Winchester Hotels from S$97

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Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

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Top 10 trending Winchester hotels

Nantasket Beach Hotel
Beach nearby

Nantasket Beach Hotel

2.5 star property
9.0 out of 10, Wonderful, (1003)
"I freaking love this place. I know it's not quite everybody's cup of tea but it was sort of like camp on a lake. Even though it's a hotel. It was just a had a real homey welcoming feel to it"
The price is S$184
includes taxes & fees
17 Feb - 18 Feb
Nantasket Beach Hotel
Nantasket Beach Resort
Exterior

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very good, (1003)
"Well kept, great team. very polite & helpful... Thank you, Team!! Kevin Great views, quiet, great parking"
The price is S$213
includes taxes & fees
17 Feb - 18 Feb
Nantasket Beach Resort
The Wylie Inn and Conference Center at Endicott College
Beach nearby

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1016)
"New rooms are great!"
The price is S$152
includes taxes & fees
6 Mar - 7 Mar
The Wylie Inn and Conference Center at Endicott College
Hawthorne Hotel
Desk, blackout curtains, iron/ironing board, free WiFi

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1090)
"Ok"
The price is S$208
includes taxes & fees
19 Feb - 20 Feb
Hawthorne Hotel
The Cove At Salem
Exterior

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (438)
"Room updated and nicely designed"
The price is S$218
includes taxes & fees
4 Mar - 5 Mar
The Cove At Salem
The Hotel Salem
Bar (on property)

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1000)
"The staff at the hotel were friendly, courteous, very helpful and professional. Basically, they all went, "above and beyond in regard to guest service. Very nice location, convenient to shopping and historic sites. The lack of close parking makes it really disappointing."
The price is S$208
includes taxes & fees
17 Feb - 18 Feb
The Hotel Salem
Howard Johnson by Wyndham Quincy/Boston
Front of property

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1003)
"Great"
The price is S$144
includes taxes & fees
23 Feb - 24 Feb
Howard Johnson by Wyndham Quincy/Boston
Hyatt Place Boston/Braintree
Reception

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2202)
"Wonderful customer service, very clean, breakfast included "
The price is S$171
includes taxes & fees
2 Mar - 3 Mar
Hyatt Place Boston/Braintree
Best Western Braintree Inn
Exterior

Best Western Braintree Inn

2.5 star property
8.0 out of 10, Very good, (1002)
"Great location. Close to the mall. Free parking "
The price is S$151
includes taxes & fees
23 Feb - 24 Feb
Best Western Braintree Inn
Sonesta Select Boston Danvers
Terrace/patio

Sonesta Select Boston Danvers

3.0 star property
8.4 out of 10, Very good, (1001)
"Great"
The price is S$154
includes taxes & fees
9 Mar - 10 Mar
Sonesta Select Boston Danvers
Hampton Inn Boston - Logan Airport
Lobby

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very good, (5169)
"The hotel, the staff and even the room was beyond what we expected for the little amount of money we paid, it was honestly very clean, very nice and comfortable in the room itself, the outside areas like the corridor and hallways weren’t very pleasant but the room is what mattered most to us since we just needed a place to rest, the room 10/10 "
The price is S$146
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Boston - Logan Airport
Hyatt Regency Boston Harbor
Sports facility

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1410)
"Great hotel. Got married here and always use as a hub when traveling . Great view of the city "
The price is S$297
includes taxes & fees
17 Feb - 18 Feb
Hyatt Regency Boston Harbor
Hampton Inn Boston Seaport District
Terrace/patio

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2144)
"Very clean. 24hr staff was great. "
The price is S$160
includes taxes & fees
24 Feb - 25 Feb
Hampton Inn Boston Seaport District
Hyatt Place Boston/Seaport District
Bar (on property)

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1904)
"Nice place to stay while visiting Boston"
The price is S$223
includes taxes & fees
17 Feb - 18 Feb
Hyatt Place Boston/Seaport District
Embassy Suites Boston Logan Airport
Bar (on property)

Embassy Suites Boston Logan Airport

3.5 star property
8.6 out of 10, Excellent, (2002)
"A very pleasant hotel"
The price is S$217
includes taxes & fees
23 Feb - 24 Feb
Embassy Suites Boston Logan Airport
Seaport Hotel Boston
Exterior

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2802)
"There was a big group checking in so the concierge checked us in. He was great. Friendly and quick. We had a nice room on the 17th floor with a view of the harbor. Room was clean and confortable. Large screen TV. We had dinner at Mortons right next door. Nice Valentines get away. "
The price is S$301
includes taxes & fees
17 Feb - 18 Feb
Seaport Hotel Boston
Omni Boston Hotel at the Seaport
View from room

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3236)
"Please fix the coffee machines! And no HEAT in the room"
The price is S$349
includes taxes & fees
23 Feb - 24 Feb
Omni Boston Hotel at the Seaport
The Westin Boston Seaport District
Restaurant

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (1758)
"Excellent property in a wonderful location! "
The price is S$284
includes taxes & fees
23 Feb - 24 Feb
The Westin Boston Seaport District
Aloft by Marriott, Boston Seaport District
Meeting facility

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1182)
"Great stay…very convenient for convention center. "
The price is S$182
includes taxes & fees
23 Feb - 24 Feb
Aloft by Marriott, Boston Seaport District
Best Western Plus North Shore Hotel
Terrace/patio

Best Western Plus North Shore Hotel

2.5 star property
8.8 out of 10, Excellent, (1000)
"Experienced an easy check-in. Sitting area seemed relaxing and cozy. The rooms were very spacious and clean and the beds were fairly comfortable. The breakfast they served was very good. They served hot foods, had a make-your-own pancake & waffle station. Also had muffins, danish, toast, yogurt, cereal, etc. Dining area was spacious and clean as well. Didn’t get a chance to use the pool, so can’t comment. Check out was quick and hassle-free. Staff was very professional, helpful and courteous....
The price is S$157
includes taxes & fees
5 Mar - 6 Mar
Best Western Plus North Shore 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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Learn more about Winchester

Escape to Winchester! Enjoy its football, wildlife and lake views.

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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 Boston Hotel at the Seaport. 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?

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 Boston Common 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, March and April, with each month seeing an average of 13 cm of snowfall.