GarageCherries
Massachusetts Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Massachusetts for 2026.
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Upcoming Events
Oct
25
Kitty’s Restaurant Cars and Coffee
Oct 25, 2026 · Reading, MA
Regular cars and coffee / cruise-in gathering in Reading, MA, drawing classic cars, hot rods, and collector vehicles.
Oct
28
Cruise & Brews at Vanished Valley Brewing Co.
Oct 28, 2026 · Ludlow, MA
Car show in Ludlow, MA, featuring classic, custom, and collector vehicles on display.
Oct
28
Gears & Beers Cruise Night at Dirigible Brewing Company
Oct 28, 2026 · Littleton, MA
Regular cars and coffee / cruise-in gathering in Littleton, MA, drawing classic cars, hot rods, and collector vehicles.
Oct
29
Westport VFW Car Cruise
Oct 29, 2026 · Westport, MA
Car show in Westport, MA, featuring classic, custom, and collector vehicles on display.
Oct
31
Saturday Cruise Nights
Oct 31, 2026 · Framingham, MA
Car show in Framingham, MA, featuring classic, custom, and collector vehicles on display.
Oct
31
Middleborough Halloween Car Show
Oct 31, 2026 · Middleborough, MA
Car show in Middleborough, MA, featuring classic, custom, and collector vehicles on display.
Oct
31
Crescent Yacht Club Coffee Cruise in
Oct 31, 2026 · Haverhill, MA
Regular cars and coffee / cruise-in gathering in Haverhill, MA, drawing classic cars, hot rods, and collector vehicles.
Oct
31
The Connection Driven By Passion Meet
Oct 31, 2026 · Waltham, MA
Car show in Waltham, MA, featuring classic, custom, and collector vehicles on display.
Oct
31
Coffee Cruise In Car Show
Oct 31, 2026 · Haverhill, MA
Regular cars and coffee / cruise-in gathering in Haverhill, MA, drawing classic cars, hot rods, and collector vehicles.
Nov
7
Cars n Coffee get together
Nov 7, 2026 · Whitman, MA
Regular cars and coffee / cruise-in gathering in Whitman, MA, drawing classic cars, hot rods, and collector vehicles.
Nov
7
Saturday Cruise Nights
Nov 7, 2026 · Framingham, MA
Car show in Framingham, MA, featuring classic, custom, and collector vehicles on display.
Nov
8
Rebels & Rods Hot Rod Club Sunday Car Show
Nov 8, 2026 · Plymouth, MA
Car show in Plymouth, MA, featuring classic, custom, and collector vehicles on display.
Nov
11
Members Meeting
Nov 11, 2026 · South Dennis, MA
Regular cars and coffee / cruise-in gathering in South Dennis, MA, drawing classic cars, hot rods, and collector vehicles.
Nov
14
Saturday Cruise Nights
Nov 14, 2026 · Framingham, MA
Car show in Framingham, MA, featuring classic, custom, and collector vehicles on display.
Nov
21
South Coast Cruisers Weekly Car show
Nov 21, 2026 · Kingston, MA
Car show in Kingston, MA, featuring classic, custom, and collector vehicles on display.
Nov
21
Cape Cod Classics Car Club Cruise Night
Nov 21, 2026 · Dennis, MA
Regular cars and coffee / cruise-in gathering in Dennis, MA, drawing classic cars, hot rods, and collector vehicles.
Nov
21
North Reading Classic Car cruise-in
Nov 21, 2026 · North Reading, MA
Regular cars and coffee / cruise-in gathering in North Reading, MA, drawing classic cars, hot rods, and collector vehicles.
Nov
22
Rebels & Rods Hot Rod Club Sunday Car Show
Nov 22, 2026 · Plymouth, MA
Car show in Plymouth, MA, featuring classic, custom, and collector vehicles on display.
Nov
23
Classic car cruise-in Sudbury, Mass.
Nov 23, 2026 · Sudbury, MA
Regular cars and coffee / cruise-in gathering in Sudbury, MA, drawing classic cars, hot rods, and collector vehicles.
Nov
24
Emerald Square Cruise Night
Nov 24, 2026 · North Attleboro, MA
Regular cars and coffee / cruise-in gathering in North Attleboro, MA, drawing classic cars, hot rods, and collector vehicles.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.