Winchester Hotels

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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, (2220)
"Good place to stay "
United States
Alexandra
The price is P5,750
P6,423 total
includes taxes & fees
Nov 23 - Nov 24
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, (1917)
"Enjoyed our stay"
United States
Christine
The price is P6,311
P7,049 total
includes taxes & fees
Dec 7 - Dec 8
La Quinta Inn & Suites by Wyndham Boston-Andover

Sonesta Select Boston Danvers

3.0 star property
Danvers
8.6 out of 10, Excellent, (1005)
"Great place to stay"
United States
Juanita Diaz
The price is P6,352
P7,095 total
includes taxes & fees
Nov 24 - Nov 25
Sonesta Select Boston Danvers

Sonesta ES Suites Andover Boston

2.5 star property
Andover
8.8 out of 10, Excellent, (1007)
"Kitchen dining area was lovely. Staff were pleasant. The hotel was perfect for our stay."
Canada
Ertug
The price is P7,012
P7,833 total
includes taxes & fees
Dec 3 - Dec 4
Sonesta ES Suites Andover Boston

The Wylie Inn and Conference Center at Endicott College

3.5 star property
Beverly
9.2 out of 10, Wonderful, (1112)
"Newly renovated room was perfect. Staff was friendly and helpful."
United States
Donald
The price is P7,446
P8,317 total
includes taxes & fees
Dec 1 - Dec 2
The Wylie Inn and Conference Center at Endicott College

Nantasket Beach Resort

3.0 star property
Nantasket Beach
8.6 out of 10, Excellent, (1001)
"Lovely place to stay!"
United States
Patrice
The price is P7,021
P9,080 total
includes taxes & fees
Nov 23 - Nov 24
Nantasket Beach Resort

Hampton Inn & Suites Boston/Waltham

2.5 star property
Waltham
9.4 out of 10, Exceptional, (1528)
"Clean room, staff was really nice"
United States
Adam
The price is P5,610
P6,266 total
includes taxes & fees
Nov 25 - Nov 26
Hampton Inn & Suites Boston/Waltham

Hawthorne Hotel

3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1479)
"Great hotel with wonderful charm, staffed by happy, helpful people who make you feel welcome!"
United States
Ben
Hawthorne Hotel

Fairfield Inn by Marriott Boston Tewksbury/Andover

3.5 star property
Tewksbury
8.2 out of 10, Very Good, (1001)
"Everything was excellent "
United States
Nji
The price is P5,433
P6,069 total
includes taxes & fees
Nov 23 - Nov 24
Fairfield Inn by Marriott Boston Tewksbury/Andover

Hilton Garden Inn Tewksbury Andover

3.0 star property
Tewksbury
8.8 out of 10, Excellent, (837)
"Great place. "
United States
alex
The price is P5,138
P5,740 total
includes taxes & fees
Dec 4 - Dec 5
Hilton Garden Inn Tewksbury Andover

HYATT house Boston/Waltham

3.0 star property
Waltham
8.8 out of 10, Excellent, (1051)
"The Staff was great, the room was clean and comfortable and the breakfast was good! "
United States
Meridith
The price is P6,423
P7,174 total
includes taxes & fees
Dec 5 - Dec 6
HYATT house Boston/Waltham

Embassy Suites by Hilton Boston Waltham

3.5 star property
Waltham
8.0 out of 10, Very Good, (2615)
"Great check in and great accommodations "
United States
Einav
The price is P5,610
P6,266 total
includes taxes & fees
Nov 30 - Dec 1
Embassy Suites by Hilton Boston Waltham

Best Western Plus Waltham Boston

3.0 star property
Piety Corner
8.2 out of 10, Very Good, (1087)
"Room was spotless, staff was helpful "
United States
Zhoe
The price is P5,192
P5,799 total
includes taxes & fees
Nov 25 - Nov 26
Best Western Plus Waltham Boston

Archer Hotel Boston/Burlington

4.0 star property
Burlington
9.8 out of 10, Exceptional, (1009)
"Beautiful king room Great atmosphere and vibes Super clean Alot to do nearby Bar was fun and affordable Best weekend ever"
United States
Habib
Archer Hotel Boston/Burlington

Seaport Hotel Boston

4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3695)
"Great location and stay!"
United States
Krithika
The price is P9,033
P10,814 total
includes taxes & fees
Nov 23 - Nov 24
Seaport Hotel Boston

Omni Boston Hotel at the Seaport

5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4220)
"Great hotel "
United States
Marlene
The price is P9,685
P13,685 total
includes taxes & fees
Dec 18 - Dec 19
Omni Boston Hotel at the Seaport

Sonesta Simply Suites Boston Burlington

2.0 star property
Burlington
8.8 out of 10, Excellent, (107)
"I would stay here again !!"
United States
Christy James
The price is P5,952
P6,648 total
includes taxes & fees
Nov 19 - Nov 20
Sonesta Simply Suites Boston Burlington

Aloft by Marriott, Boston Seaport District

3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1362)
"All was perfect, clean room, helpful staff, perfect location "
Canada
ahmed
The price is P6,718
P9,538 total
includes taxes & fees
Dec 14 - Dec 15
Aloft by Marriott, Boston Seaport District

Holiday Inn Express Boston - Saugus by IHG

3.0 star property
Saugus
8.6 out of 10, Excellent, (1008)
"Staff was nice and room was clean"
United States
Rayna
The price is P5,610
P6,267 total
includes taxes & fees
Dec 19 - Dec 20
Holiday Inn Express Boston - Saugus by IHG

The Revolution Hotel

3.5 star property
South End
9.0 out of 10, Wonderful, (2257)
"Really nice room and the location was awesome! "
United States
Mark
The price is P3,927
P4,573 total
includes taxes & fees
Nov 24 - Nov 25
The Revolution Hotel
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 traveler data. Other good options for your trip to 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! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What are some accommodations 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 onsite 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 soccer 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 accommodations to choose from. Find out more about Winchester.
What are the top places to visit in Winchester?
A couple of favorite places to visit are Winter Pond and Middlesex Fells Reservation. Additionally, you'll find Fenway Park and Encore Boston Harbor in the area. Check out what more to see and do in Expedia's Winchester guide.
How should I get around Winchester?
To see more of 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 temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.

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