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The Boston Cup: A Car Show on the Boston Common

| February 27, 2024 |
The Boston Cup

What is the Boston Cup?

The Boston Cup is an elegant, unique, and accessible classic car show that takes place in Boston, Massachusetts. Part of why this show is so unique is because of its urban location. With the show cars encircling the historic Parkman Bandstand in the center of the Boston Common, you see a 360-degree backdrop of the Boston skyline. In its 13th year, the ‘Car Show on the Common’ has been regarded as one of the top shows in New England.

Brief History of The Boston Cup

With the help of fellow car enthusiasts, Rich Doucette decided to fill the void that was left behind in the car show world when the ‘Castle Hill Concours d’Elegance’ was discontinued. Being a Boston local, Rich was able to get unique permission to have the show in the middle of Boston, encircling the iconic Parkman Bandstand. Starting in September of 2012, 2024 marks the show’s 13th year.

Rich Doucette - Founder of the Boston Cup
Rich Doucette – Founder of the Boston Cup Car Show

What kind of cars are at the Boston Cup?

For the most part, this is a diverse car show, featuring classic cars and limited-edition modern cars. Being a selective, invite-only show, the field consists of the top 100 entrants, filling out a handful of different classes. Depending on the year, we’ve seen everything from Porsche racecars to Packards.

When is it?

This year, the show is scheduled to be on September 29th, 2024.

How can I enter my car?

This is an invite-only car show, meaning, that to enter your car, you have to submit a request beforehand. The show is pretty competitive, only taking 100 cars, of varying classes and categories. You can fill out a request form to enter your car here.

Past Winners

2023 Boston Cup Winners

Best in Show – 1970 Ferrari Dino 246 (L-Series)

Owned by: Bradley Chase

Chairman’s Award – 1926 Sunbeam 3-litre Super Sport

Owned by: Nick Grewal

See the rest of the 2023 Boston Cup Winners Here

2023 Boston Cup Winner
2023 Winner – 1970 Ferrari Dino 246
The Boston Cup
2022 Winner – 1950 Ferrari 195 Inter

2022 Boston Cup Winners

Best in Show – 1950 Ferrari 195 Inter, body by Ghia

Owned by: Sally and Roger Demler

Best German – 1958 Mercedes 190SL

Owned by: Robert Vail

Best American – 1957 Ford Thunderbird

Owned by: Arthur Gutierrez

See the rest of the 2022 Boston Cup Winners Here

2021 Boston Cup Winners

Best in Show – 1931 Duesenberg Willoughby J-368

Owned by: Leonard Worden

2nd Place Best in Show – 1947 Chrysler Town & Country

Owned by: David Gaunt

See the rest of the 2021 Boston Cup Winners Here

2021 Boston Cup Winner
2021 Winner – 1931 Duesenberg Willoughby J-368

Photos courtesy of Shoot for Details

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