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The SOMD Wreath Rally Car & Bike Show takes place Sept. 5, 2026, at Greene Turtle in California, Md., supporting Cheltenham Veterans Cemetery. The lot opens at 7 a.m., with the show running from 8 a.m. to noon. Registration is $20 for cars and $10 for bikes. The event features Top 30 Best in Show […]
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The biggest Labor Day BBQ on the Eastern Shore features local breweries, great food, cornhole, live music, a kids area, and a car show. All proceeds benefit Operation Enduring Warrior, which supports wounded military and law enforcement veterans through physical, mental, and emotional rehabilitation. |
5 events,
A&D Woodcrafts hosts Coffee & Cars 2026, a recurring car show held every two weeks on Sundays from 10 a.m. to 2 p.m. at Town Sunflower Market, 22675 Washington St., Leonardtown, Md. Scheduled dates include May 17, May 31, June 14, June 28, July 12, July 26, August 9, August 23, September 6, September 20, […] 
Every Sunday morning, Cars & Coffee welcomes all cars at Dunkin Donuts on Nanticoke Rd in Salisbury. The event starts at 8:30 AM and ends at 11:00 AM. 
Weekly social for car enthusiasts to get together for fellowship over the appreciation of the automobile. All makes and models welcome. Please respect the property and guests and not engage in revving, burnouts or other obnoxious behavior. Every Sunday morning 9-11am - 94th street bayside, Ocean City, MD 
Coffee & Cars returns to Town Market in Leonardtown, Md., on July 26, 2026, as part of a recurring series held every two weeks on Sundays through October. The event features a display of vehicles open to the public. Activities include a 50/50 raffle, door prizes, cornhole and live music. Vendor spaces measuring 10-by-10 feet […]
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Rock Hall American Legion Post 228 hosts its 8th Annual Car Show on Sunday, September 6 from 10 a.m. to 2 p.m. at 21423 E Sharp St, Rock Hall, MD 21661. Registration is $10. The show features fun classes, awards and trophies. Proceeds support veterans. A 50/50 raffle and cash bar will be available. For […] |
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Colonial Rodder's 2026 Cruise-In will take place on the second Saturday of the month from 5:00 PM to 8:00 PM at 9420 Ocean Gateway. The event will feature a 50/50 drawing and door prizes. All cars and spectators are welcome. Proceeds will go to local charities. |
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East Coast Drifters presents the Fall Classic Car Show on Sunday, Sept. 13, 2026, from 8:00 AM to 3:00 PM at the Mechanicsville Moose Lodge in Mechanicsville, Maryland. The rain date is Sept. 27.Cars, trucks, and motorcycles of all years are welcome. Awards will be presented for Top 70, 25 Late Model, Best of Show, […]
Every Sunday morning, Cars & Coffee welcomes all cars at Dunkin Donuts on Nanticoke Rd in Salisbury. The event starts at 8:30 AM and ends at 11:00 AM.
Weekly social for car enthusiasts to get together for fellowship over the appreciation of the automobile. All makes and models welcome. Please respect the property and guests and not engage in revving, burnouts or other obnoxious behavior. Every Sunday morning 9-11am - 94th street bayside, Ocean City, MD |
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Benedictine's Chrome City Fundraiser Car & Motorcycle Show is scheduled for Saturday, Sept. 19, 2026, at Benedictine's campus in Ridgely, Maryland. The event benefits children and adults living with intellectual and developmental disabilities and autism.Custom cars, classic cars, hot rods, vintage cars, and motorcycles are invited to participate. Registered vehicles will roll down the mile-long […]
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The Pax River Naval Air Museum hosts its 10th Annual Wheels & Wings Car Show on Saturday, Sept. 19, 2026, from 10 a.m. to 3 p.m. Registration is now open. For more information, visit https://www.paxmuseum.com/wheels-and-wings.
