GarageCherries
Massachusetts Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Massachusetts for 2026.
Browse cars for sale in Massachusetts →Filters
Narrow the events below by city, ZIP, or event type.
Past Events
Sep
19
North Reading Classic Car cruise-in
Sep 19, 2026 · North Reading, MA
Regular cars and coffee / cruise-in gathering in North Reading, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
19
4th Annual Car Show
Sep 19, 2026 · Worthington, MA
Car show in Worthington, MA, featuring classic, custom, and collector vehicles on display.
Sep
19
Cape Cod Classics Car Club Cruise Night
Sep 19, 2026 · Dennis, MA
Regular cars and coffee / cruise-in gathering in Dennis, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
18
Cruise Night at Tom's Dogs
Sep 18, 2026 · Whately, MA
Regular cars and coffee / cruise-in gathering in Whately, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
18
2026 Summer Free Friday Concerts
Sep 18, 2026 · South Hadley, MA
Car show in South Hadley, MA, featuring classic, custom, and collector vehicles on display.
Sep
18
2026 Mattapoisett Wharf Cruise Nights
Sep 18, 2026 · Mattapoisett, MA
Regular cars and coffee / cruise-in gathering in Mattapoisett, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
18
Friday Night Cruises at Brimfield Winery
Sep 18, 2026 · Brimfield, MA
Car show in Brimfield, MA, featuring classic, custom, and collector vehicles on display.
Sep
17
Bass Pro cruise night at Patriot Place with the Mass Cruisers
Sep 17, 2026 · Foxborough, MA
Regular cars and coffee / cruise-in gathering in Foxborough, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Northampton Elks Cruise Nights
Sep 17, 2026 · Florence, MA
Car show in Florence, MA, featuring classic, custom, and collector vehicles on display.
Sep
17
Chicopee Moose Car Show
Sep 17, 2026 · Chicopee, MA
Car show in Chicopee, MA, featuring classic, custom, and collector vehicles on display.
Sep
17
69th Annual New England Model A Meet
Sep 17 – Sep 20, 2026 · Southbridge, MA
Regular cars and coffee / cruise-in gathering in Southbridge, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Mass Cruisers Auto Club Monthly Car Cruise
Sep 17, 2026 · Foxboro, MA
Car show in Foxboro, MA, featuring classic, custom, and collector vehicles on display.
Sep
17
The American Legion Post 247 Cruise Night
Sep 17, 2026 · Tyngsboro, MA
Regular cars and coffee / cruise-in gathering in Tyngsboro, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Foxboro Cruise Nights
Sep 17, 2026 · Foxboro, MA
Car show in Foxboro, MA, featuring classic, custom, and collector vehicles on display.
Sep
17
CRUISE NIGHT at PATRIOT PLACE
Sep 17, 2026 · Foxboro, MA
Regular cars and coffee / cruise-in gathering in Foxboro, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
17
The Smoke Shop Car Cruise
Sep 17, 2026 · Methuen, MA
Car show in Methuen, MA, featuring classic, custom, and collector vehicles on display.
Sep
16
Members Meeting
Sep 16, 2026 · South Dennis, MA
Regular cars and coffee / cruise-in gathering in South Dennis, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
16
Cruise & Brews at Vanished Valley Brewing Co.
Sep 16, 2026 · Ludlow, MA
Car show in Ludlow, MA, featuring classic, custom, and collector vehicles on display.
Sep
16
Weekly Car & Bike Show Night
Sep 16, 2026 · Taunton, MA
Car show in Taunton, MA, featuring classic, custom, and collector vehicles on display.
Sep
16
Knights of Columbus Wednesday Cruise Night
Sep 16, 2026 · Chicopee, MA
Regular cars and coffee / cruise-in gathering in Chicopee, MA, drawing classic cars, hot rods, and collector vehicles.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.