Winchester 4 Stars Hotels

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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, (3603)
"Friendly staff, beautiful rooms and a perfect location "
United States
Robert
The price is NT$5,011
NT$5,836 total
includes taxes & fees
Dec 20 - Dec 21
Hilton Boston Logan Airport
Lobby lounge
citizenM Boston North Station

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4149)
"Clean rooms, staff was nice and very helpful, the view from the room was amazing."
United States
Jessica
The price is NT$3,338
NT$3,887 total
includes taxes & fees
Dec 24 - Dec 25
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, (6837)
"Great stay!"
United States
Christopher James
The price is NT$4,107
NT$5,874 total
includes taxes & fees
Jan 11 - 2026/1/12
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, (6049)
"Great location and comfortable rooms"
United States
Matthew
The price is NT$3,348
NT$3,899 total
includes taxes & fees
Dec 21 - Dec 22
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, (3792)
"Great weekend stay!"
United States
Amanda
The price is NT$5,276
NT$6,300 total
includes taxes & fees
Dec 15 - Dec 16
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, (2113)
"We enjoyed staying at this hotel. Great location! "
United States
Lidu
The price is NT$3,338
NT$3,887 total
includes taxes & fees
Dec 21 - Dec 22
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, (3218)
"Staff and amenities were great"
United States
Maya
The price is NT$5,277
NT$7,235 total
includes taxes & fees
Dec 16 - Dec 17
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, (2913)
"Great hotel "
Canada
Scott
The price is NT$3,545
NT$4,855 total
includes taxes & fees
Jan 4 - 2026/1/5
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, (4785)
"Nice hotel, great location."
United States
Oksana
The price is NT$2,760
NT$4,670 total
includes taxes & fees
Dec 21 - Dec 22
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, (1704)
"Convenient location to mass transit "
United States
todd
The price is NT$3,968
NT$5,712 total
includes taxes & fees
Dec 19 - Dec 20
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, (3904)
"Great for a short stay option. We stayed 2 days and it was perfect for our needs. "
United States
Rocco
The price is NT$2,489
NT$2,899 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, (1006)
"Everything it is a beautiful hotel!!!!"
United States
Rakeena
The price is NT$3,692
NT$4,299 total
includes taxes & fees
Jan 7 - 2026/1/8
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, (1408)
"Great location and nice staff "
United States
BRIAN
The price is NT$4,564
NT$6,586 total
includes taxes & fees
Dec 21 - Dec 22
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, (1001)
"Clean room, staff is nice and helpful"
United States
Katelyn
The price is NT$9,686
NT$11,231 total
includes taxes & fees
Jan 11 - 2026/1/12
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, (1205)
"Great Hotel"
China
jiewei
The price is NT$5,334
NT$7,483 total
includes taxes & fees
Dec 19 - Dec 20
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, (3108)
"Great stay! "
United States
Charles
The price is NT$3,486
NT$5,331 total
includes taxes & fees
Dec 24 - Dec 25
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
8.0 out of 10, Very Good, (2296)
"Great stay!"
United States
Stephanie
The price is NT$3,044
NT$3,400 total
includes taxes & fees
Jan 2 - 2026/1/3
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, (1731)
"Excellent hotel very nice "
United States
PAUL
The price is NT$4,336
NT$5,049 total
includes taxes & fees
Dec 21 - Dec 22
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, (2350)
"Good hotel to stay "
United States
Luis
The price is NT$3,119
NT$5,086 total
includes taxes & fees
Dec 27 - Dec 28
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, (1707)
"Great hotel"
United States
Farhad
The price is NT$4,960
NT$6,866 total
includes taxes & fees
Dec 19 - Dec 20
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$5,638 per night from Jan 1 to Jan 2
NT$5,638
NT$7,837 total
Jan 1 - 2026/1/2
includes taxes & fees
9/10 Wonderful! (4,285 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

Hilton Boston Park Plaza

Hilton Boston Park Plaza

10/10 Excellent
"Yes the room was very clean and comfortable. "
Joanna 1-night trip
Posted 1 day ago
Hilton Boston Park Plaza

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$7,678

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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