
Winthrop Vacations from $293
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Your Winthrop Vacation
There's no better way to escape than with one of our vacation packages to Winthrop. The rich history and coastal scenery are a couple of the countless reasons to visit this captivating city. Fill your free time with tours of Boston Common, Faneuil Hall Marketplace and Copley Place, some of the top attractions you simply have to see during your trip to Winthrop. Check out Expedia's extensive range of travel options and start planning your ideal vacation to Winthrop now.
The Latest Winthrop vacation packages

Even Hotels Manchester Airport by IHG
Reviewed on Aug 19, 2025

Motel 6 Danvers, MA - Boston North
Reviewed on Aug 19, 2025

Raffles Boston
Reviewed on Aug 11, 2025

DoubleTree by Hilton Boston North Shore
Reviewed on Aug 18, 2025

Fairfield Inn & Suites by Marriott Plymouth
Reviewed on Aug 5, 2025
Discover the most popular places to visit in Winthrop

Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Boston Common
The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.
What to do in Winthrop

Boston CityPASS®: Admission to Top 4 Attractions

Liberty, Freedom, and Revolution: American History Tours Bundle
Winthrop Hotel Deals

citizenM Boston North Station
Reviewed on Aug 19, 2025

Seaport Hotel Boston
Reviewed on Aug 17, 2025

Omni Boston Hotel at the Seaport
Reviewed on Aug 18, 2025
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