GarageCherries
Massachusetts Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Massachusetts for 2026.
Browse cars for sale in Massachusetts →Get this weekend's car shows near you, every Thursday
Just your email and ZIP — shows within 50 miles, no account needed.
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Past Events
Sep
12
The Connection Driven By Passion Meet
Sep 12, 2026 · Waltham, MA
Car show in Waltham, MA, featuring classic, custom, and collector vehicles on display.
Sep
12
Founding Fathers Car Club & Legendary Street Rods Car Club a Really Big Show Car Show
Sep 12, 2026 · Berkley, MA
Car show in Berkley, MA, featuring classic, custom, and collector vehicles on display.
Sep
12
Nahant Classic Car Show
Sep 12, 2026 · Nahant, MA
Car show in Nahant, MA, featuring classic, custom, and collector vehicles on display.
Sep
12
Saturday Cruise Nights
Sep 12, 2026 · Framingham, MA
Car show in Framingham, MA, featuring classic, custom, and collector vehicles on display.
Sep
11
2026 Summer Free Friday Concerts
Sep 11, 2026 · South Hadley, MA
Car show in South Hadley, MA, featuring classic, custom, and collector vehicles on display.
Sep
11
Cruise Night at Tom's Dogs
Sep 11, 2026 · Whately, MA
Regular cars and coffee / cruise-in gathering in Whately, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
11
Friday Night Cruises at Brimfield Winery
Sep 11, 2026 · Brimfield, MA
Car show in Brimfield, MA, featuring classic, custom, and collector vehicles on display.
Sep
11
–Sep 12
Vintage Camper Weekend at Pinewood Lodge
Sep 11 – Sep 12, 2026 · Plymouth, MA
Regular cars and coffee / cruise-in gathering in Plymouth, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
10
Northampton Elks Cruise Nights
Sep 10, 2026 · Florence, MA
Car show in Florence, MA, featuring classic, custom, and collector vehicles on display.
Sep
10
Chicopee Moose Car Show
Sep 10, 2026 · Chicopee, MA
Car show in Chicopee, MA, featuring classic, custom, and collector vehicles on display.
Sep
9
Gears & Beers Cruise Night at Dirigible Brewing Company
Sep 9, 2026 · Littleton, MA
Regular cars and coffee / cruise-in gathering in Littleton, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
9
Wednesday Night Car Show!
Sep 9, 2026 · Ludlow, MA
Car show in Ludlow, MA, featuring classic, custom, and collector vehicles on display.
Sep
9
Knights of Columbus Wednesday Cruise Night
Sep 9, 2026 · Chicopee, MA
Regular cars and coffee / cruise-in gathering in Chicopee, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
9
Cruise & Brews at Vanished Valley Brewing Co.
Sep 9, 2026 · Ludlow, MA
Car show in Ludlow, MA, featuring classic, custom, and collector vehicles on display.
Sep
7
Sudbury Point Grill Car Cruise
Sep 7, 2026 · Sudbury, MA
Car show in Sudbury, MA, featuring classic, custom, and collector vehicles on display.
Sep
7
4th Annual Blandford Fair Car Show
Sep 7, 2026 · Blandford, MA
Car show in Blandford, MA, featuring classic, custom, and collector vehicles on display.
Sep
6
Ashby Annual Car Show For Veterans & First Responders
Sep 6, 2026 · Ashby, MA
Car show in Ashby, MA, featuring classic, custom, and collector vehicles on display.
Sep
6
Primer Car show
Sep 6, 2026 · Springfield, MA
Car show in Springfield, MA, featuring classic, custom, and collector vehicles on display.
Sep
6
Olde Yankee Street Rods Classic Cruisers Car Show
Sep 6, 2026 · Great Barrington, MA
Car show in Great Barrington, MA, featuring classic, custom, and collector vehicles on display.
Sep
6
Spindles Auto Club Annual Car Show
Sep 6, 2026 · Marshfield, MA
Car show in Marshfield, MA, featuring classic, custom, and collector vehicles on display.
Browse Massachusetts car shows by city
Cars for sale in Massachusetts

1966 Ford Mustang Convertible

1972 Austin Mini Clubman Wagon

2014 Chevrolet CAMARO 2SS Coupe

1947 Ford Deluxe Street Rod
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.