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Top hotels and accommodation in Winchester

The Revolution Hotel
3.5 star property
8.8 out of 10, Excellent, (1829)
"Despite it being a shared bathroom, it was frequently cleaned and was absolutely sanitary."
The price is AU$211
includes taxes & fees
3 Dec - 4 Dec
The Revolution Hotel
Hilton Boston Park Plaza
4.0 star property
8.4 out of 10, Very good, (3288)
"Sal the doorman was absolutely amazing. He helped me and 2 sisters out & treated us just like his daughters! He’s amazing at his job and deserves the absolute best. -Lara"
The price is AU$289
includes taxes & fees
8 Dec - 9 Dec
Hilton Boston Park Plaza
Omni Parker House
4.0 star property
8.8 out of 10, Excellent, (2864)
"I couldn’t be more impressed with the level of service. From the moment I arrived the front desk staff went above and beyond to make me feel welcome. Check-in was smooth and efficient. Throughout my stay, the entire staff always responded and assisted promptly and kindly. "
The price is AU$333
includes taxes & fees
26 Nov - 27 Nov
Omni Parker House
citizenM Boston North Station
4.0 star property
9.2 out of 10, Wonderful, (2775)
"Very great and convenient hotel. Will definitely stay again. "
The price is AU$174
includes taxes & fees
16 Dec - 17 Dec
citizenM Boston North Station
Harborside Inn Of Boston
4.0 star property
9.2 out of 10, Wonderful, (4276)
"Good location."
The price is AU$249
includes taxes & fees
24 Nov - 25 Nov
Harborside Inn Of Boston
The Dagny Boston
4.0 star property
9.4 out of 10, Exceptional, (4893)
"Beautiful y safe hotel"
The price is AU$283
includes taxes & fees
21 Dec - 22 Dec
The Dagny Boston
citizenM Boston Back Bay
4.0 star property
9.2 out of 10, Wonderful, (343)
"Clean room"
The price is AU$161
includes taxes & fees
23 Dec - 24 Dec
citizenM Boston Back Bay
The Godfrey Hotel Boston
4.0 star property
9.4 out of 10, Exceptional, (3453)
"Excellent location. Clean rooms. Comfortable beds. Easy to walk and explore Boston"
The price is AU$279
includes taxes & fees
26 Nov - 27 Nov
The Godfrey Hotel Boston
Omni Boston Hotel at the Seaport
4.0 star property
9.2 out of 10, Wonderful, (2906)
"During our stay the housekeeping department were on strike but with that settled we would fully recommend this hotel for pre cruise stays… great location"
The price is AU$331
includes taxes & fees
8 Dec - 9 Dec
Omni Boston Hotel at the Seaport
The Arcadian powered by Sonder
3.5 star property
8.0 out of 10, Very good, (2809)
"Nice place "
The price is AU$258
includes taxes & fees
13 Dec - 14 Dec
The Arcadian powered by Sonder
Encore Boston Harbor
5.0 star property
9.6 out of 10, Exceptional, (2525)
"The room was very spacious comfortable bed nice size TV big walk-in shower with a strong draw and nice smelling soaps and shampoo."
The price is AU$371
includes taxes & fees
25 Nov - 26 Nov
Encore Boston Harbor
Copley Square Hotel, a FOUND Hotel
4.0 star property
8.4 out of 10, Very good, (3036)
"It was close to plenty of store's"
The price is AU$177
includes taxes & fees
23 Dec - 24 Dec
Copley Square Hotel, a FOUND Hotel
Seaport Hotel Boston
4.0 star property
9.6 out of 10, Exceptional, (2592)
"TV wasnt working properly. But really did not need it. "
The price is AU$296
includes taxes & fees
21 Dec - 22 Dec
Seaport Hotel Boston
Lakeside Inn
2.0 star property
7.2 out of 10, Good, (2068)
"Okay"
The price is AU$173
includes taxes & fees
24 Nov - 25 Nov
Lakeside Inn
Club Quarters Hotel Faneuil Hall, Boston
4.0 star property
8.8 out of 10, Excellent, (2404)
"Great downtown location. Good nights sleep Good breakfast Gym is too small Hard to get into the room. Bathroom and main door clashes "
The price is AU$216
includes taxes & fees
25 Nov - 26 Nov
Club Quarters Hotel Faneuil Hall, Boston
The Westin Boston Seaport District
4.0 star property
9.0 out of 10, Wonderful, (1698)
"Great location"
The price is AU$238
includes taxes & fees
22 Dec - 23 Dec
The Westin Boston Seaport District
Found Hotel Boston Common
2.5 star property
8.4 out of 10, Very good, (1129)
"Good hotel"
The price is AU$177
includes taxes & fees
16 Dec - 17 Dec
Found Hotel Boston Common
Meco Hotel
2.0 star property
8.4 out of 10, Very good, (88)
"The property is always clean! That’s the number one thing when staying somewhere. The staff at night is also very approachable and nice!"
The price is AU$237
includes taxes & fees
24 Nov - 25 Nov
Meco Hotel
Wyndham Boston Beacon Hill
3.5 star property
7.8 out of 10, Good, (1777)
"didn't stay long, boston is a great city"
The price is AU$213
includes taxes & fees
23 Dec - 24 Dec
Wyndham Boston Beacon Hill
Hyatt Regency Boston
4.0 star property
8.8 out of 10, Excellent, (1226)
"Nice,clean, easy to get around"
The price is AU$303
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency 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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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 Hilton Boston Park Plaza and Omni Parker House . See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Beautiful, Cozy Ultra Convenient Salem Home: This holiday home rental outside of Winchester is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all 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?

Embassy Suites Boston Logan Airport: 3.5-star hotel located near New England Aquarium. Features a snack bar, an indoor pool and free buffet breakfast. 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 2 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.