Title: The Best 4 Star Hotels in Winchester, MA from $93 | Expedia.com

[Winchester Travel Guide](https://expedia.com/Winchester.dx175481)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d175481.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d175481.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d175481.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d175481.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d175481.Destination-Travel-Guides)

![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winchester 4 Star Hotels

Tonight

[Feb 14 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-14&endDate=2026-02-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 15 - Feb 16](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-15&endDate=2026-02-16&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester 4-star hotels

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/f06ad8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, 1 King Bed | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/466d942f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/34618491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Boston Logan Airport

[](https://www.expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information)

East Boston

9.0/10

Wonderful

(3,670 reviews)

"Beautiful hotel and convenient to the airport"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jonetta

$192 nightly

$224 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/7c57b7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/c37d2403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0277dcdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Boston North Station

[](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

West End

9.4/10

Exceptional

(4,342 reviews)

"Great service, good location for tourism, and clean rooms!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ivan Alexander

$110 nightly

$128 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/b4f639c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/80b97ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/328c763f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dagny Boston

[](https://www.expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

Downtown Boston

9.4/10

Exceptional

(7,050 reviews)

" a great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa Saad

$148 nightly

$173 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/754f64e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/27038c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/fa2751b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harborside Inn Of Boston

[](https://www.expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

Downtown Boston

9.2/10

Wonderful

(6,241 reviews)

"great place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

$109 nightly

$127 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/e07ab872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/dea35c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f43a68cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaport Hotel Boston

[](https://www.expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

Seaport District

9.6/10

Exceptional

(3,975 reviews)

"Beautiful hotel, excellent staff and really nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brad

$131 nightly

$152 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

![International cuisine](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/61974d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/98af3a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed (High Floor) | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/44395d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Boston Back Bay

[](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information)

Fenway–Kenmore

9.4/10

Exceptional

(2,316 reviews)

"An amazing hotel, clean, nice staff, great service "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamar

$101 nightly

$118 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and brunch served](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/a6e3ccac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/aeaa0d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/3ea105e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Omni Parker House 

[](https://www.expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information)

Downtown Boston

9.0/10

Wonderful

(3,300 reviews)

"Really nice hotel with great decor, staff were very helpful, and in a good location"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Jasdeep

$178 nightly

$207 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/b6468cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/a3f6b9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Queen Bed, Kitchenette | 1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/b664eae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Quarters Hotel Faneuil Hall, Boston

[](https://www.expedia.com/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information)

Downtown Boston

9.0/10

Wonderful

(2,971 reviews)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

$155 nightly

$180 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information)

![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/c254df3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/3c267db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/3aefc22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/db3fd34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Godfrey Hotel Boston

[](https://www.expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)

Downtown Boston

9.4/10

Exceptional

(4,898 reviews)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex

$147 nightly

$171 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)

![Presidential Suite | Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/866dc285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/84f4c8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/6306f7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/w4973h3840x4y0-87fd5a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Boston

[](https://www.expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information)

Downtown Boston

9.0/10

Wonderful

(1,849 reviews)

"Amazing place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yohlman

$160 nightly

$187 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information)

![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/e1a64100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/b7112317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/213feb43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Copley Square Hotel, a FOUND Hotel

[](https://www.expedia.com/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information)

Back Bay

8.6/10

Excellent

(3,947 reviews)

"All from the hotel beginning from the check in to the check out was perfect!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alejandro

$80 nightly

$93 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/1000/946/2356f482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1000/946/16873046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/946/9ed68b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1000/946/b9d1b1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree Suites by Hilton Hotel Boston - Cambridge

[](https://www.expedia.com/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information)

Allston

9.0/10

Wonderful

(1,000 reviews)

"Bravo, the property close to everything we need"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fawad

$122 nightly

$142 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch LED TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/84c3ddf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/213b5b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/01404e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Copley Place, Boston, a Marriott Hotel

[](https://www.expedia.com/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information)

Back Bay

9.2/10

Wonderful

(1,448 reviews)

"The entire stay was absolutely wonderful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen

$226 nightly

$263 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information)

![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/6c2b250e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/73d19b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/ef8b6a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/aca50fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Charles Hotel

[](https://www.expedia.com/Boston-Hotels-The-Charles-Hotel.h15861.Hotel-Information)

West Cambridge

9.4/10

Exceptional

(1,001 reviews)

"Room very well appointed and gym was the stand out"

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

David

$298 nightly

$346 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-The-Charles-Hotel.h15861.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/5066927d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/bd847a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/435919af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/13063cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel AKA Back Bay

[](https://www.expedia.com/Boston-Hotels-Hotel-AKA-Back-Bay.h1070718.Hotel-Information)

Back Bay

9.2/10

Wonderful

(1,191 reviews)

"This trip was amazing!!! The staff was the best !!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justina

