Boston Cup Classic Car Show

Join Us at Our Next Event!

September 29, 2024

Come celebrate with us the innovations over time of design, speed, engineering, safety, and artistry.

When the Trustees of the Reservation discontinued the annual September Castle Hill Concours d’Elegance in 2003 after 8 years, I felt a loss. When I attended the “Speed, Style and Beauty: Cars from the Ralph Lauren Collection” at the Museum of Fine Arts in 2005, I was inspired. So were other car guys, who agreed to help me put together a combination of these two events. It took 7 years, but September 23, 2012 was the inaugural Classic Car Show on the Boston Common around the Parkman Bandstand where we captured the best of these two events with “People and Vehicles of Special Interest.”

Entering its 13th year, The Boston Cup, is considered to be among the top five Classic Car Shows in the country and is the only car show of its caliber in the Northeast. With over 30,000 people in attendance and a 1,000 VIP’s, The Boston Cup continues to draw and delight car enthusiasts from all over New England and beyond.