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Pahk the Cah, Grab a Coat 💖3 Nights in Boston in the $200s

If You’re Gonna Be Cold, Be Wicked Cool About It 🤩 Flights Included

From $256

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Published by

Katrina Kerr·2 hours ago

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Boston in winter is peak New England charm. Think festive holiday markets, ice skating on the Frog Pond, ducking into museums and wandering historic streets that somehow look even better with a little snow.

You’ll be staying at Staypineapple Boston (4.2/5 on TripAdvisor). aka the perfect home base for all things Boston. It’s right in Back Bay, which means you’re steps from the Freedom Trail, great shopping, and great places to eat. Everything you want is basically right outside the door.

Inside, it’s all modern comfort with Staypineapple’s signature touches (yes, The Naked Experience and we’ll let you discover that on your own). It’s warm, stylish, and ideal for relaxing after a long day of sightseeing… or quietly practicing your Boston accent where no one can judge you.

Highlights

Deluxe Room

Flights included

Free Extras

Great Food

Great for Couples

Great for Groups

Highly-Rated

Pet Friendly

Nonstop Flights

See All Highlights

Departure

Miami
Orlando
New York City
Chicago
Philadelphia
Nashville
Savannah
Washington
Dallas

Destination

Boston

Details

From Philadelphia ($292)

From Nashville ($312)

From Savannah ($312)

From Washington ($316)

From Dallas ($345)

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuations and changes at any time.

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