Winchester, MA

Travel Guide

Winchester Town Hall and First Congregational Church at Winchester Center Historic District panorama in downtown Winchester, Massachusetts, USA.
Aerial view of Winchester Center Historic District and First Congregational Church panorama in downtown Winchester, Massachusetts, USA.
Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.
Winchester
Winchester
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is NT$4,921 per night from Apr 5 to Apr 6
NT$4,921
NT$7,032 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,542 reviews)
nice location

Reviewed on 2026/3/27

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
The price is NT$5,256 per night from Apr 5 to Apr 6
NT$5,256
NT$7,421 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (3,127 reviews)
The room was clean and comfortable. Location was excellent being able to walk to many food options.

Reviewed on 2026/3/26

Hilton Boston Park Plaza
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is NT$4,060 per night from Apr 5 to Apr 6
NT$4,060
NT$5,816 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,092 reviews)
Amazing restaurant, TAMO. Order the lobster linguini, the expresso martinis are to die for!

Reviewed on 2026/3/27

Seaport Hotel Boston
See all 4,136 properties in Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Temple Place Suites

Temple Place Suites

2.5 out of 5
29 Temple Place Boston MA
Stay at this apartment in Boston. Enjoy free WiFi, laundry facilities, and cable TV channels. Popular attractions Boston Common and New England Aquarium are ...
7.2/10 Good! (343 reviews)
There's no laundry in the property, and the elevator is broken for half of the stay. The staff did a good job of replying.

Reviewed on 2026/3/25

Temple Place Suites
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
8 Harrison Ave Boston MA
Book a stay at this business-friendly aparthotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful ...
8/10 Very Good! (674 reviews)
The kitchen was well-stocked and the room was amazing! The check-in should be smooth but I had booked an early check in, called 6 weeks prior to arrival to confirm, received an email confirmation and called again to confirm an early check in, and had to sit in the lobby while the company that handles ...

Reviewed on 2026/3/26

Global Luxury Suites Downtown Boston
Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston

3.5 out of 5
3 Mckinley Square Boston MA
Stay at this condo in Boston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (623 reviews)
Hotel is in the perfect area to go to Faneuil hall as well as to the north end everything’s in walking distance multiple restaurants you can eat high-end or very inexpensive fun time for all

Reviewed on 2026/3/10

Marriott Vacation Club® at Custom House, Boston
See all properties in Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Nighttime baseball game at Fenway Park showcasing a vibrant atmosphere in Boston, Massachusetts

Fenway Park

4.5/5(2,543 reviews)

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

Fenway Park
Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies

Harvard University

4.5/5(1,982 reviews)

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

Harvard University
Boston Common showcases lush greenery and city skyline under a clear blue sky during a sunny day

Boston Common

4.5/5(4,842 reviews)

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.

Boston Common
Boston's Zakim Bridge

TD Garden

4.5/5(1,815 reviews)

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden
Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

4.5/5(400 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium
New England Aquarium featuring marine life

New England Aquarium

4.5/5(1,698 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

Cities near Winchester

Medford

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Woburn

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Boston

Boston