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

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Check availability on Winchester 4 Star Hotels

Our top choices for Winchester 4-star hotels

Exterior

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,590 reviews)
"Great location very nice staff"
United States
Stephen
The price is 5.225.740 ₫
6.981.102 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Seaport Hotel Boston
Exterior

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
MIT
9.0 out of 10, Wonderful, (2,431 reviews)
"Great place to stay"
United States
Zac
The price is 5.003.055 ₫
6.585.745 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Boston/Cambridge
Front of property

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (6,807 reviews)
"Excellent location, nice clean rooms, ideal for our stay."
United Kingdom
Allan
The price is 5.883.745 ₫
6.851.621 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Harborside Inn Of Boston
Lobby

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,118 reviews)
"Great stay"
United States
Roberto I Santeliz
The price is 4.714.873 ₫
6.560.361 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Hilton Boston Park Plaza
Breakfast, lunch, dinner and brunch served

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (7,366 reviews)
"Great stay!"
United States
Scott
The price is 4.892.238 ₫
6.614.273 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Dagny Boston
Lobby

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,846 reviews)
"Great hotel…great location!"
United States
Shelly
The price is 7.392.190 ₫
8.608.205 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Hilton Boston Logan Airport
Bar (on property)

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,882 reviews)
"Everything was great and the perfect location!"
United States
Cassie Ann
The price is 4.963.140 ₫
5.779.577 ₫ total
includes taxes & fees
19 Jul - 20 Jul
citizenM Boston Back Bay
Lobby

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 stay!!"
United States
Patrick
The price is 7.326.540 ₫
9.754.947 ₫ total
includes taxes & fees
17 Jul - 18 Jul
The Westin Boston Seaport District
Sports facility

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor
4.0 star property
East Boston
9.2 out of 10, Wonderful, (1,968 reviews)
"Great property and great location"
United States
robert
The price is 6.222.435 ₫
7.902.400 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Hyatt Regency Boston Harbor
Lobby lounge

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.2 out of 10, Wonderful, (4,719 reviews)
"Clean room and great breakfast"
United States
Anthony
The price is 4.700.540 ₫
5.473.779 ₫ total
includes taxes & fees
2 Aug - 3 Aug
citizenM Boston North Station
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, (4,009 reviews)
"great place to stay in boston!"
United States
David
The price is 3.781.440 ₫
4.403.539 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Copley Square Hotel, a FOUND Hotel
Restaurant

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (5,113 reviews)
"Great stay!"
United States
Elizabeth
The price is 4.939.506 ₫
6.822.676 ₫ total
includes taxes & fees
9 Aug - 10 Aug
The Godfrey Hotel Boston
Terrace/patio

Revere Hotel Boston Common

Revere Hotel Boston Common
4.0 star property
Bay Village
9.0 out of 10, Wonderful, (2,038 reviews)
"I really enjoyed the location."
United States
Melissa
The price is 5.557.929 ₫
7.695.231 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Revere Hotel Boston Common
Front of property – evening/night

Omni Parker House

Omni Parker House
4.5 star property
Downtown Boston
9.0 out of 10, Wonderful, (3,631 reviews)
"Great hotel and staff and the restaurant and bars were amazing"
United States
Kristina
The price is 7.589.403 ₫
9.908.479 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Omni Parker House
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, (1,502 reviews)
"Great location and beautiful place!"
United States
Victoria
The price is 7.540.436 ₫
9.850.992 ₫ total
includes taxes & fees
19 Jul - 20 Jul
The Westin Copley Place, Boston, a Marriott Hotel
Presidential Suite | Premium bedding, down duvets, in-room safe, blackout curtains

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (2,149 reviews)
"Good hotel in great location to explore Boston- and very handy for Boston Common."
United Kingdom
Gavin
The price is 5.225.740 ₫
7.004.475 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Boston
Indoor pool, open 6:00 AM to 11:00 PM, pool loungers

Boston Marriott Copley Place

Boston Marriott Copley Place
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1,856 reviews)
"Nice hotel. Great for a weekend stay."
United States
Melissa l.
The price is 6.905.065 ₫
9.111.104 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Boston Marriott Copley Place
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, (3,237 reviews)
"Convenient location, wonderful staff"
United States
James
The price is 5.532.457 ₫
6.442.546 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Club Quarters Hotel Faneuil Hall, Boston
Front of property

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End
8.8 out of 10, Excellent, (1,922 reviews)
"Everything was wonderful from check in to check out"
United States
Michael
The price is 7.065.220 ₫
8.538.353 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Battery Wharf Hotel, Boston Waterfront
Premium bedding, down duvets, pillow-top beds, in-room safe

Hilton Boston Back Bay

Hilton Boston Back Bay
4.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (70 reviews)
"Room was very clean and great view"
United States
Kelechi
The price is 6.149.446 ₫
8.200.463 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hilton Boston Back Bay
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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.
The Langham, Boston

The Langham, Boston

250 Franklin St Boston MA
The price is 11.738.220 ₫ per night from 14 Aug to 15 Aug
11.738.220 ₫
13.669.157 ₫ total
14 Aug - 15 Aug
includes taxes & fees
9.6/10 Exceptional! (1,007 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
A historic building with a clock tower, red brick walls, and a green roof.

Top Winchester Hotel Reviews

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

10/10 Excellent
"good view of the river and city"
Qiang 1-night trip
Posted 3 hours ago
Hyatt Regency Boston/Cambridge

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 7.985.696 ₫

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.