Winchester Hotels from S$132

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Check prices for these dates

Tonight
20 Jun - 21 Jun
Tomorrow
21 Jun - 22 Jun
This weekend
20 Jun - 22 Jun
Next weekend
27 Jun - 29 Jun

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Top 10 trending Winchester hotels

Canopy By Hilton Boston Downtown
Exterior

Canopy By Hilton Boston Downtown

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Gorgeous room, amazing food, and lovely people. "
The price is S$358
includes taxes & fees
21 Jun - 22 Jun
Canopy By Hilton Boston Downtown
Hyatt Regency Boston Harbor
Sports facility

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1478)
"Great stay "
The price is S$318
includes taxes & fees
3 Jul - 4 Jul
Hyatt Regency Boston Harbor
Andover Inn
Terrace/patio

Andover Inn

3.5 star property
9.4 out of 10, Exceptional, (428)
"Great place to stay"
The price is S$216
includes taxes & fees
2 Jul - 3 Jul
Andover Inn
HYATT house Boston/Waltham
Free daily buffet breakfast

HYATT house Boston/Waltham

3.0 star property
8.8 out of 10, Excellent, (1005)
"This place was wonderful and the service was great!"
The price is S$193
includes taxes & fees
1 Jul - 2 Jul
HYATT house Boston/Waltham
Studio Allston Hotel
Front of property – evening/night

Studio Allston Hotel

3.5 star property
8.6 out of 10, Excellent, (1031)
"Great place, nice staff, I’d stay there again"
The price is S$257
includes taxes & fees
30 Jun - 1 Jul
Studio Allston Hotel
The Wylie Inn and Conference Center at Endicott College
Exterior

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1023)
"Always a great stay"
The price is S$208
includes taxes & fees
14 Jul - 15 Jul
The Wylie Inn and Conference Center at Endicott College
Nantasket Beach Hotel
Exterior

Nantasket Beach Hotel

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Location was great And outstanding staff "
Nantasket Beach Hotel
Revere Hotel Boston Common
2 bars/lounges, rooftop bar

Revere Hotel Boston Common

4.0 star property
8.8 out of 10, Excellent, (1856)
"Great location."
Revere Hotel Boston Common
Hotel 1868
Reception

Hotel 1868

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Very well located and nice rooms."
The price is S$227
includes taxes & fees
29 Jun - 30 Jun
Hotel 1868
Hyatt Regency Boston/Cambridge
Exterior

Hyatt Regency Boston/Cambridge

4.0 star property
9.0 out of 10, Wonderful, (1912)
"Nice hotel with nice location "
The price is S$200
includes taxes & fees
2 Jul - 3 Jul
Hyatt Regency Boston/Cambridge
Battery Wharf Hotel, Boston Waterfront
1 bedroom, Frette Italian sheets, premium bedding, down duvets

Battery Wharf Hotel, Boston Waterfront

4.5 star property
8.6 out of 10, Excellent, (1600)
"Wonderful stay, very clean and spacious hotel space "
The price is S$334
includes taxes & fees
22 Jun - 23 Jun
Battery Wharf Hotel, Boston Waterfront
YOTEL Boston
Front of property

YOTEL Boston

4.0 star property
8.6 out of 10, Excellent, (2070)
" Ice stay and very nice staff!"
The price is S$301
includes taxes & fees
20 Jul - 21 Jul
YOTEL Boston
Best Western Plus North Shore Hotel
Terrace/patio

Best Western Plus North Shore Hotel

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Was great stay"
The price is S$234
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus North Shore Hotel
The Dagny Boston
Breakfast, lunch, dinner served; American cuisine

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (5960)
"Great location and excellent property."
The price is S$358
includes taxes & fees
29 Jun - 30 Jun
The Dagny Boston
Charlesmark Hotel
1 bedroom, premium bedding, in-room safe, iron/ironing board

Charlesmark Hotel

4.0 star property
8.8 out of 10, Excellent, (1008)
"Great location, friendly staff, clean rooms. "
Charlesmark Hotel
The Hotel Salem
Bar (on property)

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Perfect location - great vibes"
The price is S$286
includes taxes & fees
25 Jun - 26 Jun
The Hotel Salem
The Godfrey Hotel Boston
Peruvian cuisine

The Godfrey Hotel Boston

4.0 star property
9.4 out of 10, Exceptional, (4067)
"Great location and nice hotel!"
The price is S$355
includes taxes & fees
21 Jun - 22 Jun
The Godfrey Hotel Boston
Cambria Hotel Boston Somerville
Italian cuisine

Cambria Hotel Boston Somerville

3.0 star property
9.6 out of 10, Exceptional, (920)
"It's a beautiful property, great service, lovely rooms, with wonderful amenities."
The price is S$255
includes taxes & fees
29 Jun - 30 Jun
Cambria Hotel Boston Somerville
InterContinental Boston by IHG
View from room

InterContinental Boston by IHG

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Great property! "
The price is S$408
includes taxes & fees
6 Jul - 7 Jul
InterContinental Boston by IHG
The Verb Hotel
Property entrance

The Verb Hotel

3.5 star property
9.6 out of 10, Exceptional, (1726)
"Wonderful location and the staff were all super friendly. Loved our stay "
The price is S$328
includes taxes & fees
22 Jun - 23 Jun
The Verb 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

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.

See all hotels in Winchester

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 traveller data. Two other options for your stay in the area are Hilton Boston Back Bay and Copley Square Hotel, a FOUND 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, 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 Copley Square are some of the top sights around the area. In Winchester, there are 3 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 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.