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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

Sep

3

Car Show

Foxboro Cruise Nights

Sep 3, 2026 · Foxboro, MA

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

Sep

3

Car Show

Northampton Elks Cruise Nights

Sep 3, 2026 · Florence, MA

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

Sep

2

Car Show

Cruise & Brews at Vanished Valley Brewing Co.

Sep 2, 2026 · Ludlow, MA

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

Sep

2

Car Show

Wednesday Night Car Show!

Sep 2, 2026 · Ludlow, MA

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

Sep

2

Cruise Night

Cruise Night at Pittsfield Airport

Sep 2, 2026 · Pittsfield, MA

Regular cars and coffee / cruise-in gathering in Pittsfield, MA, drawing classic cars, hot rods, and collector vehicles.

Sep

2

Car Show

Weekly Car & Bike Show Night

Sep 2, 2026 · Taunton, MA

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

Sep

2

Cruise Night

Knights of Columbus Wednesday Cruise Night

Sep 2, 2026 · Chicopee, MA

Regular cars and coffee / cruise-in gathering in Chicopee, MA, drawing classic cars, hot rods, and collector vehicles.

Sep

1

Cruise Night

Emerald Square Cruise Night

Sep 1, 2026 · North Attleboro, MA

Regular cars and coffee / cruise-in gathering in North Attleboro, MA, drawing classic cars, hot rods, and collector vehicles.

Sep

1

Car Show

Classic Burgers Cruise Nights

Sep 1, 2026 · West Springfield, MA

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

Sep

1

Car Show

Road Rebels Car Club Free Car Show

Sep 1, 2026 · Billerica, MA

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

Sep

1

Car Show

Northeast Dream Wheels Tuesday Night Cruising

Sep 1, 2026 · Auburn, MA

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

Aug

31

Car Show

Sudbury Point Grill Car Cruise

Aug 31, 2026 · Sudbury, MA

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

Aug

30

Car Show

Leicester Cruise Nights

Aug 30, 2026 · Cherry Valley, MA

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

Aug

30

Car Show

Rebels & Rods Hot Rod Club Sunday Car Show

Aug 30, 2026 · Plymouth, MA

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

Aug

30

Car Show

Nexgen Mass Cars, Trucks & Bikes Block Party

Aug 30, 2026 · Holyoke, MA

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

Aug

30

Car Show

Pro & Local Car Show

Aug 30, 2026 · Agawam, MA

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

Aug

30

Car Show

2026 North Adams Motorama

Aug 30, 2026 · North Adams, MA

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

Aug

30

Cruise Night

Cars & Coffee

Aug 30, 2026 · Springfield, MA

Regular cars and coffee / cruise-in gathering in Springfield, MA, drawing classic cars, hot rods, and collector vehicles.

Aug

30

Car Show

North Brookfield Police Association's 4th Annual Car Show

Aug 30, 2026 · North Brookfield, MA

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

Aug

30

Car Show

Worcester Wheels and Coffee-August Sponsored by Rob's Automotive

Aug 30, 2026 · Worcester, MA

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

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Cars for sale in Massachusetts

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