August 16, 2026 @ 10:00 am - 3:00 pm Apex Orchards Classic Car Show More Info Apex Orchards Shelburne, MA, United States SAVE EVENT
August 17, 2026 @ 6:00 pm Knox Trail Inn Car & Bike Meet, Greet & Eat Knox Trail Inn Car & Bike Meet, Greet & Eat More Info Knox Trail Inn Restaurant & Tavern East Otis, MA, United States SAVE EVENT
August 17, 2026 @ 6:00 pm Daily Grind Cruisin’ the Grind Daily Grind Cruisin’ the Grind More Info Daily Grind Southwick, MA, United States SAVE EVENT
August 19, 2026 @ 5:00 pm - 8:00 pm Cruise & Brews at Vanished Valley Brewing Co. Cruise & Brews at Vanished Valley Brewing Co. More Info Vanished Valley Brewing Co. Ludlow, MA, United States SAVE EVENT
August 21, 2026 @ 4:00 pm - 8:00 pm Friday Night Cruises at Brimfield Winery Friday Night Cruises at Brimfield Winery More Info Brimfield Winery / Auction Acres Brimfield, MA, United States SAVE EVENT
August 21, 2026 @ 4:00 pm - 8:00 pm Brimfield Winery and Bruce Marshall Friday Night Cruises Brimfield Winery and Bruce Marshall Friday Night Cruises More Info Brimfield Winery / Auction Acres Brimfield, MA, United States SAVE EVENT
August 21, 2026 @ 5:00 pm 2026 Summer Free Friday Concerts 2026 Summer Free Friday Concerts More Info Butter Brook Park South Hadley, MA, United States SAVE EVENT
August 22, 2026 @ 9:00 am - 1:00 pm Cruisin’ with One Call Away at The Tank More Info The Tank Feeding Hills, MA, United States SAVE EVENT
August 22, 2026 @ 10:00 am - 3:00 pm Mary Collins Memorial 4th Annual Car Show More Info Oregon Sportsmen's Club Chicopee, MA, United States SAVE EVENT
August 22, 2026 @ 11:00 am - 5:00 pm 2nd Annual Car, Truck & Bike Show Picnic at the Pittsfield 4-H Club More Info Pittsfield 4-H Club Fairgrounds Pittsfield, MA, United States SAVE EVENT
August 23, 2026 @ 9:00 am - 2:00 pm All Makes & Models Car Show at Metro Chrysler Dodge Jeep RAM More Info Metro Chrysler Dodge Jeep RAM Chicopee, MA, United States SAVE EVENT
August 23, 2026 @ 10:00 am - 2:00 pm The Westfield Fair Car Show More Info The Westfield Fair Westfield, MA, United States SAVE EVENT
August 24, 2026 @ 6:00 pm Knox Trail Inn Car & Bike Meet, Greet & Eat Knox Trail Inn Car & Bike Meet, Greet & Eat More Info Knox Trail Inn Restaurant & Tavern East Otis, MA, United States SAVE EVENT
August 26, 2026 @ 5:00 pm - 8:00 pm Cruise & Brews at Vanished Valley Brewing Co. Cruise & Brews at Vanished Valley Brewing Co. More Info Vanished Valley Brewing Co. Ludlow, MA, United States SAVE EVENT
August 28, 2026 @ 4:00 pm - 8:00 pm Friday Night Cruises at Brimfield Winery Friday Night Cruises at Brimfield Winery More Info Brimfield Winery / Auction Acres Brimfield, MA, United States SAVE EVENT
August 28, 2026 @ 4:00 pm - 8:00 pm Brimfield Winery and Bruce Marshall Friday Night Cruises Brimfield Winery and Bruce Marshall Friday Night Cruises More Info Brimfield Winery / Auction Acres Brimfield, MA, United States SAVE EVENT
August 28, 2026 @ 5:00 pm 2026 Summer Free Friday Concerts 2026 Summer Free Friday Concerts More Info Butter Brook Park South Hadley, MA, United States SAVE EVENT
August 29, 2026 @ 9:00 am - 3:00 pm Russell Police Association 8th Annual Family Fun Day and Car Show More Info Strathmore Park Russell, MA, United States SAVE EVENT
August 30, 2026 @ 1:00 pm - 6:00 pm Nexgen Mass Cars, Trucks & Bikes Block Party More Info 56 Jackson St Holyoke, MA, United States SAVE EVENT
August 31, 2026 @ 6:00 pm Knox Trail Inn Car & Bike Meet, Greet & Eat Knox Trail Inn Car & Bike Meet, Greet & Eat More Info Knox Trail Inn Restaurant & Tavern East Otis, MA, United States SAVE EVENT
