Vintage Cars, Rolls-Royces and Supercars to Rent in Boston

Boston is the right city for an old car. Brookline is home to the oldest motorcar collection in the country, Back Bay’s hotels have been hosting grand occasions for more than a century, and every October the trees turn the whole region into a backdrop. This guide covers the cars you can book for Boston, from vintage Rolls-Royces for a Copley Square wedding to supercars for a foliage drive and party buses for Fenway. Every car shown is a real car, and the lists update themselves as new cars join.

Boston at a glance

Vintage and classic car rental in Boston

Few cities take old cars as seriously. The Larz Anderson Auto Museum in Brookline keeps the oldest motorcar collection in the United States in an 1888 carriage house, and from May to October its lawn fills on weekends for themed shows such as British Car Day. Each July the Misselwood Concours d’Elegance brings rare cars to Endicott College in Beverly. For a wedding or a portrait, a pre-war Packard or a 1960s Silver Cloud suits the brick and brownstone of Back Bay and Beacon Hill. Our guides to 1930s cars and classic and vintage wedding cars help you choose.

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Rolls-Royce rental in Boston

A Rolls-Royce Silver Cloud looks made for Boston: long, quiet and elegant against old brick. For a modern look, a Phantom or a Ghost carries the bride in comfort, and a stretch Phantom keeps the wedding party together. Compare them in our top 10 classic Rolls-Royce wedding cars and top 10 Rolls-Royce wedding cars.

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Wedding cars in Boston

Boston’s wedding hotels have history built in. The Fairmont Copley Plaza opened in Back Bay in 1912, on the original site of the Museum of Fine Arts. The Omni Parker House has been open since 1855, making it the longest continuously operating hotel in America, and Boston cream pie was created in its kitchen. Between the ceremony and the reception, the Public Garden makes a beautiful stop for photos: it opened in 1837 as America’s first public botanical garden, and its Swan Boats have been gliding on the lagoon since 1877. Across Copley Square, the Boston Public Library’s McKim Building of 1895 has a courtyard modeled on a Roman palazzo, and Beacon Hill’s cobbled Acorn Street, one of the most photographed streets in the country, is another classic backdrop for portraits. For the send-off, see our getaway car guide.

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Sports cars and supercars for foliage season

Outside the Berkshires, Massachusetts foliage usually peaks in late October, and there’s no better excuse for a drive. A sports car makes the most of a crisp, bright day, and an exotic makes a milestone birthday or an anniversary unforgettable.

See every option: Sports Car Rental in Boston

See every option: Exotic Car Rental in Boston

Graduations, game days and the Head of the Charles

Boston’s calendar keeps chauffeured cars busy. Harvard holds its Commencement on a Thursday in late May in Tercentenary Theatre, and graduations at the city’s other colleges fill the weeks around it. Fenway Park, opened in April 1912, is the oldest ballpark in Major League Baseball, and a party bus is the easy way to get a group there and back. In October, the Head of the Charles Regatta draws enormous crowds to the riverbanks: 400,000 spectators came for its 50th edition. For proms and nights out, here’s how many people fit in a party bus.

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See every option: Party Bus Rental in Boston

Boston through the year

• May: Lilac Sunday at the Arnold Arboretum on Mother’s Day, Harvard Commencement late in the month, and the start of the Larz Anderson lawn season.
• June to September: summer weddings, with the Misselwood Concours each July.
• October: the Head of the Charles and the late-October foliage peak. Book early for both.
• November to April: holiday parties and winter weddings. Closed cars and chauffeured sedans make the most sense.

Questions people ask

Can I rent a vintage Rolls-Royce for a Boston wedding?

Yes. The Rolls-Royces above are real cars you can book for Boston, from classic Silver Clouds to modern Phantoms, and the list updates itself as new cars join.

When is the best time for fall foliage photos around Boston?

Outside the Berkshires, Massachusetts foliage usually peaks in late October. Book the car early for those weekends.

Can I book a car for Harvard Commencement or another graduation?

Yes. A chauffeured car or a limousine keeps the family together on the day. Harvard’s Commencement is on a Thursday in late May, so book as early as you can.

Where can I see classic cars around Boston?

The Larz Anderson Auto Museum in Brookline, home to the oldest motorcar collection in the country, holds lawn events on weekends from May to October. The Misselwood Concours d’Elegance is held each July at Endicott College in Beverly.