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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

12

Car Show

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

Car Show

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

Car Show

Nahant Classic Car Show

Sep 12, 2026 · Nahant, MA

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

Sep

12

Car Show

Saturday Cruise Nights

Sep 12, 2026 · Framingham, MA

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

Sep

11

Car Show

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

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

Car Show

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

Cruise Night

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

Car Show

Northampton Elks Cruise Nights

Sep 10, 2026 · Florence, MA

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

Sep

10

Car Show

Chicopee Moose Car Show

Sep 10, 2026 · Chicopee, MA

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

Sep

9

Cruise Night

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

Car Show

Wednesday Night Car Show!

Sep 9, 2026 · Ludlow, MA

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

Sep

9

Cruise Night

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

Car Show

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

Car Show

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

Car Show

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

Car Show

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

Car Show

Primer Car show

Sep 6, 2026 · Springfield, MA

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

Sep

6

Car Show

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

Car Show

Spindles Auto Club Annual Car Show

Sep 6, 2026 · Marshfield, MA

Car show in Marshfield, 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.