavors and creativity.
- Take in breathtaking views of the Atlantic Ocean while enjoying world-class music.
Pro tip: Remember to check the festival’s website for the full lineup and schedule.
Country Calling Festival (October 4-5)
Location: Ocean City Inlet
Country music takes center stage at the Country Calling Festival, offering two days of boot-stomping fun for the whole family.
- Listen to a diverse lineup of country music artists, from rising stars to established acts
- Enjoy camping options for the full festival experience
- Savor delicious offerings from food vendors
- Participate in family-friendly activities and games
Pro tip: Bring your cowboy boots and get ready to dance!
Boast the Coast (October 5)
Location: University of Delaware’s Lewes Campus
Celebrate Lewes’ rich maritime heritage at the annual Boast the Coast festival.
- Take guided boat tours of the harbor and nearby waters
- Watch fascinating maritime demonstrations
- Explore a street fair featuring local artisans and craftspeople
- Learn about Lewes’ nautical history through interactive exhibits
- Fall sidewalk sales
- Free face painting, pirate clown, musical entertainment
- Free Canal boat rides by Freedom Boat Club
- Free tours at Cannonball House, Life-Saving Station, Overfalls Lightship
- Cape Artists Gallery sidewalk/tent sale
- Peninsula Gallery opening
- Coastal Concerts’ Cello Quarter performance
- Zwaanendael Museum’s walking tour
Pro tip: Don’t miss the chance to see Lewes from the water during one of the boat tours!
Crafts and Crafts Festival (October 5-6)
Location: Lewes Historical Society
Immerse yourself in local art and history at the Crafts and Crafts Festival.
- Browse unique handmade items from talented local artisans
- Watch live craft demonstrations
- Enjoy live music and entertainment
- Learn about Lewes’ rich history through special exhibits
- Beer, wine, and mead tasting
This is a perfect opportunity to start your holiday shopping with one-of-a-kind gifts.
Endless Summer Cruisin’ (October 10-13)
Location: Inlet Parking Lot & Convention Center, Ocean City
Car enthusiasts won’t want to miss Endless Summer Cruisin’, a four-day celebration of all things automotive.
- Marvel at over 2,000 hot rods, custom cars, classics, and more
- Enjoy live entertainment and music
- Watch exciting boardwalk parades featuring the coolest cars
- Participate in car shows and competitions
Pro tip: Bring your camera to capture all the gleaming chrome and custom paint jobs!
As you plan your autumn adventures on the Delmarva coast, these events offer a perfect blend of culture, cuisine, music, and seasonal fun. Whether you’re a local or a visitor, these festivities showcase the best of what our coastal communities have to offer in the fall. Don’t miss out on the autumn excitement – we’ll see you at the celebrations!