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Eastern Shore Street Machines will host its 1st Annual Car Show on Saturday, Sept. 19, from 11 a.m. to 3 p.m. at Cult Classic Brewing Company in Stevensville, Md. All proceeds benefit Amy's Army.Cars, trucks, and motorcycles of all makes and models are welcome. The event will feature vendor booths, trophies, raffles including a 50/50 […] |
4 events,
A&D Woodcrafts hosts Coffee & Cars 2026, a recurring car show held every two weeks on Sundays from 10 a.m. to 2 p.m. at Town Sunflower Market, 22675 Washington St., Leonardtown, Md. Scheduled dates include May 17, May 31, June 14, June 28, July 12, July 26, August 9, August 23, September 6, September 20, […]
Every Sunday morning, Cars & Coffee welcomes all cars at Dunkin Donuts on Nanticoke Rd in Salisbury. The event starts at 8:30 AM and ends at 11:00 AM.
Weekly social for car enthusiasts to get together for fellowship over the appreciation of the automobile. All makes and models welcome. Please respect the property and guests and not engage in revving, burnouts or other obnoxious behavior. Every Sunday morning 9-11am - 94th street bayside, Ocean City, MD
Coffee & Cars returns to Town Market in Leonardtown, Md., on July 26, 2026, as part of a recurring series held every two weeks on Sundays through October. The event features a display of vehicles open to the public. Activities include a 50/50 raffle, door prizes, cornhole and live music. Vendor spaces measuring 10-by-10 feet […] |
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Cambridge Moose Lodge 1211 hosts a bike and car show on Saturday, September 26, 2026, at 5446 Moose Lodge Road in Cambridge, Maryland. Registration opens at 10:00 AM, the show begins at 12:00 PM, and trophies are presented at 3:00 PM. The $20 registration fee applies to all cars and motorcycles. Admission is free for […] |
3 events,
Every Sunday morning, Cars & Coffee welcomes all cars at Dunkin Donuts on Nanticoke Rd in Salisbury. The event starts at 8:30 AM and ends at 11:00 AM.
Weekly social for car enthusiasts to get together for fellowship over the appreciation of the automobile. All makes and models welcome. Please respect the property and guests and not engage in revving, burnouts or other obnoxious behavior. Every Sunday morning 9-11am - 94th street bayside, Ocean City, MD 
The ESSM Beers & Gears Monthly Car Cruise will be held on March 29, 2026, in Chester, Maryland. This recurring event welcomes all makes and models, including hot rods, muscle cars, classics, trucks, imports, bikes, and daily drivers. The cruise is family-friendly, with no trophies or judging. It takes place on the last Sunday of […] |
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The Easton Volunteer Fire Department hosts Hot Rods and Hose on October 3 from 9 a.m. to 2 p.m. at 315 Leonard Rieck Drive in Easton, Maryland. Pre-registration is $20 through September 1, then $25 from September 2 through October 3. Food will be available for purchase from EFVD. All proceeds support the Easton Volunteer […]
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The 20th Annual Cruizers for Christ Car Show takes place Saturday, October 3, 2026, from 9 a.m. to 1 p.m. at 11716 Sheppards Crossing Road in Whaleyville. Registration begins at 9 a.m. with a $15 entry fee.
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Colonial Rodders All Cars and Truck Show, powered by Preston Powersports, with a special tribute to muscle cars '64 to '72. Registration for outside cars begins at 8 a.m. $20 per car includes one pass and a dash plaque for the first 100 pre-registered cars. Pre-registration ends September 18, 2026. Outside cars may apply up […] |
4 events,
A&D Woodcrafts hosts Coffee & Cars 2026, a recurring car show held every two weeks on Sundays from 10 a.m. to 2 p.m. at Town Sunflower Market, 22675 Washington St., Leonardtown, Md. Scheduled dates include May 17, May 31, June 14, June 28, July 12, July 26, August 9, August 23, September 6, September 20, […]
Every Sunday morning, Cars & Coffee welcomes all cars at Dunkin Donuts on Nanticoke Rd in Salisbury. The event starts at 8:30 AM and ends at 11:00 AM.
Weekly social for car enthusiasts to get together for fellowship over the appreciation of the automobile. All makes and models welcome. Please respect the property and guests and not engage in revving, burnouts or other obnoxious behavior. Every Sunday morning 9-11am - 94th street bayside, Ocean City, MD
Coffee & Cars returns to Town Market in Leonardtown, Md., on July 26, 2026, as part of a recurring series held every two weeks on Sundays through October. The event features a display of vehicles open to the public. Activities include a 50/50 raffle, door prizes, cornhole and live music. Vendor spaces measuring 10-by-10 feet […] |
