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
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is NT$8,027 per night from May 25 to May 26
NT$8,027
NT$10,418 total
May 25 - May 26
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! (4,334 reviews)
Excellent service

Reviewed on 2026/5/12

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is NT$3,981 per night from May 25 to May 26
NT$3,981
NT$4,636 total
May 25 - May 26
includes taxes & fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,616 reviews)
This was such a fun location and a great way for people to share a room and save some money in downtown Boston. We loved the experience, the hotel, and the staff. 10/10. Would stay here again!

Reviewed on 2026/5/11

The Revolution Hotel
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$5,377 per night from May 29 to May 30
NT$5,377
NT$7,542 total
May 29 - May 30
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! (4,662 reviews)
Great staff, great beautiful property. Only thing was a few surprise charges not expected. Other than that was a great stay

Reviewed on 2026/5/12

Omni Boston Hotel at the Seaport
See all 4,196 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.
Premier Suites - Bay Village

Premier Suites - Bay Village

2 out of 5
1-3-5 Cortes Street Boston MA
Stay at this aparthotel in Boston. Enjoy free WiFi and laundry facilities. Popular attractions Copley Square and Boston Common are located nearby.
6.2/10 (276 reviews)
Only after booking was I made aware there is no desk, no luggage check, no elevator and no room bathroom (1 shared bathroom for floor units). Stairs leaning near collapse, wallpaper falling off the wall, detached floor unit for AC and heat, fire alarm with bad battery beeped during entire stay, no ...

Reviewed on 2026/5/10

Premier Suites - Bay Village
Crescent Suites Hotel

Crescent Suites Hotel

3 out of 5
287 Crescent Street Waltham MA
Book a stay at this business-friendly aparthotel in Waltham. Enjoy a fitness center, a business center, and a garden. Our guests praise the helpful staff and ...
9.6/10 Exceptional! (1,195 reviews)
Nice spacious room

Reviewed on 2026/5/11

Crescent Suites Hotel
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 Faneuil Hall Marketplace ...
7/10 Good! (369 reviews)
Worst hotel experience I've ever had. The electricity in my room went out on the first night and when I contacted the front desk, they told me to fix it myself because they had no electrician. No electrician. At a hotel. I then had to wait an unreasonably long time just to be moved to another room. ...

Reviewed on 2026/5/10

Temple Place Suites
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

Fenway Park

Fenway Park

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

Fenway Park
Harvard University

Harvard University

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

Harvard University
Gillette Stadium

Gillette Stadium

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

Gillette Stadium
Boston Common

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.

Boston Common
New England Aquarium

New England Aquarium

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

New England Aquarium
Copley Square

Copley Square

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

Copley Square

Cities near Winchester

Historic Kirby Mill, circa 1778, Medford, New Jersey

Medford

Woburn

Woburn

Boston

Boston