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Winchester 4 Stars Hotels

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Check availability on Winchester 4 Star Hotels

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Winchester 4-star hotels

Lobby
Hilton Boston Logan Airport

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3625)
"Ease of check in, convenient, good restaurant, comfortable bed"
United States
Jim
The price is NT$5,147
NT$5,994 total
includes taxes & fees
Jan 13 - 2026/1/14
Hilton Boston Logan Airport
Lobby
citizenM Boston North Station

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4195)
"Staff was super friendly and the room was perfect! "
United States
Jennifer
The price is NT$3,375
NT$3,930 total
includes taxes & fees
Jan 1 - 2026/1/2
citizenM Boston North Station
Breakfast, lunch, dinner served; American cuisine
The Dagny Boston

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (6900)
"Great stay!"
United States
Christopher James
The price is NT$4,700
NT$6,574 total
includes taxes & fees
Dec 24 - Dec 25
The Dagny Boston
Front of property
Harborside Inn Of Boston

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Government Center
9.2 out of 10, Wonderful, (6090)
"Great location and a very nice hotel."
United States
Alan
Harborside Inn Of Boston
Exterior
Seaport Hotel Boston

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3844)
"Great stay! "
United States
Angelica
The price is NT$5,335
NT$6,371 total
includes taxes & fees
Dec 24 - Dec 25
Seaport Hotel Boston
International cuisine
citizenM Boston Back Bay

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2140)
"Great stay "
United States
Alexander
The price is NT$3,375
NT$3,930 total
includes taxes & fees
Dec 29 - Dec 30
citizenM Boston Back Bay
Front of property - evening/night
Omni Parker House

Omni Parker House

Omni Parker House
4.5 star property
Downtown Boston
9.0 out of 10, Wonderful, (3249)
"Excellent stay!"
United States
kathleen
The price is NT$5,067
NT$7,003 total
includes taxes & fees
Dec 24 - Dec 25
Omni Parker House
Breakfast, lunch and dinner served
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (2939)
"Great hotel, wonderful location near tourist sites, affordable, friendly staff."
United States
Paula
The price is NT$3,835
NT$5,199 total
includes taxes & fees
Jan 5 - 2026/1/6
Club Quarters Hotel Faneuil Hall, Boston
Peruvian cuisine
The Godfrey Hotel Boston

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (4807)
"Great place to stay"
United States
Nick A
The price is NT$3,094
NT$5,072 total
includes taxes & fees
Dec 24 - Dec 25
The Godfrey Hotel Boston
Exterior
Hyatt Regency Boston

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1728)
"Amazing room, friendly staff"
United States
Ryan
The price is NT$4,012
NT$5,776 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Regency Boston
In-room safe, blackout drapes, iron/ironing board, free WiFi
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (3916)
"Was perfect for my overnight stay in Boston and close to public transportation, Boston Common and Newburry Street!"
United States
Dawn
The price is NT$2,649
NT$3,085 total
includes taxes & fees
Dec 25 - Dec 26
Copley Square Hotel, a FOUND Hotel
Restaurant
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge
4.0 star property
Allston
9.0 out of 10, Wonderful, (1002)
"Clean room, comfortable bed, and easy check in/check out."
United States
Sheri
The price is NT$3,750
NT$4,367 total
includes taxes & fees
Dec 30 - Dec 31
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Exterior
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1415)
"Great location and nice staff "
United States
BRIAN
The price is NT$4,835
NT$6,916 total
includes taxes & fees
Dec 28 - Dec 29
The Westin Copley Place, Boston, a Marriott Hotel
3 restaurants, breakfast, lunch, dinner served; American cuisine
The Charles Hotel

The Charles Hotel

The Charles Hotel
4.0 star property
West Cambridge
9.4 out of 10, Exceptional, (1005)
"We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway. "
United States
William
The price is NT$10,424
NT$12,086 total
includes taxes & fees
Jan 8 - 2026/1/9
The Charles Hotel
Interior detail
Hotel AKA Back Bay

Hotel AKA Back Bay

Hotel AKA Back Bay
4.5 star property
Back Bay
9.2 out of 10, Wonderful, (1180)
"Great Hotel"
China
jiewei
The price is NT$5,539
NT$7,737 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel AKA Back Bay
Lobby
Hilton Boston Park Plaza

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very Good, (3116)
"Great stay! "
United States
Charles
The price is NT$3,288
NT$5,114 total
includes taxes & fees
Jan 2 - 2026/1/3
Hilton Boston Park Plaza
Indoor pool
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore
4.0 star property
Danvers
8.2 out of 10, Very Good, (2324)
"Excellent place !"
United States
Daniela
The price is NT$3,078
NT$3,438 total
includes taxes & fees
Jan 1 - 2026/1/2
DoubleTree by Hilton Boston North Shore
City view
Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (1736)
"The staff and the hotel over all is excellent, can’t wait to come back!"
United States
Don
The price is NT$4,605
NT$5,363 total
includes taxes & fees
Dec 28 - Dec 29
Sheraton Boston, a Marriott Hotel
Rooftop terrace
YOTEL Boston

YOTEL Boston

YOTEL Boston
4.0 star property
Seaport District
8.6 out of 10, Excellent, (2365)
"Good hotel to stay "
United States
Luis
The price is NT$3,028
NT$4,995 total
includes taxes & fees
Dec 28 - Dec 29
YOTEL Boston
Exterior
Boston Marriott Copley Place

Boston Marriott Copley Place

Boston Marriott Copley Place
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1716)
"Clean rooms, helpful and friendly staff"
United States
Tammy
The price is NT$5,015
NT$6,942 total
includes taxes & fees
Dec 25 - Dec 26
Boston Marriott Copley Place
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winchester.
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
The price is NT$4,643 per night from Dec 24 to Dec 25
NT$4,643
NT$6,692 total
Dec 24 - Dec 25
includes taxes & fees
9/10 Wonderful! (4,319 reviews)
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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.

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

Top Winchester Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Squeaky clean room, wonderful welcome, great staff! "
Marguerite 1-night trip
Posted 12 hours ago
Harborside Inn Of Boston

Frequently asked questions

What are the best 4-star hotels in Winchester?
If you're searching for high-quality comfort and loads of amenities during your Winchester adventure, check out Boston Marriott Burlington. This sought-after 4-star hotel features premium bedding and a terrace. Freepoint Hotel Cambridge, Tapestry Collection by Hilton also gets top reviews from Expedia guests. A pillowtop mattress and concierge services are among its conveniences.
How much does it cost to stay in a 4-star hotel in Winchester?
To find a 4-star hotel in Winchester that matches your budget, make use of Expedia's search and sort filters. Take a look at what's available during your vacation dates and use our pricing filter to set your limit. You can also list your results by the most affordable option first.

  • Search for the lowest price from NT$6,692

What's the difference between 5-star and 4-star hotels in Winchester?
Treat yourself to luxury during your Winchester vacation by staying at a 4-star hotel. As well as featuring upmarket surroundings, these retreats are usually packed with amenities like complimentary bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and unforgettable one. 24-hour concierge assistance, elegant décor and world-class dining are only the start of the exclusive conveniences and services you'll likely get access to.

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