Find hotels in Winchester, MA from SAR 355

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Compare 3,772 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Oasis Guest House

2.5 star property
9.6 out of 10, Exceptional, (1231)
"Lovely guesthouse in Boston. Would stay again. "
The price is SAR 591
SAR 679 total
includes taxes & fees
24 Aug - 25 Aug
Oasis Guest House

Found Hotel Boston Common

2.5 star property
8.4 out of 10, Very Good, (1220)
"It was a great place to stay it was close to a lot of things that we did and we always felt comfortable. "
The price is SAR 585
SAR 681 total
includes taxes & fees
17 Aug - 18 Aug
Found Hotel Boston Common

Copley House

3.0 star property
9.0 out of 10, Wonderful, (1742)
"Great stay"
Copley House

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3785)
"Great stay! Would stay again"
The price is SAR 567
SAR 660 total
includes taxes & fees
10 Aug - 11 Aug
Copley Square Hotel, a FOUND Hotel

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2463)
"Great location and exceptional service. "
The price is SAR 625
SAR 728 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Boston Seaport District

The Godfrey Hotel Boston

4.0 star property
9.4 out of 10, Exceptional, (4213)
"Really enjoyed our stay. "
The price is SAR 1,043
SAR 1,390 total
includes taxes & fees
18 Aug - 19 Aug
The Godfrey Hotel Boston

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2049)
"Great stay!!"
The price is SAR 672
SAR 914 total
includes taxes & fees
10 Aug - 11 Aug
The Westin Boston Seaport District

The Boxer

4.0 star property
8.6 out of 10, Excellent, (1262)
"Convenient, clean and upscale place to stay in Boston. Rooms not large but well designed for comfort. Restaurant was very good. "
The price is SAR 554
SAR 755 total
includes taxes & fees
24 Aug - 25 Aug
The Boxer

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3122)
"Great stay"
The price is SAR 756
SAR 900 total
includes taxes & fees
27 Jul - 28 Jul
Seaport Hotel Boston

Battery Wharf Hotel, Boston Waterfront

4.5 star property
8.6 out of 10, Excellent, (1621)
"Great location Nice staff"
The price is SAR 635
SAR 892 total
includes taxes & fees
24 Aug - 25 Aug
Battery Wharf Hotel, Boston Waterfront

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1315)
"Loved our stay "
The price is SAR 612
SAR 821 total
includes taxes & fees
24 Aug - 25 Aug
Aloft by Marriott, Boston Seaport District

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3726)
"Beautiful hotel and great location!"
The price is SAR 687
SAR 953 total
includes taxes & fees
24 Aug - 25 Aug
Omni Boston Hotel at the Seaport

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very Good, (3239)
"Great location and awesome hotel overall."
The price is SAR 564
SAR 810 total
includes taxes & fees
10 Aug - 11 Aug
Hilton Boston Park Plaza

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (1492)
"Great stay"
The price is SAR 709
SAR 826 total
includes taxes & fees
10 Aug - 11 Aug
citizenM Boston Back Bay

Hyatt Regency Boston

4.0 star property
9.0 out of 10, Wonderful, (1585)
"Property was clean, with an excellent location and helpful and courteous staff."
The price is SAR 721
SAR 971 total
includes taxes & fees
24 Aug - 25 Aug
Hyatt Regency Boston

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1057)
"Gorgeous location and wonderful hotel. "
The price is SAR 516
SAR 577 total
includes taxes & fees
5 Aug - 6 Aug
The Wylie Inn and Conference Center at Endicott College

Charlesmark Hotel

4.0 star property
8.8 out of 10, Excellent, (1037)
"Great place!"
Charlesmark Hotel

Canopy By Hilton Boston Downtown

4.0 star property
9.6 out of 10, Exceptional, (1007)
"Great hotel. Great location"
The price is SAR 745
SAR 999 total
includes taxes & fees
24 Aug - 25 Aug
Canopy By Hilton Boston Downtown

Hyatt Centric Faneuil Hall Boston

4.0 star property
9.0 out of 10, Wonderful, (1143)
"Great location! Staff was very nice and helpful! "
The price is SAR 634
SAR 888 total
includes taxes & fees
24 Aug - 25 Aug
Hyatt Centric Faneuil Hall Boston

Pennyweight Hotel Boston, Curio Collection by Hilton

4.0 star property
8.2 out of 10, Very Good, (1127)
"Great stay "
The price is SAR 747
SAR 982 total
includes taxes & fees
24 Aug - 25 Aug
Pennyweight Hotel Boston, Curio Collection by Hilton
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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Escape to Winchester! Enjoy its soccer, wildlife, and lake views.

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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 traveler data. Other good options for your trip to the area are citizenM Boston Back Bay and Harborside Inn Of Boston. See all available top hotels, or vacation rentals in Winchester.

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

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean: This vacation home rental outside of Winchester offers a patio, an arcade game room, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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! 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.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer including the soccer matches and lake views. TD Garden, Fenway Park, and New England Aquarium are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodations to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

The picturesque setting of Middlesex Fells Reservation and Winter Pond exemplify the area's natural beauty. Additionally, you'll find TD Garden and Fenway Park 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.