Winchester
Travel Guide





Visit Winchester

Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
The price is CA $187 per night from Nov 22 to Nov 23
CA $187
CA $276 total
Nov 22 - Nov 23
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. ...

The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Dec 16 to Dec 17
CA $129
CA $150 total
Dec 16 - Dec 17
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 ...

Seaport Hotel Boston
1 Seaport Lane Boston MA
The price is CA $245 per night from Nov 24 to Nov 25
CA $245
CA $335 total
Nov 24 - Nov 25
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 ...
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.

Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
Winchester MA
Stay at this apartment in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Encore Boston Harbor and MarketStreet Lynnfield ...
7.4/10 Good! (31 reviews)
"If a windowless, serene, basement bachelor pad with washer/dryer, easy parking and quick access to I93 sounds good, you’ll love this place. I lived in it for four months and it was perfect for my needs."
Reviewed on May 11, 2026

Train to Boston! Cozy Apartment in Winchester
Winchester MA
Stay at this apartment in Winchester. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Harvard Square and Encore Boston Harbor are located ...
10/10 Exceptional! (5 reviews)
"Thanks! We had a lovely stay."
Reviewed on Oct 13, 2026

Crescent Suites Hotel
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! (1,359 reviews)
"This suite was perfect for my travels. Total independence. No one bothered me. The guy at the desk let me know how to reach him if nec. I was there in Fall and esp loved being up against the woods and next to the Charles River. A+ place to stay,"
Reviewed on Nov 14, 2026
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.
Stay near popular Winchester attractions
Things to do

Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $69
per adult
90% of travellers recommend

Boston CityPASS®: Admission to Top 4 Attractions
CA $119
per adult
92% of travellers recommend

History and Hauntings of Salem Guided Walking Tour
CA $57
per adult
98% of travellers recommend

Go City: Boston All-Inclusive Pass with 45+ Attractions
CA $101
per adult
80% of travellers recommend

City Cruises Boston: Historic Sightseeing Cruise
CA $52
per adult
92% of travellers recommend

Boston Harbor Sightseeing Cruise
CA $72
per adult
80% of travellers recommend
- Fenway Park
- Harvard University
- TD Garden
- Copley Square
- Boston Common
- Harvard Square
- Encore Boston Harbor
- Faneuil Hall Marketplace
- Boston Harbor
- Massachusetts Institute of Technology
- New England Aquarium
- Boston College
- Massachusetts General Hospital
- Salem Witch Museum
- Hynes Convention Center
- Newbury Street
- Boston Children's Hospital
- Boston Museum of Fine Arts
- Quincy Market
- The Freedom Trail
- Revere Beach
- Berklee College of Music
- Burlington Mall
- Boston Marathon Finish Line
- Citizens Opera House


