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Sunday
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1 event,
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, […] |
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1 event,
Bohemia Manor Farm hosts Wine & Wheels Wednesdays every Wednesday from June through August, offering a waterfront evening of classic cars, live steel drum music and Caribbean-inspired food specials by Chef Ron. Half-price glasses of wine are available throughout the event. Guests are welcome to relax on the patio or lawn overlooking the water. All […] |
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1 event,
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The 13th ELI's RIDE FOR A CURE will take place on August 1, 2026, in Chadds Ford, Pennsylvania. The event features a motorcycle ride to support the Eli Seth Matthews Leukemia Foundation. Registration begins at 8 AM, with a fee of $20 for riders and $10 for passengers. Kickstands will go up at 10:00 AM […] |
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
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The Chesapeake Car Club of Easton hosts a Cars and Coffee gathering at the Easton VFW, 355 Glebe Road, Easton, Md. All vehicles are welcome, and spectators may attend at no charge.Fresh hot coffee and occasional donuts are available for a small donation to the VFW. The venue offers ample paved parking. |
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1 event,
Bohemia Manor Farm hosts Wine & Wheels Wednesdays every Wednesday from June through August, offering a waterfront evening of classic cars, live steel drum music and Caribbean-inspired food specials by Chef Ron. Half-price glasses of wine are available throughout the event. Guests are welcome to relax on the patio or lawn overlooking the water. All […] |
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1 event,
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. |
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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1 event,
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0 events,
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1 event,
Bohemia Manor Farm hosts Wine & Wheels Wednesdays every Wednesday from June through August, offering a waterfront evening of classic cars, live steel drum music and Caribbean-inspired food specials by Chef Ron. Half-price glasses of wine are available throughout the event. Guests are welcome to relax on the patio or lawn overlooking the water. All […] |
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0 events,
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1 event,
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Elkton High School will host a car show fundraiser for the Class of 2028 on Saturday, Aug. 15, from 11 a.m. to 2 p.m. at 110 James Street in Elkton. Registration is $20 per car. The event will feature food trucks, awards, prizes and music. |
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
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The O.C. Cruzers present a free weekly car show at Somerset Plaza in downtown Ocean City every Sunday from 3 p.m. to 6 p.m. The event features classic cars and live music. Somerset Plaza is located on Somerset Street between Baltimore Avenue and the Boardwalk. Presented by the O.C. Cruzers, Ocean City Development Corporation, and […] |
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0 events,
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1 event,
Bohemia Manor Farm hosts Wine & Wheels Wednesdays every Wednesday from June through August, offering a waterfront evening of classic cars, live steel drum music and Caribbean-inspired food specials by Chef Ron. Half-price glasses of wine are available throughout the event. Guests are welcome to relax on the patio or lawn overlooking the water. All […] |
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2 events,
Maryland International Raceway hosts NOPI Maryland, a three-day motorsport event featuring drag racing, drifting, and a car show from August 21-23, 2026. The event includes the NDRA Championship Series Finals. Sponsors include Pro Torque Racing Equipment, Summit Racing Equipment, and The Rogue Garage. 
NOPI will host a multi-day automotive event at Maryland International Raceway from August 21 to 23, 2026. The event features the NDRA Championship Series Finals and includes drag racing, drifting, a car show, and vendors. It is open to all makes and models. The event is presented by Fleet Upfitters and Summit Racing and offers […] |
3 events,
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The Renegade Monster Trucks event is scheduled for August 22, 2026, in Pocomoke City, Maryland. The event features two show times, with activities running from 12:30 PM to 7:30 PM. Each show lasts between 1.5 and 2 hours and includes a series of competitions featuring 12,000-pound, 1,500-horsepower Renegade Monster Trucks. Discounted tickets are currently on […] |
7 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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Downtown Leonardtown hosts a Coffee & Cars event on August 23, 2026, from 10 a.m. to 2 p.m. at 22675 Washington Street, behind Marie & Nash. The event features door prizes, a 50/50 raffle, cornhole, music, and food. Vendor spaces are available by emailing [email protected]. Participants can bring their vehicles or stop by to view […] |
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1 event,
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0 events,
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1 event,
Bohemia Manor Farm hosts Wine & Wheels Wednesdays every Wednesday from June through August, offering a waterfront evening of classic cars, live steel drum music and Caribbean-inspired food specials by Chef Ron. Half-price glasses of wine are available throughout the event. Guests are welcome to relax on the patio or lawn overlooking the water. All […] |
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2 events,
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Rommel Harley-Davidson hosts Hot Rods & Harleys on Saturday, August 29 in Salisbury. The event runs from 11 a.m. to 2 p.m., with judging at 1:30 p.m. The show features classic cars, hot rods, custom trucks, and motorcycles. Participants can compete for prizes and bragging rights. Music, food, and drinks will be available. Registration is […] 
The Greensboro Car Show & Music Fest takes place August 29, 2026, at 13781 Greensboro Road in Greensboro, Maryland. Registration starts at noon, with the event beginning at 1 p.m. and trophies awarded at 4 p.m.Entry fees are $15 online or $20 day-of. More than 50 trophies will be awarded across multiple classes including Pre-1979 […] |
4 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 […] 
Eastern Shore Street Machines hosts its monthly Beers & Gears car cruise on the last Sunday of each month at Cult Classic Brewing Company in Stevensville, Md. The event takes place in the brewery's side parking lot on Kent Island. All makes and models are welcome, including hot rods, muscle cars, classics, trucks, imports, motorcycles, […] |
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2 events,
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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 […] |