$180 nightly

$210 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Hotel-AKA-Back-Bay.h1070718.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/3aa5107f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Boston Park Plaza

[](https://www.expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information)

Bay Village

8.4/10

Very Good

(3,108 reviews)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

$154 nightly

$179 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/46b6ba4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's activities](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/5661279a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/9a3fcf89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/d6c880e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Boston North Shore

[](https://www.expedia.com/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information)

Danvers

8.2/10

Very Good

(2,393 reviews)

"Hotel was clean and comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melvin

$93 nightly

$104 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information)

![City view](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/19346b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 5:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/a909682d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/dd9e406a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/463c009e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sheraton Boston, a Marriott Hotel

[](https://www.expedia.com/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information)

Back Bay

8.6/10

Excellent

(1,770 reviews)

"Great place to stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyson

$157 nightly

$183 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/0ab5b9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, memory foam beds, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/827459a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/e67c2116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### YOTEL Boston

[](https://www.expedia.com/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information)

Seaport District

8.6/10

Excellent

(2,421 reviews)

"We love this place. Great hotel in a very nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

$116 nightly

$135 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/56b6419d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 6:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/a9566701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite, 1 King Bed with Sofa bed | Living room | 55-inch flat-screen TV with satellite channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/20dfdeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Pillowtop beds, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/9eb1b062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boston Marriott Copley Place

[](https://www.expedia.com/Boston-Hotels-Boston-Marriott-Copley-Place.h22961.Hotel-Information)

Back Bay

9.2/10

Wonderful

(1,772 reviews)

"Great location to visit "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pam

$210 nightly

$245 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Boston-Hotels-Boston-Marriott-Copley-Place.h22961.Hotel-Information)

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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](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

$146 nightly

$170 total

Feb 16 - Feb 17

Total with taxes and fees

9/10 Wonderful! (4,467 reviews)

[](https://expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information)

![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Encore Boston Harbor

1 Broadway Everett MA

$227 nightly

$253 total

Mar 10 - Mar 11

Total with taxes and fees

9.6/10 Exceptional! (3,551 reviews)

[](https://expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information)

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Langham, Boston

250 Franklin St Boston MA

$365 nightly

$425 total

Feb 19 - Feb 20

Total with taxes and fees

9.6/10 Exceptional! (1,000 reviews)

[](https://expedia.com/Boston-Hotels-The-Langham.h2558.Hotel-Information)

Still don't see what you're looking for?

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You can also use these popular filters to refine your search.

[Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&regionId=175481&star=40&star=40&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&regionId=175481&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&regionId=175481&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&regionId=175481&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&regionId=175481&star=40&star=40&amenities=WATER_PARK)

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](https://www.expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&adults=2&regionId=175481)

![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

## Top Winchester Hotel Reviews

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg)

### Seaport Hotel Boston

10/10 Excellent

"We stayed there for one night and loved it!! I even ordered champagne and strawberries for my fiance with concierge, they were perfect! We always stay at the Seaport Hotel and love it! We can't wait to get back!"

[](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg)

### The Dagny Boston

10/10 Excellent

"The Dagny is in a great location within walking distance to all the main attractions. The staff is amazing! Friendly and accommodating. The hotel is clean and updated but still has a great historic feel. Definitely recommend a stay here! "

[](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg)

### Harborside Inn Of Boston

10/10 Excellent

"We stay there every trip to Boston for Celtic games. Staff and rooms have always been great. "

[](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![The Westin Copley Place, Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb_y.jpg)

### The Westin Copley Place, Boston, a Marriott Hotel

10/10 Excellent

"Staff were wonderful, room was clean and housekeeping was fantastic "

[](https://expedia.com/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information)

![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg)

### citizenM Boston Back Bay

10/10 Excellent

"Everything was excellent!!! I will be back!!! "

[](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information)

![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg)

### Hilton Boston Park Plaza

10/10 Excellent

"It amazing!! Check in was so good! From check in to check out! The dining staff was beyond what I used to! Such a nice night away."

[](https://expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information)

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg)

### citizenM Boston North Station

10/10 Excellent

"Yes"

[](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg)

### The Godfrey Hotel Boston

10/10 Excellent

"Beautiful elegant and warm setting, exceptionally friendly and attentive staff. Beautiful clean rooms with thoughtful layout "

[](https://expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)

![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg)

### Hilton Boston Logan Airport

10/10 Excellent

"Good"

[](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information)

## Find out more about Winchester

## Winchester Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winchester, Boston are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winchester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winchester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winchester, Boston, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winchester hotels offer everything your heart desires.

## Frequently asked questions

### What are the best 4-star hotels in Winchester?

### How much does it cost to stay in a 4-star hotel in Winchester?

> - Search for the lowest price from $170

### What's the difference between 5-star and 4-star hotels in Winchester?

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