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Car Shows & Cruise-Ins in Massachusetts

There are 28 car shows & cruise-ins coming up in Massachusetts. The next is CARS & COFFEE 2026: The Free Car Show for ALL! on Sun, Oct 18 at The Mill District – North Amherst in Amherst MA, MA. 6 of them are free to attend.

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Car Shows & Cruise-Ins — a wide classic-car gathering in a parking lot scene
Find your next show28 upcoming listings in Massachusetts

Upcoming shows

Dates, places & details
CARS & COFFEE 2026: The Free Car Show for ALL!: Car Shows & Cruise-Ins in Amherst MA, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

CARS & COFFEE 2026: The Free Car Show for ALL!

The Mill District – North Amherst · Amherst MA, MA

Sun, Oct 18

Hours: Starts 8am

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Dominators/Sons of Italy Car Show: Car Shows & Cruise-Ins in Wilmington, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

Dominators/Sons of Italy Car Show

Town Common Parking Lot · Wilmington, MA

Sun, Oct 18

Hours: 9am - 2pm

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Red Devils American Legion Cruise (Wrentham): Car Shows & Cruise-Ins in Wrentham, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

Red Devils American Legion Cruise (Wrentham)

American Legion · Wrentham, MA

Thu, Oct 22

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Cars & Coffee Amherst: Car Shows & Cruise-Ins in Amherst, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

Cars & Coffee Amherst

Mill District Local Art Gallery · Amherst, MA

Sat, Oct 24

Hours: Starts 8am

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Oct 24

Hours: Starts 8:30am

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Weymouth Shaw's Plaza Cars & Coffee: Car Shows & Cruise-Ins in Weymouth, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

Weymouth Shaw's Plaza Cars & Coffee

Shaw's Plaza · Weymouth, MA

Sun, Oct 25

Hours: 8-10a

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Hebert's Candy Mansion Cruise: Car Shows & Cruise-Ins in Shrewsbury, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

Hebert's Candy Mansion Cruise

Hebert's Candy Mansion · Shrewsbury, MA

Thu, Oct 29

Hours: 3:30-?

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Cars & Coffee Amherst: Car Shows & Cruise-Ins in Amherst, Massachusetts (a wide classic-car gathering in a parking lot scene)Stock Image

Cars & Coffee Amherst

Mill District Local Art Gallery · Amherst, MA

Sat, Oct 31

Hours: Starts 8am

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Oct 31

Hours: Starts 8:30am

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Cars & Coffee at Lala Java: Car Shows & Cruise-Ins in Northborough, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Lala Java

Lala Java · Northborough, MA

Sat, Oct 31

Hours: Starts 8am

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Nov 7

Hours: Starts 8:30am

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Cars & Coffee at Lala Java: Car Shows & Cruise-Ins in Northborough, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Lala Java

Lala Java · Northborough, MA

Sat, Nov 7

Hours: Starts 8am

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Members Meeting: Car Shows & Cruise-Ins in South Dennis, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Members Meeting

Dennis Police Department · South Dennis, MA

Wed, Nov 11

Hours: 6:30 PM – 8:30 PM

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Nov 14

Hours: Starts 8:30am

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Cars & Coffee at Lala Java: Car Shows & Cruise-Ins in Northborough, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Lala Java

Lala Java · Northborough, MA

Sat, Nov 14

Hours: Starts 8am

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Nov 21

Hours: Starts 8:30am

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Nov 28

Hours: Starts 8:30am

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering outside a vintage hamburger shop scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Dec 5

Hours: Starts 8:30am

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Cars & Coffee at Lala Java: Car Shows & Cruise-Ins in Northborough, Massachusetts (a wide classic-car gathering outside a vintage ice cream shop scene)Stock Image

Cars & Coffee at Lala Java

Lala Java · Northborough, MA

Sat, Dec 5

Hours: Starts 8am

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Cars & Coffee at Larz Anderson Auto Museum: Car Shows & Cruise-Ins in Brookline, Massachusetts (a wide classic-car gathering outside a vintage ice cream shop scene)Stock Image

Cars & Coffee at Larz Anderson Auto Museum

Larz Anderson Auto Museum · Brookline, MA

Sat, Dec 12

Hours: Starts 8:30 AM

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Cars & Coffee at Lala Java: Car Shows & Cruise-Ins in Northborough, Massachusetts (a wide classic-car gathering outside a vintage ice cream shop scene)Stock Image

Cars & Coffee at Lala Java

Lala Java · Northborough, MA

Sat, Dec 12

Hours: Starts 8:00 AM (listing start time only; no end time)

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Members Meeting: Car Shows & Cruise-Ins in South Dennis, Massachusetts (a wide classic-car gathering outside a vintage ice cream shop scene)Stock Image

Members Meeting

Dennis Police Department · South Dennis, MA

Wed, Apr 14

Hours: 6:30 PM – 8:30 PM

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Cape Cod Classics Cruise Night - first of 2027 season (tentative): Car Shows & Cruise-Ins in South Dennis, Massachusetts (a wide classic-car gathering outside a vintage ice cream shop scene)Stock Image

Cape Cod Classics Cruise Night - first of 2027 season (tentative)

Patriots Square · South Dennis, MA

Sat, Jun 5

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Browse by City (2)

Brookline (8)South Dennis (7)

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