GarageCherries
Massachusetts Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Massachusetts for 2026.
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Past Events
Aug
28
Cruise Night at Tom's Dogs
Aug 28, 2026 · Whately, MA
Regular cars and coffee / cruise-in gathering in Whately, MA, drawing classic cars, hot rods, and collector vehicles.
Aug
28
Friday Night Cruises at Brimfield Winery
Aug 28, 2026 · Brimfield, MA
Car show in Brimfield, MA, featuring classic, custom, and collector vehicles on display.
Aug
27
Northampton Elks Cruise Nights
Aug 27, 2026 · Florence, MA
Car show in Florence, MA, featuring classic, custom, and collector vehicles on display.
Aug
27
Wings and Wheels
Aug 27, 2026 · Stow, MA
Car show in Stow, MA, featuring classic, custom, and collector vehicles on display.
Aug
27
The Smoke Shop Car Cruise
Aug 27, 2026 · Methuen, MA
Car show in Methuen, MA, featuring classic, custom, and collector vehicles on display.
Aug
27
VFW Car Cruise
Aug 27, 2026 · Westport, MA
Car show in Westport, MA, featuring classic, custom, and collector vehicles on display.
Aug
27
Red Devils C.C. Cruise Night 2026
Aug 27, 2026 · Wrentham, MA
Regular cars and coffee / cruise-in gathering in Wrentham, MA, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Chicopee Moose Car Show
Aug 27, 2026 · Chicopee, MA
Car show in Chicopee, MA, featuring classic, custom, and collector vehicles on display.
Aug
27
The American Legion Post 247 Cruise Night
Aug 27, 2026 · Tyngsboro, MA
Regular cars and coffee / cruise-in gathering in Tyngsboro, MA, drawing classic cars, hot rods, and collector vehicles.
Aug
26
Gears & Beers Cruise Night at Dirigible Brewing Company
Aug 26, 2026 · Littleton, MA
Regular cars and coffee / cruise-in gathering in Littleton, MA, drawing classic cars, hot rods, and collector vehicles.
Aug
26
Cruise & Brews at Vanished Valley Brewing Co.
Aug 26, 2026 · Ludlow, MA
Car show in Ludlow, MA, featuring classic, custom, and collector vehicles on display.
Aug
26
Weekly Car & Bike Show Night
Aug 26, 2026 · Taunton, MA
Car show in Taunton, MA, featuring classic, custom, and collector vehicles on display.
Aug
26
Knights of Columbus Wednesday Cruise Night
Aug 26, 2026 · Chicopee, MA
Regular cars and coffee / cruise-in gathering in Chicopee, MA, drawing classic cars, hot rods, and collector vehicles.
Aug
26
Wednesday Night Cruise Nights at the Star Drive-In
Aug 26, 2026 · East Taunton, MA
Car show in East Taunton, MA, featuring classic, custom, and collector vehicles on display.
Aug
26
Cruise Night at MFG Pavilion
Aug 26, 2026 · Marlboro, MA
Regular cars and coffee / cruise-in gathering in Marlboro, MA, drawing classic cars, hot rods, and collector vehicles.
Aug
25
Northeast Dream Wheels Tuesday Night Cruising
Aug 25, 2026 · Auburn, MA
Car show in Auburn, MA, featuring classic, custom, and collector vehicles on display.
Aug
25
Road Rebels Car Club Free Car Show
Aug 25, 2026 · Billerica, MA
Car show in Billerica, MA, featuring classic, custom, and collector vehicles on display.
Aug
24
Sudbury Point Grill Car Cruise
Aug 24, 2026 · Sudbury, MA
Car show in Sudbury, MA, featuring classic, custom, and collector vehicles on display.
Aug
24
Classic car cruise-in Sudbury, Mass.
Aug 24, 2026 · Sudbury, MA
Regular cars and coffee / cruise-in gathering in Sudbury, MA, drawing classic cars, hot rods, and collector vehicles.
Aug
23
11th Annual Aleppo Shriners Car Show
Aug 23, 2026 · 10 AM – 2 PM · Wilmington, MA
The Aleppo Shriners present their 11th Annual Car Show at the Shriners Auditorium, 99 Fordham Road in Wilmington. All vehicles are welcome. The show features music, prizes, food and a 50/50 raffle, with proceeds benefiting Shriners Hospitals for Children. Spectator admission is free.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.