Picks ActiveBury 8 events

Eastern Shore Weekend Picks

Aug 14, 2026 – Aug 16, 2026 Curated by ActiveBury
A weekly roundup of the best things to do across Maryland's Eastern Shore — concerts, festivals, family events, food, and waterfront fun from Salisbury, Ocean City, Easton, Berlin, Cambridge, and beyond.
Sat, Aug 15 10:00 AM 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States 21663
New for 2026, CBMM’s Chesapeake Celebrations bring the Bay to life, inviting guests of all ages to discover our region’s vibrant history, environment, and culture through hands-on activities, engaging presentations, and on-the-water experiences with staff, volunteers, and community partners. Included with general admission, these campus-wide celebrations include Savor the Shore (Saturday, May 16), Play on the Bay (Saturday, June 27), Stories from the Shoreline (Saturday, July 18), and Love the Bay (Saturday, Aug. 15). Join us to experience our mission in action! During CBMM’s Love the Bay celebration on Saturday, Aug. 15, you’re invited to share your love for the Chesapeake through a day of hands-on environmental discovery with community partners dedicated to keeping our waters clean and…
Sat, Aug 15 11:00 AM Chincoteague Island Area 23336
Come join us for our ANNUAL Boat Poker Run on Saturday, August 15, 2026. The run will take place from 11:00 am to 2:00 pm. (Rain date is Sunday August 16, 2026). Tickets are $35 each and can be purchased at H&H Pharmacy on Chincoteague, Wallops Island Supply, or from many board members as of May 18, 2026. Tickets get you a poker hand, t-shirt (if purchased by 7/25), and a drink koozie. When purchasing a ticket please give your shirt size. There will be 6 stops, you can visit in any order, each will have a corresponding drink special.: 🎲 THE HARBOR’S END - ($5 MARGARITA) 🎲 CHINCOTIKI - (FIREBALL/PICKE SHOT) 🎲 DONS SEAFOOD - ($5 ORANGE CRUSH) 🎲 ROPEWALK - ($5 MERMAID 🎲 BLUE FIN MARINA - (EXTRA CARD PURCHASE) 🎲 THE PEARL - ($5 THE PEARL SPECIAL) 🎲 LITTLE BEACH - (ENDING STOP/RAFFLE ITEMS
Sat, Aug 15 12:00 PM 102 Glenwood Avenue, Easton, MD 21601 21601
Join us for the second annual Helen and Raes Crab Feast, hosted at the historic American Legion! Hot Crabs, great food and cold bear on tap!
Sat, Aug 15 2:00 PM 600 Block Pine Street, Cambridge, MD 21613 21613
Sat, Aug 15 6:00 PM Layton's Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869 21869
Sat, Aug 15 7:00 PM The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States 21601
Join Talbot250 for an evening of music, community, and celebration at the Avalon Summer Concert Series featuring U.S. Navy Band Sea Chanters. Stop by the Talbot250 table before the concert to learn more about upcoming America 250 events, share your Talbot County story, and participate in a special family-friendly activity. As we prepare to commemorate the nation's 250th anniversary, Talbot250 is partnering with community events throughout the county to celebrate the people, places, and stories that make Talbot County unique. The Avalon Summer Concert Series features outstanding performances throughout the summer. While Talbot250 will be participating on select dates, we encourage everyone to explore the full lineup and support this beloved community tradition. View the complete Avalon…
Sat, Aug 15 Cape Charles, VA 23310 23310
Sun, Aug 16 Wicomico County 21804