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May 11 - May 12
Tomorrow
May 12 - May 13
Next weekend
May 17 - May 19

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Top 10 Winchester hotels and places to stay

The Revolution Hotel
Deluxe Room, 2 Double Beds (Bath in Room) | Premium bedding, down duvets, pillow-top beds, in-room safe
The Revolution Hotel
3.5 star property
8.6 out of 10, Excellent, (1470)
"Very nice!"
The price is £141
includes taxes & fees
12 May - 13 May
The Revolution Hotel
Omni Boston Hotel at the Seaport
Exterior
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2025)
"Nice and clean"
The price is £222
includes taxes & fees
12 May - 13 May
Omni Boston Hotel at the Seaport
Omni Parker House
Front of property – evening/night
Omni Parker House
4.0 star property
8.8 out of 10, Excellent, (2640)
"Large room for family trip. Great location!"
The price is £200
includes taxes & fees
27 May - 28 May
Omni Parker House
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The Arcadian powered by Sonder
Interior
The Arcadian powered by Sonder
3.5 star property
8.0 out of 10, Very good, (2128)
"Loved our stay here"
The price is £166
includes taxes & fees
10 Jun - 11 Jun
The Arcadian powered by Sonder
citizenM Boston North Station
Interior
citizenM Boston North Station
4.0 star property
9.2 out of 10, Wonderful, (2276)
"Jerril (at the bar) and the gentleman who helped check me in were wonderful. Thank you! "
The price is £204
includes taxes & fees
27 May - 28 May
citizenM Boston North Station
YOTEL Boston
Exterior
YOTEL Boston
4.0 star property
8.2 out of 10, Very good, (1665)
"Excellent small and comfortable hotel. The room was a bit small and with a strange curtain separation from the bathroom that made it a bit less private when more than one person is in the room but was ok "
The price is £225
includes taxes & fees
12 May - 13 May
YOTEL Boston
Encore Boston Harbor
Apartment, 2 Bedrooms | Premium bedding, down duvets, pillow-top beds, minibar
Encore Boston Harbor
5.0 star property
9.6 out of 10, Exceptional, (2211)
"It was an amazing experience. The room was perfect & the amenities were great. Memoire was so much fun. We will definitely be back!"
The price is £260
includes taxes & fees
23 May - 24 May
Encore Boston Harbor
The Westin Boston Seaport District
Restaurant
The Westin Boston Seaport District
4.0 star property
8.8 out of 10, Excellent, (1423)
"Came into Boston to go to a Red Sox game since I was going to be picking up a boat near by. When I checked in I explained to the lady at the front desk that this was my first time in town and asked if I could get an upper floor room with a view. She gave me a look and said "I do my best". While walking away with my room assignment I saw that it was on the fourth floor of a 16 floor hotel. With hesitation I went up to the room hoping for a pleasant surprise, but unfortunately that didn't happen....
The price is £200
includes taxes & fees
27 May - 28 May
The Westin Boston Seaport District
Sheraton Boston, a Marriott Hotel
Indoor pool, pool loungers
Sheraton Boston, a Marriott Hotel
4.0 star property
8.4 out of 10, Very good, (1531)
"We enjoyed the accessibility to the Prudential Center and the vast open spaces. The beautiful view during the day and at night from a high floor, and the heated swimming pool were a huge plus. Overall, we had a wonderful stay at the Sheraton in Back Bay. We would do it again in a heart-beat."
The price is £211
includes taxes & fees
27 May - 28 May
Sheraton Boston, a Marriott Hotel
Battery Wharf Hotel, Boston Waterfront
Water view
Battery Wharf Hotel, Boston Waterfront
4.5 star property
8.6 out of 10, Excellent, (1487)
"Very nice property and perfect location to North end. The room was outfitted perfectly however, we did have a burnt out light in the bathroom and a missing showerhead . "
The price is £203
includes taxes & fees
27 May - 28 May
Battery Wharf Hotel, Boston Waterfront
Aloft Boston Seaport District
Meeting facility
Aloft Boston Seaport District
3.0 star property
8.8 out of 10, Excellent, (1007)
"Great vibe. Love the lobby and all its features. Complimentary coffee 24/7. Guestroom amenities and features."
