Title: 4 Stars Hotels in Winchester, Boston from CA $128 - Find Cheap Winchester Hotels With 4 Stars | Expedia.ca

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Photo by Ana Lei

# 4 Stars Hotels in Winchester, Boston from CA $128

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## Check availability on Winchester 4 Star Hotels

Tonight

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-12&endDate=2025-12-13&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-13&endDate=2025-12-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-19&endDate=2025-12-21&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)

![Junior Suite, 1 King Bed | Living area](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)

![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/6d4ba527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Boston Logan Airport

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

East Boston

9.0/10

Wonderful

(3598)

"Friendly staff, beautiful rooms and a perfect location "

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

Robert

CA $221

CA $258 total

includes taxes & fees

Dec 23 - Dec 24

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

![Lobby lounge](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351.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)

![Premium Room, 1 King Bed (View)](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/23e9f070.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)

### citizenM Boston North Station

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

West End

9.4/10

Exceptional

(4138)

"Clean rooms, staff was nice and very helpful, the view from the room was amazing."

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

Jessica

CA $147

CA $172 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/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/e8240d00.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)

![Library](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/9c0dae36.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)

### The Dagny Boston

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

Downtown Boston

9.4/10

Exceptional

(6832)

"Great stay!"

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

Christopher James

CA $181

CA $259 total

includes taxes & fees

Jan 11 - Jan 12, 2026

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

![Front of property](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789.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)

![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)

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

### Harborside Inn Of Boston

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

Government Center

9.2/10

Wonderful

(6042)

"Great location and comfortable rooms"

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

Matthew

CA $148

CA $172 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/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)

![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)

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

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/3a90f50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaport Hotel Boston

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

Seaport District

9.6/10

Exceptional

(3784)

"Great weekend stay!"

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

Amanda

CA $233

CA $278 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/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)

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

![Gym](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/5eb06d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/d17a08ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Boston Back Bay

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

Fenway–Kenmore

9.4/10

Exceptional

(2111)

"We enjoyed staying at this hotel. Great location! "

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

Lidu

CA $147

CA $172 total

includes taxes & fees

Dec 21 - Dec 22

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/758516f6.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)

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

### Omni Parker House 

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

Downtown Boston

9.0/10

Wonderful

(3210)

"Staff and amenities were great"

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

Maya

CA $233

CA $320 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/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)

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

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/f79667a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Queen Bed, Kitchenette](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.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information)

Downtown Boston

9.0/10

Wonderful

(2910)

"Great hotel "

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

Scott

CA $156

CA $214 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2.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)

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

![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/eb7322a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Godfrey Hotel Boston

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

Downtown Boston

9.4/10

Exceptional

(4781)

"Nice hotel, great location."

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

Oksana

CA $122

CA $206 total

includes taxes & fees

Dec 21 - Dec 22

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/w2557h3837x3y3-ca2d3d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/866dc285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/1db57cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Room, Terrace | Living area](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/17c5a38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Boston

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

Downtown Boston

9.0/10

Wonderful

(1699)

"Convenient location to mass transit "

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

todd

CA $168

CA $243 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/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)

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

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/a1ab1c31.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)

### Copley Square Hotel, a FOUND Hotel

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

Back Bay

8.6/10

Excellent

(3899)

"Great for a short stay option. We stayed 2 days and it was perfect for our needs. "

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

Rocco

CA $110

CA $128 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/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)

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

![Presidential Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/10000/1000/946/2a808617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree Suites by Hilton Hotel Boston - Cambridge

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

Allston

9.0/10

Wonderful

(1006)

"Everything it is a beautiful hotel!!!!"

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

Rakeena

CA $163

CA $189 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/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)

![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)

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/f28121bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Back Bay

9.2/10

Wonderful

(1408)

"Great location and nice staff "

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

BRIAN

CA $202

CA $291 total

includes taxes & fees

Dec 21 - Dec 22

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

West Cambridge

9.4/10

Exceptional

(1000)

"Clean room, staff is nice and helpful"

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

Katelyn

CA $455

CA $528 total

includes taxes & fees

Dec 26 - Dec 27

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

![Interior detail](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/969796f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/be146fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/5066927d.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)

### Hotel AKA Back Bay

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

Back Bay

9.2/10

Wonderful

(1205)

"Great Hotel"

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

jiewei

CA $236

CA $330 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/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)

![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/1000000/10000/4300/4215/6238869c.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)

### Hilton Boston Park Plaza

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

Bay Village

8.4/10

Very good

(3104)

"Great stay! "

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

Charles

CA $154

CA $235 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/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)

![Executive lounge](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/67f10a71.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)

![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.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information)

Danvers

8.0/10

Very good

(2293)

"Great stay!"

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

Stephanie

CA $134

CA $150 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/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)

![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)

![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)

![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)

### Sheraton Boston, a Marriott Hotel

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

Back Bay

8.6/10

Excellent

(1730)

"Excellent hotel very nice "

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

PAUL

CA $191

CA $223 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/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)

![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)

![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)

![2 bars/lounges](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/8de2892c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### YOTEL Boston

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

Seaport District

8.6/10

Excellent

(2350)

"Good hotel to stay "

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

Luis

CA $171

CA $263 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/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)

![Junior Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/9eb1b062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![55-inch flat-screen TV with satellite channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/55258c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boston Marriott Copley Place

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

Back Bay

9.2/10

Wonderful

(1707)

"Great hotel"

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

Farhad

CA $219

CA $303 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/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

CA $249

CA $346 total

Jan 1 - Jan 2, 2026

includes taxes & fees

9/10 Wonderful! (4,274 reviews)

[](https://expedia.ca/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

CA $295

CA $330 total

Jan 12 - Jan 13, 2026

includes taxes & fees

9.6/10 Exceptional! (3,434 reviews)

[](https://expedia.ca/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

CA $572

CA $666 total

Dec 14 - Dec 15

includes taxes & fees

9.6/10 Exceptional! (1,002 reviews)

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

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

[See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=175481&star=40)

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

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=175481&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=175481&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=175481&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&regionId=175481&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025&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.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&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

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

### citizenM Boston Back Bay

10/10 Excellent

"We had a great stay. The location was perfect, bed was super comfy and bar area great to rewind in at the end of the day."

[](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.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

"The staff was very friendly and helpful. There is a restaurant connected to the hotel. Food and staff there were excellent "

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

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

### Seaport Hotel Boston

10/10 Excellent

"As expected"

[](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.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

"Yyy"

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

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

### The Dagny Boston

10/10 Excellent

"We intentionally stay at the Dagny Boston for so many reasons, but top of my list is the absolutely delightful friendliness we experience with EVERYONE on staff at the hotel. From being greeted at the door in arrival to the smiles from housekeeping staff, everyone is WONDERFUL!!! Thank you so much for a fabulous stay!!!!"

[](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.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

"Amazing hotel I love the gym and the facilities!"

[](https://expedia.ca/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

"The room was clean. Purs had a few slight repairs that needed to be fixex."

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

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg)

### The Charles Hotel

10/10 Excellent

"Every aspect was wonderful! The rooms was spotless and cozy, food in restaraunt was exceptional and staff could not have been more accommodating!! "

[](https://expedia.ca/Boston-Hotels-The-Charles-Hotel.h15861.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

"Food and service were great as always. "

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

## Find out more about Winchester

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winchester are calling your name. Known for providing first-rate service in amazing locations, each of the Winchester 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Winchester. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winchester, Boston, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winchester hotels with 4 Stars provide everything you need to unwind in style.

## 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 CA $330

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

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