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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

27

Car Show

Worcester Wheels and Coffee

Sep 27, 2026 · Worcester, MA

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

Sep

27

Car Show

2026 Boston Cup Classic Car Show

Sep 27, 2026 · Boston, MA

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

Sep

27

Car Show

Kids Fest x Tractor, Truck & Car Show

Sep 27, 2026 · Blackstone, MA

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

Sep

27

Car Show

Rebels and Rods Hot Rod Club

Sep 27, 2026 · Plymouth, MA

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

Sep

27

Car Show

Rebels & Rods Hot Rod Club Sunday Car Show

Sep 27, 2026 · Plymouth, MA

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

Sep

27

Cruise Night

Kitty’s Restaurant Cars and Coffee

Sep 27, 2026 · Reading, MA

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

Sep

27

Cruise Night

Plainville MA. Cars & Coffee

Sep 27, 2026 · Plainville, MA

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

Sep

26

Car Show

Blast From the Past Car Show 2026

Sep 26, 2026 · Chicopee, MA

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

Sep

26

Car Show

Saturday Cruise Nights

Sep 26, 2026 · Framingham, MA

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

Sep

26

Cruise Night

North Reading Classic Car cruise-in

Sep 26, 2026 · North Reading, MA

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

Sep

26

Cruise Night

Cape Cod Classics Car Club Cruise Night

Sep 26, 2026 · Dennis, MA

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

Sep

26

Cruise Night

Crescent Yacht Club Coffee Cruise in

Sep 26, 2026 · Haverhill, MA

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

Sep

26

Car Show

South Coast Cruisers Weekly Car show

Sep 26, 2026 · Kingston, MA

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

Sep

26

Cruise Night

South Coast Cruisers Cruise Night

Sep 26, 2026 · Kingston, MA

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

Sep

26

Car Show

Dash Plaque Night Sponsored by: Ziggys

Sep 26, 2026 · South Dennis, MA

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

Sep

25

Cruise Night

Cruise Night at Tom's Dogs

Sep 25, 2026 · Whately, MA

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

Sep

25

Car Show

2026 Summer Free Friday Concerts

Sep 25, 2026 · South Hadley, MA

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

Sep

25

Car Show

Friday Night Cruises at Brimfield Winery

Sep 25, 2026 · Brimfield, MA

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

Sep

24

Car Show

The Smoke Shop Car Cruise

Sep 24, 2026 · Methuen, MA

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

Sep

24

Cruise Night

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.

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