Winchester, MA

Travel Guide

Skyline of Boston
Skyline of Boston
The art of stones... was it natural or by man? Doesn't matter as long as it attracted my attention. Art is abstract!!! #hiking
Path #hiking
Silent place for hiking, kind of meditation for me... PEACEFUL MIND! #hiking
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is AED 384 per night from Jan 25 to Jan 26
AED 384
AED 572 total
25 Jan - 26 Jan
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! (3,902 reviews)
Front desk and staff amazing and friendly.

Reviewed on 17 January 2026

Seaport Hotel Boston
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (6,164 reviews)
Great staff place was clean and accommodating

Reviewed on 18 January 2026

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Harborside Inn Of Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
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! (2,406 reviews)
This was good for a quick stay. The single room was small, but comfortable and had everything you’d need in a hotel. The only problem I had was with parking. Although it is mentioned that there is no parking lot, I was not aware that my only feasible option was staying in a parking garage for an ...

Reviewed on 20 January 2026

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The Revolution Hotel
See all 4,020 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.
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 ...
7.8/10 Good! (646 reviews)
Great place! We will back soon!

Reviewed on 17 January 2026

Global Luxury Suites Downtown Boston
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3 out of 5
28 Fenway Boston MA
Stay at this apartment in Boston. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Fenway Park and Copley Square are located ...
8.6/10 Excellent! (335 reviews)
Amazing

Reviewed on 1 January 2026

Maverick Suites at 28 Fenway
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 ...
7/10 Good! (329 reviews)
Hospitality from the staff… easy check in close to everything… very quiet which I loved…

Reviewed on 2 January 2026

Temple Place Suites
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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

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

Boston Common

4.5/5(4,786 reviews)

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

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

Fenway Park

4.5/5(2,499 reviews)

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

Fenway Park
Aerial Boston at Night

TD Garden

4.5/5(1,780 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(388 reviews)

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

Gillette Stadium
Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies

Harvard University

4.5/5(1,966 reviews)

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

Harvard University
New England Aquarium featuring marine life

New England Aquarium

4.5/5(1,678 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