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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

Aug

27

Car Show

Northampton Elks Cruise Nights

Aug 27, 2026 · Florence, MA

Car show in Florence, MA, featuring classic, custom, and collector vehicles on display.

Aug

27

Car Show

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

Car Show

VFW Car Cruise

Aug 27, 2026 · Westport, MA

Car show in Westport, MA, featuring classic, custom, and collector vehicles on display.

Aug

27

Cruise Night

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

26

Cruise Night

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

26

Cruise Night

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

Car Show

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

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

Car Show

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

Car Show

Weekly Car & Bike Show Night

Aug 26, 2026 · Taunton, MA

Car show in Taunton, MA, featuring classic, custom, and collector vehicles on display.

Aug

25

Car Show

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

Car Show

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

Cruise Night

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

24

Car Show

Sudbury Point Grill Car Cruise

Aug 24, 2026 · Sudbury, MA

Car show in Sudbury, MA, featuring classic, custom, and collector vehicles on display.

Aug

23

Car Show

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.

Aug

23

Car Show

Aleppo Shriners 11th Annual Car Show

Aug 23, 2026 · Wilmington, MA

Car show in Wilmington, MA, featuring classic, custom, and collector vehicles on display.

Aug

23

Car Show

The Westfield Fair Car Show

Aug 23, 2026 · Westfield, MA

Car show in Westfield, MA, featuring classic, custom, and collector vehicles on display.

Aug

23

Car Show

Swedish Car Day

Aug 23, 2026 · 9 AM – 2 PM · Brookline, MA

Swedish Car Day at the Larz Anderson Auto Museum, 15 Newton Street in Brookline, celebrates Sweden's automotive heritage with Saab, Volvo and other Swedish automobiles. Classic and modern vehicles gather on the museum lawn for one of New England's signature marque events.

Aug

23

Car Show

Firestone Danvers Car Show

Aug 23, 2026 · Danvers, MA

Car show in Danvers, MA, featuring classic, custom, and collector vehicles on display.

Aug

23

Car Show

Hollis Hills Farm Car Show

Aug 23, 2026 · Fitchburg, MA

Car show in Fitchburg, MA, featuring classic, custom, and collector vehicles on display.

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