
08/07/2025
☀️GET READY FOR THE WEEKEND! ☀️ Here's your roundup of weekend fun in Dorchester County Aug. 7-10!
✔️ Cambridge Farmers Market Thurs 3-6p, Long Wharf.
✔️ Caroline-Dorchester County Fair Thurs–Sat with animal shows, mechanical bull, gaming trailer, fun contests, more. Plus music by Jones Boys Thurs 7p; Reagan Years Fri 7p; Jimmy Charles with Reagan Kent Sat 7p. At 4-H Park, Denton.
✔️ Cambridge Ghost Walk Thurs 8p. chesapeakeghosts.com
✔️ Portside Seafood Restaurant has Sam Pugh, Thurs 5pm
✔️ Choptank Riverboats has cruises Thurs-Sun. tinyurl.com/338a888b
✔️ Blue Point Provision Co. has deck party Thurs 5-7p with music, specials
✔️ 2-Hour Sunset Cruise at Hyatt Chesapeake Fri & Sat 6:15p. Open to all. bit.ly/453U1CF
✔️ Overflow Cafe has Praise N Worship Open Mic Night Fri 6:30p
✔️ The Neck District Grill has Trivia Night Fri, 6:45p. $10pp; $200 winner takes all prize
✔️ 2nd Saturday Book Sale, 9a-1p at Cambridge Library
✔️ Wags, Wings & Wheels Sat 10a-4p with Naval Academy Parachute team, aircraft display, car show, bi-plane rides, more. Free; $5 to park. At Cambridge Dorchester Airport
✔️ Richardson Maritime Museum has volunteer and learning opportunity with Skipjack Peregrine restoration Sat 10a-2p. Call or text 860-921-2754
✔️ Skipjack Nathan of Dorchester has regular sail Sat 10a-12p, plus Sunset Sail Sat 6-8p. skipjack-nathan.org
✔️ Community Party at new Shine Your Light mural Sat 11a-5p with music, vendors, 118 Cedar St., Cambridge
✔️ Pine Street Second Saturday 12-4p, 600 block of Pine Street, Cambridge
✔️ Old Salty’s Restaurant has Uncle Ward Sat 1-4pm; Off the Hook Sat 6-10pm
✔️ 2nd Saturday on Main in Downtown Cambridge. Streets close 3p. Music by Chris Honeman. Outdoor dining, shopping, gallery walks.
✔️ Main Street Gallery features Jose Ramirez with 2nd Saturday reception Sat 5-8p - Jose paint live in front of gallery
✔️ Dorchester Center for the Arts features work of Laura Era with Artist Reception Sat 5-7p with music, live art demo, pop-up chalk drawing, refreshments
✔️ Blue Ruin has Rockaholics on Sat
✔️ Vintage Family Farms has Build-Your-Own-Flower-Bouquet field open Thurs & Friday 5-8p; Sat 10a-6p; Sun 10a-2p
✔️ Emily's Produce has wildflower picking
✔️ Chesapeake Bay Lighthouse Tour Sun with Cape. Phil Gootee. Call or text 443-521-0817
✔️ Layton's Chance Vineyard & Winery has music with Marianne Styles Sun 1-4p
✔️ Shorelife Home and Gifts has 25% off everything
✔️ Bay Country Shop has 50% off summer clothing
✔️ Robin Hood Shop has 2nd Saturday sale
✔️ The Market at Church Creek open Thurs-Sun with Dubai chocolate & more
✔️ 3ten Art Gallery has shows by Lori Dever & Sherry Christopher
✔️ Laughing Lotus: Art & Goods showcases 30+ artists
✔️ Harriet: A Taste of Freedom Art Exhibit, Thurs-Sat 12-3p. Harriet Tubman Freedom Center, Cambridge
✔️ Choptank River Lighthouse open daily for self-guided tours, 9:30a-5p
✔️ Learn about the area’s rich history at the Dorchester County Historical Society. Open Mon-Sat 10a-4p
✔️ Learn stories of 3 cultures during self-guided tour at Handsell Historic Site near Vienna. restorehandsell.org
✔️ Join a guided walk about the Underground Railroad with Harriet Tubman Museum. harriettubmanmuseumcenter.org
📌 Want to add your event to a future Weekend Roundup? Submit it at visitdorchester.org/submit-event