The price is £158
includes taxes & fees
27 May - 28 May
Aloft Boston Seaport District
The Royal Sonesta Boston
Deluxe Room, 1 King Bed (Panorama) | View from room
The Royal Sonesta Boston
4.0 star property
8.2 out of 10, Very good, (1130)
"Very basic"
The price is £195
includes taxes & fees
12 May - 13 May
The Royal Sonesta Boston
HI Boston - Hostel
Lounge
HI Boston - Hostel
2.0 star property
8.6 out of 10, Excellent, (1004)
"Amazing staff, they speak clearly and communicate well. Fun time getting to know others. Close to real good food and shops. Would visit again "
The price is £146
includes taxes & fees
12 May - 13 May
HI Boston - Hostel
Hampton Inn & Suites Boston Crosstown Center
Reception
Hampton Inn & Suites Boston Crosstown Center
3.0 star property
7.8 out of 10, Good, (1004)
" Heck I. Was difficult but the stay was nice "
The price is £153
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Boston Crosstown Center
Element Boston Seaport District
Executive Suite, 1 King Bed | Pillow-top beds, in-room safe, desk, laptop workspace
Element Boston Seaport District
3.0 star property
9.0 out of 10, Wonderful, (1002)
"The room was clean and spacious along with a very comfortable king size bed. The complementary breakfast and 12pm check out made the morning stress free and enjoyable!"
The price is £194
includes taxes & fees
27 May - 28 May
Element Boston Seaport District
Hilton Garden Inn Boston Logan Airport
Exterior
Hilton Garden Inn Boston Logan Airport
3.0 star property
9.2 out of 10, Wonderful, (1648)
"Good"
The price is £173
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Boston Logan Airport
Quality Inn Boston - Revere
Reception
Quality Inn Boston - Revere
2.5 star property
7.4 out of 10, Good, (1000)
"Convenient location "
Quality Inn Boston - Revere
Homewood Suites by Hilton Boston Seaport District
Terrace/patio
Homewood Suites by Hilton Boston Seaport District
3.0 star property
9.0 out of 10, Wonderful, (547)
"Close to BCEC and access to seaport dining destinations "
The price is £185
includes taxes & fees
27 May - 28 May
Homewood Suites by Hilton Boston Seaport District
Ramada by Wyndham Boston
Exterior
Ramada by Wyndham Boston
2.5 star property
6.6 out of 10, (1005)
"I loved the stay and the breakfast I had a great time as well!"
The price is £98
includes taxes & fees
12 May - 13 May
Ramada by Wyndham Boston
Fairmont Copley Plaza, Boston
Lobby
Fairmont Copley Plaza, Boston
4.5 star property
8.6 out of 10, Excellent, (1005)
"Beautiful hotel with amazing service! We would definitely stay there again. "
The price is £320
includes taxes & fees
24 May - 25 May
Fairmont Copley Plaza, Boston
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See all available properties in Winchester
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.

More cheap stays in Winchester

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

1668 Worcester Rd, Framingham, MA
The price is £74 per night from May 19 to May 20
£74
per night
19 May - 20 May
7/10 Good! (1,002 reviews)

Accommodation near Winchester attractions

Image for Fenway Park

Fenway Park

4.5/5(61 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

See properties
Fenway Park

Winchester Travel Info

Number of hotels
3,263
Highest price
£320
Lowest price
£74
Known attractions
New England Aquarium, Boston Museum of Fine Arts and Museum of Science
Hotels with family-friendly amenities
57
5-star hotels
11

Frequently asked questions

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. TD Garden, Fenway Park and New England Aquarium 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?

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. 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, April and March, with each month seeing an average of 15 cm of snowfall.

Winchester Hotel Reviews
Expedia verified reviews

YOTEL Boston

YOTEL Boston

5/5 Excellent
Small comfortable
"Excellent small and comfortable hotel. The room was a bit small and with a strange curtain separation from the bathroom that made it a bit less private when more than one person is in the room but was ok "
A verified traveller stayed at YOTEL Boston
Posted 2 hours ago
YOTEL Boston