A town with a prominent church, a large building with a clock tower, and a mix of residential and commercial buildings surrounded by greenery.

Winchester hotels from RM432

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Our top choices for Winchester hotels

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,382 reviews)
"Great location, great staff and CLEAN ROOMS! Loved our stay"
United States
Gary
The price is RM726
RM846 total
includes taxes & fees
5 Jul - 6 Jul
Hyatt Place Boston/Seaport District

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
3.0 star property
Back Bay
8.2 out of 10, Very good, (513 reviews)
"Loved it there."
United States
ANTHONY
The price is RM732
RM852 total
includes taxes & fees
6 Jul - 7 Jul
The Midtown Hotel MOD Collection by Sonesta

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
Revere
8.2 out of 10, Very good, (5,580 reviews)
"Amazing breakfast, kind staff and very clean rooms!"
United States
Breanna
The price is RM612
RM684 total
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Boston - Logan Airport

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,481 reviews)
"Great place to stay!!"
United States
Rickey
The price is RM773
RM1,040 total
includes taxes & fees
5 Jul - 6 Jul
Seaport Hotel Boston

Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,857 reviews)
"Great for just an overnight.. clean room and friendly staff."
United States
Barbara
The price is RM728
RM848 total
includes taxes & fees
26 Jul - 27 Jul
Hampton by Hilton at the Boston Seaport District

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,803 reviews)
"Clean, comfortable, very well located 10/10"
United States
Harvy
The price is RM650
RM757 total
includes taxes & fees
5 Jul - 6 Jul
citizenM Boston Back Bay

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (2,109 reviews)
"Awesome stay; amazing staff and great service"
United States
Manjit
The price is RM739
RM1,004 total
includes taxes & fees
26 Jul - 27 Jul
Hyatt Regency Boston

Holiday Inn Express Boston Logan Airport - Revere by IHG

Holiday Inn Express Boston Logan Airport - Revere by IHG
2.5 star property
Revere
9.0 out of 10, Wonderful, (1,331 reviews)
"Great staff, comfortable and quiet."
United States
Grayson
The price is RM527
RM588 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Boston Logan Airport - Revere by IHG

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.2 out of 10, Wonderful, (4,665 reviews)
"Great stay!!"
United States
Tanaychea N
The price is RM585
RM681 total
includes taxes & fees
1 Jul - 2 Jul
citizenM Boston North Station

Hilton Boston Back Bay

Hilton Boston Back Bay
4.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (44 reviews)
"Great location and maybe the comfiest bed I’ve ever stayed in."
United Kingdom
Judith
The price is RM634
RM900 total
includes taxes & fees
3 Jul - 4 Jul
Hilton Boston Back Bay

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,379 reviews)
"Great hotel!"
United States
Patricia
The price is RM1,304
RM1,709 total
includes taxes & fees
27 Jul - 28 Jul
The Westin Boston Seaport District

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End
8.8 out of 10, Excellent, (1,882 reviews)
"Absolutely amazing experience here from check-in to departure!"
United States
Edward
The price is RM814
RM1,028 total
includes taxes & fees
30 Jun - 1 Jul
Battery Wharf Hotel, Boston Waterfront

Aloft by Marriott Boston Seaport District

Aloft by Marriott Boston Seaport District
3.0 star property
Seaport District
8.8 out of 10, Excellent, (1,455 reviews)
"Nice hotel within walking distance of attractions."
United States
Angela
The price is RM638
RM862 total
includes taxes & fees
30 Jun - 1 Jul
Aloft by Marriott Boston Seaport District

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (7,335 reviews)
"Good location and very comfortable hotel."
Canada
Gregory
The price is RM834
RM1,114 total
includes taxes & fees
26 Jul - 27 Jul
The Dagny Boston

The Verb Hotel

The Verb Hotel
3.5 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (2,074 reviews)
"Great stay! Staff was great! "
United States
Trevor
The price is RM626
RM921 total
includes taxes & fees
6 Jul - 7 Jul
The Verb Hotel

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,091 reviews)
"Great stay"
United States
Roberto I Santeliz
The price is RM749
RM1,038 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Boston Park Plaza

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
Revere
9.0 out of 10, Wonderful, (2,301 reviews)
"Great location for the airport and a quick overnight"
United States
Elena
The price is RM734
RM844 total
includes taxes & fees
30 Jun - 1 Jul
Comfort Inn & Suites Logan International Airport

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (5,120 reviews)
"Great location, helpful and friendly staff and a super comfortable bed all made for a great stay!"
United States
ADRIENNE
The price is RM879
RM1,191 total
includes taxes & fees
30 Jun - 1 Jul
The Godfrey Hotel Boston

Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station
3.0 star property
West End
9.4 out of 10, Exceptional, (1,378 reviews)
"I love the fact that it's close to the TD Garden."
United States
Emmanuel
The price is RM865
RM1,008 total
includes taxes & fees
5 Jul - 6 Jul
Courtyard by Marriott Boston Downtown/North Station

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,814 reviews)
"Great place to stay "
United States
William
The price is RM895
RM1,043 total
includes taxes & fees
1 Jul - 2 Jul
Hilton Boston Logan Airport
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Stay near popular Winchester attractions

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.

A historic building with a clock tower, red brick walls, and a green roof.

Top Winchester Hotel Reviews

More cheap stays in Winchester

Frequently asked questions

What's the best place to stay in Winchester?
Located 8.1 mi (13 km) from the heart of Winchester, The Revolution Hotel is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Omni Boston Hotel at the Seaport and Seaport Hotel Boston. 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?
Omni Boston Hotel at the Seaport: Hotel, 2-minute walk from Boston Convention and Exhibition Center. Offers 4 restaurants, an outdoor pool and a full-service spa. Seaport Hotel Boston and The Langham, Boston 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 6 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Favourite places to visit include Middlesex Fells Reservation, Winter Pond and Griffin Photography Museum. 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.

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