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 SAR 579 per night from Apr 5 to Apr 6
SAR 579
SAR 827 total
5 Apr - 6 Apr
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! (4,549 reviews)
Very nice

Reviewed on 28 March 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is SAR 477 per night from Apr 5 to Apr 6
SAR 477
SAR 684 total
5 Apr - 6 Apr
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! (4,116 reviews)
Clean rooms and great location

Reviewed on 31 March 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
The price is SAR 672 per night from Apr 5 to Apr 6
SAR 672
SAR 935 total
5 Apr - 6 Apr
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! (3,136 reviews)
The heater was so loud, I couldn’t sleep well.

Reviewed on 1 April 2026

Hilton Boston Park Plaza
See all 4,094 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! (345 reviews)
The Suites are a great spot, centrally located downtown. Easy access to mass transit, zero street noise, and very secure rooms. Shared water pressure/hot water can make having a consistently hot shower a bit of a gamble, but the shower are private, with locks.The room was very private, one window ...

Reviewed on 29 March 2026

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! (678 reviews)
Great location with everything we needed.

Reviewed on 30 March 2026

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! (624 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 10 March 2026

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

Fenway Park

Fenway Park

4.5/5(2,543 reviews)

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park
Harvard University

Harvard University

4.5/5(1,982 reviews)

Walk around the campus of Harvard University, a top college in Boston. Amble around this vibrant area's riverfront or experience its acclaimed art scene.

Harvard University
Boston Common

Boston Common

4.5/5(4,842 reviews)

After visiting Boston Common, make a plan to see the other sights and activities in Boston. Discover the fascinating museums in this vibrant area, or seek out the local tours.

Boston Common
Gillette 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

New England Aquarium

4.5/5(1,698 reviews)

Take the family to visit the sea creatures at New England Aquarium and learn why this is a favorite attraction in Boston. Stroll along the waterfront or attend a sporting event in this vibrant area.

New England Aquarium
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

Cities near Winchester

Boston

Boston