Events & Highlights
Upcoming Events
Benny’s Planes, Tanks & Automobiles - June 27, 2026
Can't commit to the Benny 500 but you still want to join in on the fun and fundraising? Join us on June 27th, 2026 at the American Heritage Museum for the last day of the Benny 500 Tour. Watch the tour cars roll in, or join us at the Wellsworth Hotel at 9 AM and join the last leg of the Tour! Enjoy some great food, specialty parking for your classic, museum passes and great company! This is a rain or shine event. Money raised will support the Bennett Automotive Foundation and their Gearheads Initiative. Event opens at 10:00 AM, Tour cars arrive around 10:30 AM.
Adult Ticket-$105 / Child Ticket-$95
All tickets include:
Specialty parking for your classic vehicle
Catered BBQ Lunch including pulled pork, cheeseburger, country fried chicken, orzo pasta salad, fries and cornbread
Beverages
Ice Cream Sundae
Museum Ticket
2026 Benny 500 - June 23-27, 2026
Get ready to rev your engines for the 2026 Benny 500 Berkshire Mountains Tour! This isn't just a drive; it's an immersive journey through charming towns, past world-class cultural attractions, and along stunning scenic byways, promising an unforgettable adventure for every car enthusiast and nature lover.
Recent Event Highlights
Bennett Automotive Foundation at the Woo Sox (September 2025)
We were honored on the field at the Woo Sox in September. This was also the first time there was ever a Packard in Polar Park! It was a great game for our hometown of Rutland and we are so appreciative of all of the support!
Benny 50 Ice Cream Tour (August 2025)
We hosted our first Benny 50 Tour through the back roads of Central Massachusetts. This tour boasted over 20 antique vehicles and lots of happy children enjoying ice cream!
Drive-In Movie Night (July 2025)
This summer we hosted our second annual 'Drive-in Movie' night at Parker's Packards. About 50 spectators enjoyed viewing Back to the Future on the big screen outside.
2025 Benny 500-Stowe, VT Tour (June 2025)
Our inaugural Benny 500 Tour in June 2025 was a tremendous success, taking nine vintage cars on a 500-mile family adventure through New England. The tour kicked off in Massachusetts and continued through covered bridges and scenic back roads in New Hampshire's Sunapee region before a fantastic feast in Stowe, Vermont. A highlight of the trip was conquering the challenging Smuggler's Notch mountain pass and riding a gondola to the summit of Mount Mansfield for lunch at the renowned Cliff House Restaurant. We returned to Massachusetts along the famously scenic Vermont 100, stopping for local cheese and to admire iconic movie cars before celebrating the end of our journey. The tour wrapped up with a "Cars and Coffee" event, but the most rewarding part of the entire adventure was sharing the experience with our youngest enthusiasts, making this inaugural tour an unforgettable one.
Parker's Packards Classic
The Bennett Automotive Foundation was introduced at the Parker's Packards Classic on July 14, 2024. There were many antique cars in attendance that the kids were able to view. Parker's Packards 1936 Packard Sedan and Kenny Freiner's 1926 Packard Touring could be seen giving kids rides up and down River Road. There was an ice cream truck with goodies for all to enjoy. All in all, it was a very successful day!
Stay tuned for upcoming events. If you would like to make a dontation in the meantime, please visit our donation page.
