August 23, 2026 @ 9:00 am - 11:00 am Cars & Coffee Ocean City Cars & Coffee Ocean City More Info Coffee Beanery Ocean City Ocean City, MD, United States SAVE EVENT
August 23, 2026 @ 10:00 am - 2:00 pm Coffee & Cars at Town Market Coffee & Cars at Town Market More Info Town Market Leonardtown, MD, United States SAVE EVENT
August 23, 2026 @ 10:00 am - 2:00 pm Downtown Leonardtown Coffee & Cars More Info Downtown Leonardtown Leonardtown, MD, United States SAVE EVENT
August 23, 2026 @ 10:00 am - August 24, 2026 @ 2:00 pm A&D Woodcrafts Coffee & Cars 2026 A&D Woodcrafts Coffee & Cars 2026 More Info Town Sunflower Market Leonardtown, MD, United States SAVE EVENT
August 26, 2026 @ 4:00 pm - 7:00 pm Wine & Wheels Wednesdays Wine & Wheels Wednesdays More Info Bohemia Manor Farm Chesapeake City, MD, United States SAVE EVENT
August 29, 2026 @ 11:00 am - 2:00 pm Rommel Harley-Davidson Hot Rods & Harleys More Info Rommel Harley-Davidson Salisbury, MD, United States SAVE EVENT
August 29, 2026 @ 1:00 pm Car Show & Music Fest in Greensboro More Info 13781 Greensboro Road Greensboro, MD, United States SAVE EVENT
August 30, 2026 @ 8:30 am - 11:00 am Cars & Coffee @ Dunkin Donuts Cars & Coffee @ Dunkin Donuts More Info Dunkin Donuts Salisbury, MD, United States SAVE EVENT
August 30, 2026 @ 9:00 am - 11:00 am Cars & Coffee Ocean City Cars & Coffee Ocean City More Info Coffee Beanery Ocean City Ocean City, MD, United States SAVE EVENT
August 30, 2026 @ 10:00 am ESSM- Beers & Gears Monthly Car Cruise!! ESSM- Beers & Gears Monthly Car Cruise!! More Info 1169 Shopping Center Rd Stevensville, MD, United States SAVE EVENT
August 30, 2026 @ 10:00 am - 1:00 pm Eastern Shore Street Machines Beers & Gears Monthly Car Cruise Eastern Shore Street Machines Beers & Gears Monthly Car Cruise More Info Cult Classic Brewing Company Stevensville, MD, United States SAVE EVENT
September 5, 2026 @ 8:00 am - 12:00 pm SOMD Wreath Rally Car & Bike Show More Info Greene Turtle California, MD, United States SAVE EVENT
September 5, 2026 @ 12:00 pm - 5:00 pm Piney Grove 2026 BBQ & Brews More Info Piney Grove Chestertown, MD, United States SAVE EVENT
September 6, 2026 @ 8:30 am - 11:00 am Cars & Coffee @ Dunkin Donuts Cars & Coffee @ Dunkin Donuts More Info Dunkin Donuts Salisbury, MD, United States SAVE EVENT
September 6, 2026 @ 9:00 am - 11:00 am Cars & Coffee Ocean City Cars & Coffee Ocean City More Info Coffee Beanery Ocean City Ocean City, MD, United States SAVE EVENT
September 6, 2026 @ 10:00 am - 2:00 pm Coffee & Cars at Town Market Coffee & Cars at Town Market More Info Town Market Leonardtown, MD, United States SAVE EVENT
September 6, 2026 @ 10:00 am - 2:00 pm Rock Hall American Legion Post 228 8th Annual Car Show More Info Rock Hall American Legion Post 228 Rock Hall, MD, United States SAVE EVENT
September 6, 2026 @ 10:00 am - September 7, 2026 @ 2:00 pm A&D Woodcrafts Coffee & Cars 2026 A&D Woodcrafts Coffee & Cars 2026 More Info Town Sunflower Market Leonardtown, MD, United States SAVE EVENT
September 12, 2026 @ 5:00 pm - 8:00 pm Colonial Rodder’s 2026 Cruise-In’s Colonial Rodder’s 2026 Cruise-In’s More Info 9420 Ocean Gateway Easton, MD, United States SAVE EVENT
September 13, 2026 @ 8:00 am - 3:00 pm East Coast Drifters Fall Classic Car Show More Info Mechanicsville Moose Lodge Mechanicsville, MD, United States SAVE EVENT
