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Fall Guide to Maryland’s Eastern Shore

Discover the best fall event and activity on Maryland's Shore!

Concours d’Elegance

The Concours d’Elegance at the Kent Island Yacht Club showcases some of the world’s finest automobiles along Maryland’s scenic Eastern Shore.

 

Easton Fall Kick Off

Downtown Easton will be filled with autumnal decorations, free live music, live pumpkin carvings, and carriage rides during a two-day Fall celebration!

Rock Hall Fall Fest

Fall Fest in Rock Hall celebrates its waterman heritage with live music, local oysters, free kids’ activities, 40 craft vendors, and regional food favorites.

Taste of Cambridge

Experience the best of Eastern Shore cuisine at Taste of Cambridge! This annual street festival brings visitors to Downtown Cambridge for a cook-off, live music, local vendors, a kids zone, and more!

Easton Beer Festival

Maryland’s largest craft beer festival in Easton, MD with 40+ breweries, wineries, and distilleries pouring 120+ drinks. Enjoy live music, food, vendors, raffles, and games!

Halloween Happening

Dress up in your favorite Halloween costume for a candy trail, family costume contest, games, and fun at the Salisbury Zoo.

Berlin Oktoberfest

Experience an authentic Oktoberfest in Berlin, MD with The Edelweiss Band, family fun, and a variety of food including brats, pretzels, and sweets.

SunFest

Ocean City’s SunFest is a major regional outdoor festival, drawing tens of thousands each year for four days of arts, crafts, music, and food.

OysterFest

This annual St. Michaels festival offers diverse food and drinks, with oysters as the main attraction. Live music, an oyster stew competition, an oyster slurp-off, themed demos, retriever shows, & more.

Denton Fall Fest

This family-friendly event offers delicious food from local trucks, unique goods from vendors, and the best of the Denton Mainstreet Farmer’s Market.

Waterfowl Festival

A three-day event in Easton celebrating Maryland’s Eastern Shore with wildlife art, antique decoys, waterfowl contests, retriever demos, seafood, live music, and kids’ activities.

Sea Glass Festival

The Holiday Edition of the Eastern Shore Sea Glass and Coastal Arts Festival at the Chesapeake Bay Maritime Museum in St. Michaels features artisans with coastal and sea glass jewelry, décor, & art.

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