Winchester Hotels from S$117

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Our top choices for Winchester hotels

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,365 reviews)
"clean room, nice staff, amazing bar food!"
United States
Gabriel
The price is S$158
includes taxes & fees
1 Mar - 2 Mar
citizenM Boston Back Bay

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
2.0 star property
Back Bay
7.6 out of 10, Good, (1,012 reviews)
"Very clean and nice rooms. The hotel staff is also very kind."
United States
James
The price is S$158
includes taxes & fees
2 Mar - 3 Mar
The Midtown Hotel MOD Collection by Sonesta

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,041 reviews)
"Beautiful hotel, excellent staff and really nice location."
United States
Brad
The price is S$253
includes taxes & fees
1 Mar - 2 Mar
Seaport Hotel Boston

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,501 reviews)
"Beautiful hotel!"
United States
Suzanne
The price is S$221
includes taxes & fees
1 Mar - 2 Mar
Omni Boston Hotel at the Seaport

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,334 reviews)
"Always a great stay!"
United States
Monica
The price is S$199
includes taxes & fees
25 Feb - 26 Feb
Hyatt Place Boston/Seaport District

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (6,322 reviews)
"great place to stay! "
United States
Jessica
The price is S$238
includes taxes & fees
13 Mar - 14 Mar
Harborside Inn Of Boston

YOTEL Boston

YOTEL Boston
4.0 star property
Seaport District
8.6 out of 10, Excellent, (2,440 reviews)
"We love this place. Great hotel in a very nice location."
United States
Daniel
The price is S$233
includes taxes & fees
1 Mar - 2 Mar
YOTEL Boston

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (4,901 reviews)
"Amazing hotel very clean , very friendly staff."
United States
peter j
The price is S$243
includes taxes & fees
25 Feb - 26 Feb
The Godfrey Hotel Boston

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (7,095 reviews)
" a great stay"
United States
Lisa Saad
The price is S$218
includes taxes & fees
1 Mar - 2 Mar
The Dagny Boston

Renaissance® Boston Seaport District

Renaissance® Boston Seaport District
4.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean room, very kind staff at the restaurant. "
United States
lina
The price is S$264
includes taxes & fees
1 Mar - 2 Mar
Renaissance® Boston Seaport District

The Revolution Hotel

The Revolution Hotel
3.5 star property
South End
9.0 out of 10, Wonderful, (2,497 reviews)
"I would stay here again. Great location,nice bar/restaunt "
United States
Ronan
The Revolution Hotel

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End
8.8 out of 10, Excellent, (1,782 reviews)
"Great hotel and nice view room!"
United States
Peter
The price is S$224
includes taxes & fees
8 Mar - 9 Mar
Battery Wharf Hotel, Boston Waterfront

The Hotel Salem

The Hotel Salem
3.0 star property
Downtown Salem
9.2 out of 10, Wonderful, (1,003 reviews)
"Super nice staff, fantastic brunch, great location! "
United States
FlorIvette
The price is S$149
includes taxes & fees
25 Feb - 26 Feb
The Hotel Salem

Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,425 reviews)
"Clean room, great bar and breakfast options and good location. "
United States
Bianca
The price is S$192
includes taxes & fees
8 Mar - 9 Mar
Aloft by Marriott, Boston Seaport District

Moxy Boston Downtown

Moxy Boston Downtown
3.5 star property
Bay Village
8.8 out of 10, Excellent, (1,048 reviews)
"Clean rooms, friendly staff, nice bar area. "
United States
Jessica
The price is S$183
includes taxes & fees
8 Mar - 9 Mar
Moxy Boston Downtown

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,890 reviews)
"Amazing place to stay! "
United States
Yohlman
The price is S$237
includes taxes & fees
1 Mar - 2 Mar
Hyatt Regency Boston

Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center
3.0 star property
South End
7.8 out of 10, Good, (1,541 reviews)
"Nice place to stay "
United States
Yvenson
The price is S$141
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn & Suites Boston Crosstown Center

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4,389 reviews)
"Great service, good location for tourism, and clean rooms!"
United States
Ivan Alexander
The price is S$171
includes taxes & fees
1 Mar - 2 Mar
citizenM Boston North Station

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers
3.0 star property
Danvers
8.6 out of 10, Excellent, (1,007 reviews)
"Room was nice"
United States
Kevin
The price is S$143
includes taxes & fees
2 Mar - 3 Mar
Sonesta Select Boston Danvers

Hyatt Centric Faneuil Hall Boston

Hyatt Centric Faneuil Hall Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (1,321 reviews)
"Courteous and helpful staff, clean rooms and great location for exploring on foot. "
Canada
Jordan
The price is S$241
includes taxes & fees
1 Mar - 2 Mar
Hyatt Centric Faneuil Hall Boston
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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Stay near popular 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.

Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

Top Winchester Hotel Reviews

More cheap stays in Winchester

Frequently asked questions

What's the best place to stay in Winchester?
Located 7.7 mi (12.4 km) from the heart of Winchester, Harborside Inn Of Boston is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are The Revolution Hotel and The Langham, Boston. 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 are some accommodation options with pools in Winchester?
The Langham, Boston: Hotel, 4-minute walk from Boston Harbor. Provides a sauna, an indoor pool and complimentary high-speed (wired) Internet access. Omni Boston Hotel at the Seaport and Seaport Hotel Boston are two additional hotels with an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors can enjoy all that Winchester has to offer, including the football matches and lake views. Fenway Park, Encore Boston Harbor and TD Garden are some of the top sights around the area. In Winchester, there are 5 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
A couple of favourite places to visit are Winter Pond and Middlesex Fells Reservation. Additionally, you'll find Fenway Park and Encore Boston Harbor 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.

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