Winchester Hotels from S$155

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Top 10 trending Winchester hotels

Our top choices for Winchester hotels

Found Hotel Boston Common

2.5 star property
8.4 out of 10, Very good, (1213)
"The location was great. The staff was very friendly and supportive. "
The price is S$254
includes taxes & fees
1 Sept - 2 Sept
Found Hotel Boston Common

Midtown Hotel

2.0 star property
7.4 out of 10, Good, (1004)
"All good "
The price is S$249
includes taxes & fees
25 Aug - 26 Aug
Midtown Hotel

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3272)
"Fantastic staff and service highly recommend staying there!"
The price is S$233
includes taxes & fees
1 Sept - 2 Sept
Seaport Hotel Boston

Lakeside Inn

2.0 star property
7.4 out of 10, Good, (2160)
"nice stay, liked the room and bed, breakfast could have been better, "
The price is S$167
includes taxes & fees
3 Sept - 4 Sept
Lakeside Inn

Oasis Guest House

2.5 star property
9.6 out of 10, Exceptional, (1242)
"Beautiful spot, great rates, very friendly and helpful. I would stay there again. "
The price is S$319
includes taxes & fees
28 Aug - 29 Aug
Oasis Guest House

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1327)
"Location was the best and the staff and room were top tier!"
The price is S$281
includes taxes & fees
1 Sept - 2 Sept
Aloft by Marriott, Boston Seaport District

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2500)
"Wonderful stay!"
The price is S$302
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Boston Seaport District

Hyatt Centric Faneuil Hall Boston

4.0 star property
9.0 out of 10, Wonderful, (1154)
"Great place!!"
The price is S$293
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Faneuil Hall Boston

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2118)
"Great place to stay"
The price is S$341
includes taxes & fees
1 Sept - 2 Sept
The Westin Boston Seaport District

Copley House

3.0 star property
9.0 out of 10, Wonderful, (1779)
"Wonderful place to stay in Cambridge."
Copley House

Canopy By Hilton Boston Downtown

4.0 star property
9.6 out of 10, Exceptional, (1002)
"Lovely hotel in a great location "
The price is S$329
includes taxes & fees
1 Sept - 2 Sept
Canopy By Hilton Boston Downtown

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (2096)
"Great stay "
The price is S$282
includes taxes & fees
1 Sept - 2 Sept
Hyatt Place Boston/Seaport District

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3800)
"Great place to stay!"
The price is S$225
includes taxes & fees
1 Sept - 2 Sept
Copley Square Hotel, a FOUND Hotel

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (1657)
"Love staying here"
The price is S$282
includes taxes & fees
1 Sept - 2 Sept
citizenM Boston Back Bay

The Godfrey Hotel Boston

4.0 star property
9.4 out of 10, Exceptional, (4330)
"Great location wonderful staff and nice rooms. "
The Godfrey Hotel Boston

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1005)
"We had a short overnight stay, super comfy beds, beautiful resort and very convenient location across street from the heach. "
The price is S$233
includes taxes & fees
1 Sept - 2 Sept
Nantasket Beach Resort

Hyatt Regency Boston

4.0 star property
9.0 out of 10, Wonderful, (1584)
"Great hotel "
The price is S$394
includes taxes & fees
26 Aug - 27 Aug
Hyatt Regency Boston

Battery Wharf Hotel, Boston Waterfront

4.5 star property
8.6 out of 10, Excellent, (1634)
"Fantastic property in a great location "
Battery Wharf Hotel, Boston Waterfront

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very good, (3195)
"Very nice hotel and love the location"
The price is S$317
includes taxes & fees
1 Sept - 2 Sept
Hilton Boston Park Plaza

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3850)
"Excellent stay, will visit again!"
The price is S$321
includes taxes & fees
1 Sept - 2 Sept
Omni Boston Hotel at the Seaport
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.
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Hotels near Winchester Attractions

Learn more about Winchester

Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.

Top Winchester Hotel Reviews

Frequently asked questions

What's the best place to stay in Winchester?

Located 8.6 mi (13.9 km) from the heart of Winchester, Seaport Hotel Boston is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Omni Boston Hotel at the Seaport and citizenM Boston North Station. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer, including the football matches and lake views. TD Garden, Fenway Park and New England Aquarium are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

The picturesque setting of Middlesex Fells Reservation and Winter Pond exemplify the area's natural beauty. Additionally, you'll find TD Garden and Fenway Park in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

How can I get around Winchester?

To venture out into the surrounding area, ride one of the trains from Winchester Station or Winchester Wedgemere Station. If you want to venture out around the area, you may want a rental car in Winchester for your journey.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.