Car Shows in New England: The Top 10 Classic & Vintage Events
New England car shows are a dream come true for both auto enthusiasts and families. From gleaming vintage classics to roaring modern muscle cars, New England hosts an incredible variety of classic car events and vintage car shows where visitors can admire craftsmanship, innovation, and the timeless joy of the automobile. Whether you’re a seasoned gearhead or just someone who appreciates the beauty and history of cars, there’s an event to spark your interest.
Here’s our roundup of the top 10 car shows in New England for 2025. Each event showcases its unique atmosphere, featuring rare antiques, powerful classics, and family-friendly car show activities.
Car Shows in New England
1. Newport Concours & Motor Week – Newport, Rhode Island
Classic Car Show & Automotive Excellence
Date: October 3, 2025
Website
Known for its elegant ambiance, the Newport Concours & Motor Week is a classic car show that seamlessly blends automotive excellence with the charm of coastal Rhode Island. Featuring meticulously restored vintage vehicles and rare luxury models, this event is more than a car show—it’s a celebration of design and automotive history.
Enjoy lawn displays at Newport’s famed estates while admiring vehicles usually seen in magazines. This is a must-see for anyone who loves classic car events.
2. Cruisin’ on Main Street – Manchester, Connecticut
Family-Friendly Car Event on a Historic Main Street
Date: August 3, 2025
Cruisin’ on Main Street is a favorite family-friendly car event that transforms the streets of Manchester into a pedestrian paradise for car lovers. The event features hundreds of vintage and classic cars, hot rods, and unique automobiles.
With live music, local food, and activities for all ages, this classic car show is perfect for families making summer memories.
3. Boston Cup Classic Car Show – Boston, Massachusetts
Classic and Vintage Car Show at Boston Common
Date: September 28, 2025
The Boston Cup Classic Car Show is a premier New England car show located in the heart of the city at Boston Common. Highlights include exceptional luxury vehicles, classics from the 1930s onward, and even cutting-edge supercars.
Enjoy a day where the energy of Boston meets the charm of vintage car collecting. This event is ideal for enthusiasts and families alike.
4. Owls Head Transportation Museum Car Shows – Owls Head, Maine
Antique Vehicles & Family-Friendly Events
Dates: Various dates throughout the year
Website
The Owls Head Transportation Museum hosts a series of New England car shows throughout the year, each focusing on antique and classic vehicles. Family-friendly activities and interactive exhibits make it one of the best destinations for auto fans of all ages.
5. Stowe Antique & Classic Car Show – Stowe, Vermont
Vintage Car Show in the Mountains
Dates: August 8–10, 2025
Combining Vermont’s natural beauty with an impressive array of vehicles, this annual event is a highlight on the vintage car show calendar. Attend the cars, but stay for the flea market, local food, and stunning mountain views.
6. Castle in the Clouds Car Show – Moultonborough, New Hampshire
Classic & Vintage Car Show with Scenic Views
Date: October 4, 2025
This scenic car show takes place in a stunning setting atop a historic estate in the Lakes Region. Showcasing classic cars, trucks, and motorcycles, it’s a wonderful family outing in New England.
7. Terryville Lions Club Car Show – Terryville, Connecticut
Charity-Focused Family Car Show
Date: See website for dates
Alt text: Rows of vehicles and car show attendees at Terryville Lions Club Car Show
This is one of Connecticut’s largest family-friendly auto shows, featuring judged vehicle classes and a commitment to supporting local charities. Expect a mix of classics, muscle cars, and custom builds.
8. Cruisin’ Nights New Hamshire
Classic and Vintage
Date: Various dates
CruiseFinder in New Hampshire isn’t just a name—it’s the gateway to discovering amazing on‑water and motor‑cruise experiences across the Granite State. Whether you’re searching for nostalgic car cruise‑ins like those listed on Car Cruise Finder’s page , updated weekly with the latest show schedules, flyers, and locations, or scenic boat cruises, NH has something for everyone.
9. Patriot Place Cruise Nights – Foxborough, Massachusetts
Recurring Family-Friendly Car Events
Dates: Bi-weekly see website for dates and times
Looking to rev up your Thursdays in Foxborough? Patriot Place Cruise Nights, hosted bi‑weekly at Bass Pro Shops by the Mass Cruisers Auto Club, are the place to be from April through October. These free, family‑friendly events draw hundreds of classic, vintage, custom, and exotic cars—and the community that loves them.
10. Green Mountain Car Show – Winooski, Vermont
Late-Summer Classic Car Event
Date: August 17, 2025
Get ready to cruise back in time at the Vermont Antique & Classic Car Meet, hosted by the Vermont Auto Enthusiasts! Held Friday–Sunday, August 8–10, 2025, at scenic Farr’s Field in Waterbury, VT, this annual showcase highlights everything from Brass‑Era vehicles and vintage Mustangs to military rigs, tractors, and exotic classics.
Wrapping Up: Plan Your New England Car Show Adventure
New England car shows offer something for every auto enthusiast, from classic car events and vintage car shows to festival-like, family-friendly car gatherings. Each event brings its own unique spin—whether it’s the grandeur of Newport, the energy of Boston, or the mountain charm of Vermont.
Planning your visit is a surefire way to create unforgettable memories, meet other enthusiasts, and discover rare vehicles from across the region. Mark your calendars for these 2025 New England car shows, and don’t miss out on a single moment of the action.
Looking for more guides to family-friendly events and local happenings? Follow us on Facebook for the latest updates, or connect with our team for any insurance-related questions you may have. We’re here to support your adventures, on the road and off!
Previous Post