Winchester Hotels from S$120

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Top 10 trending Winchester hotels

DoubleTree by Hilton Boston North Shore

4.0 star property
Danvers
8.0 out of 10, Very good, (2236)
"Good place to stay "
United States
Alexandra
The price is S$131
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Boston North Shore

La Quinta Inn & Suites by Wyndham Boston-Andover

3.0 star property
Andover
8.2 out of 10, Very good, (1924)
"Enjoyed our stay"
United States
Christine
The price is S$150
includes taxes & fees
25 Nov - 26 Nov
La Quinta Inn & Suites by Wyndham Boston-Andover

Sonesta Select Boston Danvers

3.0 star property
Danvers
8.6 out of 10, Excellent, (1011)
"Great place to stay"
United States
Juanita Diaz
The price is S$157
includes taxes & fees
30 Nov - 1 Dec
Sonesta Select Boston Danvers

The Wylie Inn and Conference Center at Endicott College

3.5 star property
Beverly
9.2 out of 10, Wonderful, (1118)
"This hotel was very clean with very comfortable beds and super clean bathrooms! "
United States
Nona
The Wylie Inn and Conference Center at Endicott College

Sonesta ES Suites Andover Boston

2.5 star property
Andover
8.8 out of 10, Excellent, (1012)
"Kitchen dining area was lovely. Staff were pleasant. The hotel was perfect for our stay."
Canada
Ertug
The price is S$174
includes taxes & fees
27 Nov - 28 Nov
Sonesta ES Suites Andover Boston

Nantasket Beach Resort

3.0 star property
Nantasket Beach
8.6 out of 10, Excellent, (1008)
"Lovely place to stay!"
United States
Patrice
The price is S$188
includes taxes & fees
2 Dec - 3 Dec
Nantasket Beach Resort

The Cove At Salem

3.0 star property
Salem
9.4 out of 10, Exceptional, (819)
"Great staff, well decorated modern room!"
United States
Matthew
The price is S$181
includes taxes & fees
30 Nov - 1 Dec
The Cove At Salem

Hampton Inn & Suites Boston/Waltham

2.5 star property
Waltham
9.4 out of 10, Exceptional, (1537)
"Clean room, staff was really nice"
United States
Adam
The price is S$125
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Boston/Waltham

Hilton Garden Inn Boston/Waltham

3.0 star property
Waltham
8.8 out of 10, Excellent, (1004)
"Clean, friendly, quiet "
United States
Michael
The price is S$127
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Boston/Waltham

HYATT house Boston/Waltham

3.0 star property
Waltham
8.8 out of 10, Excellent, (1054)
"The Staff was great, the room was clean and comfortable and the breakfast was good! "
United States
Meridith
The price is S$143
includes taxes & fees
5 Dec - 6 Dec
HYATT house Boston/Waltham

Hawthorne Hotel

3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1491)
"Clean rooms, great breakfast and dinner options, and a lovely vintage aesthetic. "
United States
Kiera
Hawthorne Hotel

Embassy Suites by Hilton Boston Waltham

3.5 star property
Waltham
8.0 out of 10, Very good, (2628)
"Great check in and great accommodations "
United States
Einav
The price is S$139
includes taxes & fees
14 Dec - 15 Dec
Embassy Suites by Hilton Boston Waltham

Best Western Plus Waltham Boston

3.0 star property
Piety Corner
8.2 out of 10, Very good, (1094)
"Room was spotless, staff was helpful "
United States
Zhoe
The price is S$120
includes taxes & fees
30 Nov - 1 Dec
Best Western Plus Waltham Boston

Hilton Garden Inn Tewksbury Andover

3.0 star property
Tewksbury
8.8 out of 10, Excellent, (838)
"Great place. "
United States
alex
The price is S$127
includes taxes & fees
5 Dec - 6 Dec
Hilton Garden Inn Tewksbury Andover

The Revolution Hotel

3.5 star property
South End
9.0 out of 10, Wonderful, (2277)
"Great hotel! "
United States
Ashleigh
The price is S$127
includes taxes & fees
26 Nov - 27 Nov
The Revolution Hotel

Hampton Inn & Suites Boston Crosstown Center

3.0 star property
South End
7.8 out of 10, Good, (1399)
"Clean room & friendly staff. "
United States
Mary
The price is S$133
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites Boston Crosstown Center

Seaport Hotel Boston

4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3728)
"Great location and stay!"
United States
Krithika
The price is S$233
includes taxes & fees
27 Nov - 28 Nov
Seaport Hotel Boston

Aloft by Marriott, Boston Seaport District

3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1366)
"All was perfect, clean room, helpful staff, perfect location "
Canada
ahmed
The price is S$206
includes taxes & fees
21 Dec - 22 Dec
Aloft by Marriott, Boston Seaport District

Omni Boston Hotel at the Seaport

5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4240)
"Great hotel "
United States
Marlene
The price is S$332
includes taxes & fees
12 Dec - 13 Dec
Omni Boston Hotel at the Seaport

Hampton Inn Boston Woburn

2.5 star property
Woburn
9.2 out of 10, Wonderful, (1312)
"Room was spotless, location wonderful. "
United States
Barbara
The price is S$151
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Boston Woburn
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 7.1 mi (11.4 km) from the heart of Winchester, citizenM Boston North Station 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 The Revolution Hotel. 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, 3-minute walk from Boston Convention and Exhibition Center. Offers 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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