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Check availability on Winchester 4 Star Hotels

Our top choices for Winchester 4-star hotels

Lobby

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,636 reviews)
"Great place to stay if flying out of Logan "
United States
Marcella
The price is 4.501.124 ₫
5.241.558 ₫ total
includes taxes & fees
10 Feb - 11 Feb
Hilton Boston Logan Airport
Lobby

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4,295 reviews)
"Great location and great staff"
United States
Anthony
The price is 3.046.740 ₫
3.547.929 ₫ total
includes taxes & fees
1 Feb - 2 Feb
citizenM Boston North Station
Breakfast, lunch, dinner served; American cuisine

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (6,992 reviews)
"Beautiful hotel, great location, very friendly and helpful staff!"
United States
Jeffrey
The price is 3.913.485 ₫
5.474.689 ₫ total
includes taxes & fees
22 Jan - 23 Jan
The Dagny Boston
Front of property

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Government Center
9.2 out of 10, Wonderful, (6,162 reviews)
"great place to stay! "
United States
Jessica
Harborside Inn Of Boston
Exterior

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3,925 reviews)
"Great accommodations and friendly staff!"
United States
Nicholas
The price is 2.746.006 ₫
4.093.625 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Seaport Hotel Boston
International cuisine

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,236 reviews)
"An amazing hotel, clean, nice staff, great service "
United States
Tamar
The price is 2.810.248 ₫
3.272.535 ₫ total
includes taxes & fees
26 Jan - 27 Jan
citizenM Boston Back Bay
Front of property – evening/night

Omni Parker House

Omni Parker House
4.5 star property
Downtown Boston
9.0 out of 10, Wonderful, (3,287 reviews)
"Check in was easy and the room was very nice."
United States
margaret
The price is 3.884.446 ₫
5.441.113 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Omni Parker House
Breakfast, lunch and dinner served

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (2,969 reviews)
"Great hotel, wonderful location near tourist sites, affordable, friendly staff."
United States
Paula
The price is 3.616.553 ₫
4.821.636 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Club Quarters Hotel Faneuil Hall, Boston
Peruvian cuisine

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (4,871 reviews)
"Great location, nice staff"
United States
Zhong
The price is 3.522.136 ₫
5.324.952 ₫ total
includes taxes & fees
22 Jan - 23 Jan
The Godfrey Hotel Boston
Presidential Suite | Premium bedding, in-room safe, blackout curtains, iron/ironing board

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,801 reviews)
"Amazing place to stay! "
United States
Yohlman
The price is 3.340.908 ₫
4.809.763 ₫ total
includes taxes & fees
19 Feb - 20 Feb
Hyatt Regency Boston
In-room safe, blackout curtains, iron/ironing board, free WiFi

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (3,913 reviews)
"Great location, clean and comfy room, friendly staff."
United States
Zachary
The price is 1.971.188 ₫
2.295.450 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Copley Square Hotel, a FOUND Hotel
Restaurant

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, (1,010 reviews)
"Bravo, the property close to everything we need"
United States
Fawad
The price is 3.358.768 ₫
3.911.285 ₫ total
includes taxes & fees
25 Jan - 26 Jan
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Exterior

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, (1,442 reviews)
"The entire stay was absolutely wonderful "
United States
Kathleen
The price is 4.811.748 ₫
6.673.842 ₫ total
includes taxes & fees
15 Feb - 16 Feb
The Westin Copley Place, Boston, a Marriott Hotel
3 restaurants, breakfast, lunch, dinner served; American cuisine

The Charles Hotel

The Charles Hotel
4.0 star property
West Cambridge
9.4 out of 10, Exceptional, (1,002 reviews)
"The staff were courteous and the room wasspotless. We really enjoyed our stay. "
United States
Lauren
The price is 8.128.237 ₫
9.424.690 ₫ total
includes taxes & fees
6 Feb - 7 Feb
The Charles Hotel
Interior detail

Hotel AKA Back Bay

Hotel AKA Back Bay
4.5 star property
Back Bay
9.2 out of 10, Wonderful, (1,173 reviews)
"Great Hotel"
United States
Mario Andre
The price is 4.609.332 ₫
5.367.566 ₫ total
includes taxes & fees
6 Feb - 7 Feb
Hotel AKA Back Bay
Lobby

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,109 reviews)
"Amazing hotel, centrally located "
United States
Karen
The price is 2.408.238 ₫
3.874.692 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Hilton Boston Park Plaza
Indoor pool

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore
4.0 star property
Danvers
8.2 out of 10, Very good, (2,378 reviews)
"I love the environment,quiet,clean,the pool, conference rooms,dining rooms, the staffs were excellent."
United States
Suzette
The price is 2.455.159 ₫
2.742.412 ₫ total
includes taxes & fees
3 Feb - 4 Feb
DoubleTree by Hilton Boston North Shore
City view

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (1,756 reviews)
"Great place to stay "
United States
Tyson
The price is 4.123.605 ₫
4.801.937 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Sheraton Boston, a Marriott Hotel
Rooftop terrace

YOTEL Boston

YOTEL Boston
4.0 star property
Seaport District
8.6 out of 10, Excellent, (2,401 reviews)
"Great stay overall! "
United States
Lourdes
The price is 2.555.584 ₫
4.199.402 ₫ total
includes taxes & fees
23 Jan - 24 Jan
YOTEL Boston
Exterior

Boston Marriott Copley Place

Boston Marriott Copley Place
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1,754 reviews)
"Great location to visit "
United States
Pam
The price is 4.176.135 ₫
5.933.670 ₫ total
includes taxes & fees
15 Feb - 16 Feb
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 3.209.583 ₫ per night from 1 Feb to 2 Feb
3.209.583 ₫
4.808.071 ₫ total
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (4,403 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

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 holiday 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 4.808.071 ₫

What's the difference between 5-star and 4-star hotels in Winchester?
Treat yourself to luxury during your Winchester holiday 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.