Winchester hotels from RM345

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Our top choices for Winchester hotels

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,653 reviews)
"This hotel is one of the best hotels I have ever stayed in, it is extremely clean and organized."
United States
Anum
The price is RM702
RM818 total
includes taxes & fees
25 May - 26 May
citizenM Boston Back Bay

The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers
2.0 star property
Danvers
7.6 out of 10, Good, (1,014 reviews)
"Quiet, clean, friendly, and accomodating. "
Canada
Stephanie
The price is RM373
RM416 total
includes taxes & fees
13 May - 14 May
The Northshore Hotel - Boston/Danvers

The Hotel Marblehead

The Hotel Marblehead
3.5 star property
Marblehead
9.2 out of 10, Wonderful, (497 reviews)
"Clean room and comfortable beds!"
United States
Adam
The price is RM639
RM714 total
includes taxes & fees
25 May - 26 May
The Hotel Marblehead

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers
3.0 star property
Danvers
8.6 out of 10, Excellent, (1,015 reviews)
"Great stay"
United States
Verinda
The price is RM509
RM568 total
includes taxes & fees
19 May - 20 May
Sonesta Select Boston Danvers

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,377 reviews)
"Awesome hotel! Great location!!!"
Canada
Craig
The price is RM780
RM909 total
includes taxes & fees
25 May - 26 May
Hyatt Place Boston/Seaport District

Renaissance® Boston Seaport District

Renaissance® Boston Seaport District
4.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,011 reviews)
"Great spot to stay!"
United States
Kenneth
The price is RM721
RM1,000 total
includes taxes & fees
25 May - 26 May
Renaissance® Boston Seaport District

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
2.0 star property
Back Bay
8.2 out of 10, Very good, (319 reviews)
"Clean and great location would definitely stay there again"
Canada
Howard
The price is RM820
RM955 total
includes taxes & fees
25 May - 26 May
The Midtown Hotel MOD Collection by Sonesta

Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,876 reviews)
"A very pleasant stay!"
United States
Judy
The price is RM730
RM850 total
includes taxes & fees
25 May - 26 May
Hampton Inn Boston Seaport District

Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District
3.0 star property
Seaport District
8.8 out of 10, Excellent, (1,466 reviews)
"Great staff. Great vibes. "
Canada
Lisa
The price is RM647
RM867 total
includes taxes & fees
25 May - 26 May
Aloft by Marriott, Boston Seaport District

Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,444 reviews)
"Friendly staff, very clean, easy to walk to Fenway."
United States
Jennifer
The price is RM554
RM637 total
includes taxes & fees
25 May - 26 May
Oasis Guest House

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4,602 reviews)
"Nice great location"
United States
Nicole
The price is RM596
RM694 total
includes taxes & fees
25 May - 26 May
citizenM Boston North Station

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,428 reviews)
"Great hotel!"
United States
Andrea
The price is RM667
RM959 total
includes taxes & fees
25 May - 26 May
The Westin Boston Seaport District

The Hotel Salem

The Hotel Salem
3.0 star property
Downtown Salem
9.4 out of 10, Exceptional, (1,016 reviews)
"Nice hotel with very friendly staff, great location"
Canada
allison
The price is RM652
RM729 total
includes taxes & fees
20 May - 21 May
The Hotel Salem

YOTEL Boston

YOTEL Boston
4.0 star property
Seaport District
8.6 out of 10, Excellent, (2,522 reviews)
"Have stayed here numerous times. Love this Yotel!"
United States
Amanda
The price is RM702
RM1,024 total
includes taxes & fees
30 May - 31 May
YOTEL Boston

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (2,016 reviews)
"Excellent hotel and great location!"
United States
Toni
The price is RM663
RM910 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Boston

Nantasket Beach Resort

Nantasket Beach Resort
3.0 star property
Nantasket Beach
8.6 out of 10, Excellent, (1,008 reviews)
"Everything was perfect best stay ever "
United States
Hayley
The price is RM473
RM625 total
includes taxes & fees
13 May - 14 May
Nantasket Beach Resort

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, (1,336 reviews)
"Very nice stay."
United States
SHELLEY L
The price is RM730
RM850 total
includes taxes & fees
25 May - 26 May
Courtyard by Marriott Boston Downtown/North Station

Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,103 reviews)
"Super clean, check in directions were easy to follow, awesome location, loved our stay!"
United States
Allison
The price is RM653
RM750 total
includes taxes & fees
25 May - 26 May
Copley House

Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel
2.5 star property
Danvers
9.0 out of 10, Wonderful, (1,014 reviews)
"Breakfast was great, plenty of parking, very clean and my girls enjoyed the pool. Would stay here again! "
United States
Rachel
The price is RM545
RM609 total
includes taxes & fees
13 May - 14 May
Best Western Plus North Shore Hotel

Lakeside Inn

Lakeside Inn
2.0 star property
Wakefield
7.6 out of 10, Good, (2,363 reviews)
"Great place. Will visit again"
United States
Ranjeet
The price is RM346
RM386 total
includes taxes & fees
24 May - 25 May
Lakeside Inn
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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.

Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

Top Winchester Hotel Reviews

More cheap stays in Winchester

Frequently asked questions

What's the best place to stay in Winchester?
Located 8.7 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 Omni Boston Hotel at the Seaport and The Godfrey 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?
Seaport Hotel Boston: Hotel, 9-minute walk from Boston Convention and Exhibition Center. Features 2 restaurants, an indoor pool and a health club. Omni Boston Hotel at the Seaport 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 5 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 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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