Title: 5 Stars Hotels in Winchester, Boston from CA $170 - Find Cheap Winchester Hotels With 5 Stars | Expedia.ca

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![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)

# 5 Stars Hotels in Winchester, Boston from CA $170

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## Check availability on Winchester 5 Star Hotels

Tonight

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-26&endDate=2025-12-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-27&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester 5-star hotels

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/a6dc8a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/89bc4993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast served](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/1ac58b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Omni Boston Hotel at the Seaport

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

Seaport District

9.2/10

Wonderful

(4326)

"Great location "

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

Karen

CA $196

CA $284 total

includes taxes & fees

Dec 27 - Dec 28

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

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Nightclub](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a6b605cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/0f4a30a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/6ebca9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Encore Boston Harbor

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

Everett

9.6/10

Exceptional

(3474)

"Very nice Hotel."

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

Roody

CA $284

CA $318 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Club Room, 1 King Bed, Park View | Park view](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9dd85bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/e22c0556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, brunch served; Italian cuisine ](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/b09a9741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Langham, Boston

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

Downtown Boston

9.6/10

Exceptional

(1001)

"Great location and very clean. Friendly staff and overall a wonderful stay in Boston. We would absolutely stay here again."

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

Amy

CA $540

CA $629 total

includes taxes & fees

Jan 18 - Jan 19, 2026

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

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Mansion)](https://images.trvl-media.com/lodging/1000000/10000/400/395/178a98f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/400/395/357d5388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Corner (House)](https://images.trvl-media.com/lodging/1000000/10000/400/395/df53de2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Newbury Boston

[](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information)

Back Bay

9.2/10

Wonderful

(552)

"Excellent hotel. "

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

Anne

CA $497

CA $651 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/6ea00b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/8397fde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/b4c3e1f4.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/1000000/30000/22000/21962/1bab5b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Seasons Hotel Boston

[](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.Hotel-Information)

Bay Village

9.4/10

Exceptional

(455)

"Very classic hotel and nice food in the restaurant "

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

JUNMEI

CA $985

CA $1,147 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/45321953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/w3891h2578x6y3-d68e82bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Corner (View) | Water view](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4175b463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/w3891h2595x0y0-44f52384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### InterContinental Boston by IHG

[](https://www.expedia.ca/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information)

Downtown Boston

9.4/10

Exceptional

(1013)

"Great stay"

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

Anthony

CA $225

CA $324 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information)

![Suite, Multiple Beds (John Adams Presidential Suite)](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/61473433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed (Admirals Suite)](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/77e4a184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/ec21d2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boston Harbor Hotel

[](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information)

North End

9.8/10

Exceptional

(1004)

"Beautiful hotel. "

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

Monica

CA $594

CA $693 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Suite, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/fb990cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local and international cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/w1667h2500x0y0-6219c43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/52c74c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mandarin Oriental, Boston

[](https://www.expedia.ca/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information)

Back Bay

9.4/10

Exceptional

(388)

"Excellent service"

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

Narek

CA $596

CA $694 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information)

![Indoor pool, open 6:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/a484cf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Charles) | Terrace/patio](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/cfe3865c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/0fadfa3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/9d71ad4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Seasons Hotel One Dalton Street, Boston

[](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information)

Back Bay

9.6/10

Exceptional

(373)

"Great place too stay "

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

brian

CA $697

CA $812 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/a800c3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bars/lounges](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/5b957af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 Bedroom, City View (Ebersol)](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/61c88098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/6f89371e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Liberty, a Marriott Luxury Collection Hotel, Boston

[](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information)

West End

8.8/10

Excellent

(1005)

"The restaurants and bars were really nice. The room was OK for the price."

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

Patrice

CA $239

CA $318 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/7e37dec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 Bedroom (Scenic Park & Boston Common View) | Living room](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/713a53fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/54668a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/0b9e1203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ritz-Carlton, Boston

[](https://www.expedia.ca/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information)

Downtown Boston

9.0/10

Wonderful

(418)

"Exceptional staff, clean and well appointed room"

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

JOHN

CA $682

CA $795 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information)

![3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/046798a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/557e81ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Raffles Boston

[](https://www.expedia.ca/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information)

Back Bay

9.6/10

Exceptional

(202)

"Loved everything about our stay, food, pool and ambiance all incredible. Will stay again!"

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

Don

CA $711

CA $828 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/0637e89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed (Boston Common)](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/63c587e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/9516aa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/86944140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### XV Beacon

[](https://www.expedia.ca/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information)

Beacon Hill

9.4/10

Exceptional

(384)

"Great Staff, very nice room. Ideal location for exploring Boston history and access to the T"

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

Emil

CA $732

CA $853 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information)

![Honeymoon Room | In-room dining](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/39751e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/e6922a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Room | Living area](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/9e88c4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/03f0119d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bell Inn

[](https://www.expedia.ca/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information)

Peabody

9.4/10

Exceptional

(230)

"The room was spacious, clean, and luxurious, all for a fair price. The check in process was simple and staff were able to accommodate our early check-in needs. We loved the "speakeasy" bar and décor of the inn. Loved that we were able to stay in a homey setting with friends and family. Would definitely recommend for families/groups that will be booking multiple rooms!"

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

Hannah

[](https://www.expedia.ca/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winchester.

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### Hilton Boston Logan Airport

One Hotel Drive Boston MA

CA $223

CA $260 total

Jan 17 - Jan 18, 2026

includes taxes & fees

8.8/10 Excellent! (3,607 reviews)

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

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### citizenM Boston North Station

70 Causeway Street Boston MA

CA $146

CA $170 total

Jan 1 - Jan 2, 2026

includes taxes & fees

9.2/10 Wonderful! (4,180 reviews)

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

![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Dagny Boston

89 Broad Street Boston MA

CA $180

CA $257 total

Jan 15 - Jan 16, 2026

includes taxes & fees

9.4/10 Exceptional! (6,889 reviews)

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

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&regionId=175481&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&regionId=175481&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&regionId=175481&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&regionId=175481&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&regionId=175481&star=50&star=50&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=2026-01-09&endDate=2026-01-10&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

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg)

### Omni Boston Hotel at the Seaport

10/10 Excellent

"Great room, great service. Walk-in showers are great, wish all the rooms had them. Could use vending machines on each floor."

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

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg)

### Boston Harbor Hotel

10/10 Excellent

"YES"

[](https://expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information)

![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg)

### Encore Boston Harbor

10/10 Excellent

"I didn’t get a chance to have breakfast "

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

![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg)

### The Newbury Boston

10/10 Excellent

"The staff was so helpful and friendly, and the hotel is beautiful!"

[](https://expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information)

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg)

### The Langham, Boston

10/10 Excellent

"Great location and very clean. Friendly staff and overall a wonderful stay in Boston. We would absolutely stay here again."

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

## Find out more about Winchester

## Five Star Hotels in Winchester

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Winchester so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Winchester and get ready to be pampered like never before.

#### Get a Great Deal on 5-Star Hotels in Winchester

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. 

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

#### Make Your Escape to Winchester

The results are in, and Winchester 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Winchester! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Winchester today and settle down in the lap of luxury tomorrow.

## Frequently asked questions

### What are the best 5-star hotels in Winchester?

### How much does it cost to stay in a 5-star hotel in Winchester?

> - Search for the lowest price per night from CA $170

### What makes a hotel 5 stars in Winchester?

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