Winchester Holidays
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Your Winchester Holiday
Lock in a Winchester holiday package that has everything you need and no unnecessary extras. Great for nightlife, shopping and bars and pubs, consider staying in the neighbourhood of Downtown Boston. You'll want to sightsee during your trip to Winchester. Drop by leading attractions such as Harvard Square, Harvard University and Bentley College. Expedia is here to help you escape your daily routine. Tailor your holiday to Winchester to match your travel style, whatever that may be.
Winchester Holiday
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 21,400 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | New England Aquarium, Boston Museum of Fine Arts and Museum of Science |
Our pick of the best Winchester Hotel Deals
Seaport Hotel Boston
:)
Reviewed on 2 Dec 2025
citizenM Boston North Station
they should keep water bottles in the room to drink
Reviewed on 29 Nov 2025
Omni Boston Hotel at the Seaport
Room was clean and modern. The coffee shop in the lobby was pretty good. Walking distance to snow port. Did not like all the surprise charges for various taxes that totaled another $150.
Reviewed on 3 Dec 2025
Discover the most popular places to visit in Winchester
Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Boston Common
The oldest public park in the United States, Boston Common is the ideal place to relax, unwind and soak up some history.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
What to do in Winchester
Go City: Boston All-Inclusive Pass with 45+ Attractions
LEGO Discovery Center Boston Admission Ticket
