Winchester Hotels from S$130

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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, (2,534 reviews)
"Excellent hotel "
United States
Laura
The price is S$243
includes taxes & fees
12 Apr - 13 Apr
citizenM Boston Back Bay

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,155 reviews)
"it was a great stay- would definitely come again!"
Canada
Sandra
The price is S$268
includes taxes & fees
10 May - 11 May
Seaport Hotel Boston

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
2.0 star property
Back Bay
8.6 out of 10, Excellent, (186 reviews)
"Breakfast was delicious and the room was very clean."
United States
Vicenta
The price is S$310
includes taxes & fees
12 Apr - 13 Apr
The Midtown Hotel MOD Collection by Sonesta

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,355 reviews)
"Great stay great location "
United States
Stefanie
The price is S$236
includes taxes & fees
12 Apr - 13 Apr
Hyatt Place Boston/Seaport District

YOTEL Boston

YOTEL Boston
4.0 star property
Seaport District
8.6 out of 10, Excellent, (2,472 reviews)
"Great hotel to stay in, lots of places to eat and close to the airport. "
United Kingdom
Stephen
The price is S$302
includes taxes & fees
12 Apr - 13 Apr
YOTEL Boston

Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,857 reviews)
"Great stay!"
United States
Cecilia
The price is S$225
includes taxes & fees
12 Apr - 13 Apr
Hampton Inn Boston Seaport District

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College
3.5 star property
Beverly
9.2 out of 10, Wonderful, (1,180 reviews)
"Great location near the beach and close to Boston Logan Airport."
United States
Brent
The price is S$130
includes taxes & fees
12 Apr - 13 Apr
The Wylie Inn and Conference Center at Endicott College

The Verb Hotel

The Verb Hotel
3.5 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (2,034 reviews)
"Amazing staff, awesome place, excellent restaurant "
United States
JAMIE
The price is S$311
includes taxes & fees
26 Apr - 27 Apr
The Verb Hotel

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers
3.0 star property
Danvers
8.6 out of 10, Excellent, (1,004 reviews)
"Love staying here. Affordable, clean, kind staff "
United States
Iola
The price is S$171
includes taxes & fees
13 Apr - 14 Apr
Sonesta Select Boston Danvers

The Cove At Salem

The Cove At Salem
3.0 star property
Salem
9.4 out of 10, Exceptional, (924 reviews)
"Nice room relaxing and fun place to stay "
United States
Victoria
The price is S$188
includes taxes & fees
21 Apr - 22 Apr
The Cove At Salem

Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,026 reviews)
"Fabulous place to stay."
United States
Andrea
The price is S$183
includes taxes & fees
12 Apr - 13 Apr
Copley House

The Hotel Salem

The Hotel Salem
3.0 star property
Downtown Salem
9.4 out of 10, Exceptional, (1,003 reviews)
"Staff was very friendly. Hotel was great!"
United States
Hector
The price is S$211
includes taxes & fees
13 Apr - 14 Apr
The Hotel Salem

Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (1,448 reviews)
"Would recommend, nice hotel. "
United States
Rahul
The price is S$221
includes taxes & fees
12 Apr - 13 Apr
Homewood Suites by Hilton Boston Seaport District

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,399 reviews)
"Great hotel from start to finish. Highly recommend "
United States
Andrea
The price is S$325
includes taxes & fees
10 May - 11 May
The Westin Boston Seaport District

Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,437 reviews)
" Beautiful stay and wonderful staff "
United States
Mahogany
The price is S$265
includes taxes & fees
12 Apr - 13 Apr
Aloft by Marriott, Boston Seaport District

Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,420 reviews)
"Very friendly staff, great rooms "
United States
Samuel
The price is S$204
includes taxes & fees
12 Apr - 13 Apr
Oasis Guest House

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4,499 reviews)
"The bar staff was quick and nice, room clean, check in was easy, breakfast delicious. We enjoyed our stay. "
United States
Justin
The price is S$251
includes taxes & fees
12 Apr - 13 Apr
citizenM Boston North Station

Nantasket Beach Resort

Nantasket Beach Resort
3.0 star property
Nantasket Beach
8.6 out of 10, Excellent, (1,006 reviews)
"Had a great weekend away. Staff was great restaurant was great and the fireplace in the room was awesome can”t wait to go back another time "
United States
Kristen
The price is S$199
includes taxes & fees
14 Apr - 15 Apr
Nantasket Beach Resort

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,576 reviews)
"Clean room, great location and staff"
United States
Reza
The price is S$340
includes taxes & fees
10 May - 11 May
Omni Boston Hotel at the Seaport

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (4,995 reviews)
"Great staff, great location with very clean rooms. "
United States
Hami
The price is S$351
includes taxes & fees
12 Apr - 13 Apr
The Godfrey Hotel 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 8.7 mi (14 km) from the heart of Winchester, Omni Boston Hotel at the Seaport is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Seaport Hotel Boston and Hilton Boston Park Plaza. 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?
Omni Boston Hotel at the Seaport: Hotel, 2-minute walk from Boston Convention and Exhibition Center. Features 4 restaurants, an outdoor pool and a full-service spa. Seaport Hotel Boston and Hilton Boston Logan Airport 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 Harvard Square 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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