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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Narrow the events below by city, ZIP, event type, or date.
Past Events
Sep
24
Westport VFW Car Cruise
Sep 24, 2026 · Westport, MA
Car show in Westport, MA, featuring classic, custom, and collector vehicles on display.
Sep
24
The American Legion Post 247 Cruise Night
Sep 24, 2026 · Tyngsboro, MA
Regular cars and coffee / cruise-in gathering in Tyngsboro, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
24
Northampton Elks Cruise Nights
Sep 24, 2026 · Florence, MA
Car show in Florence, MA, featuring classic, custom, and collector vehicles on display.
Sep
23
Wednesday Night Car Show!
Sep 23, 2026 · Ludlow, MA
Car show in Ludlow, MA, featuring classic, custom, and collector vehicles on display.
Sep
23
Gears & Beers Cruise Night at Dirigible Brewing Company
Sep 23, 2026 · Littleton, MA
Regular cars and coffee / cruise-in gathering in Littleton, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
23
Knights of Columbus Wednesday Cruise Night
Sep 23, 2026 · Chicopee, MA
Regular cars and coffee / cruise-in gathering in Chicopee, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
23
Weekly Car & Bike Show Night
Sep 23, 2026 · Taunton, MA
Car show in Taunton, MA, featuring classic, custom, and collector vehicles on display.
Sep
23
Cruise & Brews at Vanished Valley Brewing Co.
Sep 23, 2026 · Ludlow, MA
Car show in Ludlow, MA, featuring classic, custom, and collector vehicles on display.
Sep
22
Emerald Square Cruise Night
Sep 22, 2026 · North Attleboro, MA
Regular cars and coffee / cruise-in gathering in North Attleboro, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
22
Kings Brick Oven Pizza & Pub Tuesday Car Show & Cruise Night
Sep 22, 2026 · Franklin, MA
Regular cars and coffee / cruise-in gathering in Franklin, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
22
Northeast Dream Wheels Tuesday Night Cruising
Sep 22, 2026 · Auburn, MA
Car show in Auburn, MA, featuring classic, custom, and collector vehicles on display.
Sep
22
Road Rebels Car Club Free Car Show
Sep 22, 2026 · Billerica, MA
Car show in Billerica, MA, featuring classic, custom, and collector vehicles on display.
Sep
21
Classic car cruise-in Sudbury, Mass.
Sep 21, 2026 · Sudbury, MA
Regular cars and coffee / cruise-in gathering in Sudbury, MA, drawing classic cars, hot rods, and collector vehicles.
Sep
20
Carriagetown Car Show
Sep 20, 2026 · Amesbury, MA
Car show in Amesbury, MA, featuring classic, custom, and collector vehicles on display.
Sep
20
Woodie Car Show
Sep 20, 2026 · Wareham, MA
Car show in Wareham, MA, featuring classic, custom, and collector vehicles on display.
Sep
20
Waltham Lions Club annual car show
Sep 20, 2026 · Waltham, MA
Car show in Waltham, MA, featuring classic, custom, and collector vehicles on display.
Sep
20
Rebels & Rods Hot Rod Club Sunday Car Show
Sep 20, 2026 · Plymouth, MA
Car show in Plymouth, MA, featuring classic, custom, and collector vehicles on display.
Sep
20
Rebels and Rods Hot Rod Club
Sep 20, 2026 · Plymouth, MA
Car show in Plymouth, MA, featuring classic, custom, and collector vehicles on display.
Sep
20
Milford Lions 38th Annual Car Show
Sep 20, 2026 · Milford, MA
Car show in Milford, MA, featuring classic, custom, and collector vehicles on display.
Sep
20
CARS & COFFEE: The Free Car Show for ALL!
Sep 20, 2026 · Amherst, MA
Regular cars and coffee / cruise-in gathering in Amherst, MA, drawing classic cars, hot rods, and collector vehicles.
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.