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

[Winthrop Travel Guide](https://expedia.ca/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.ca/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[Vacation Rentals in Winthrop](https://expedia.ca/Winthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Flights to Winthrop](https://expedia.ca/Cheap-Flights-To-Winthrop.d175875.Travel-Guide-Flights)[Things to do in Winthrop](https://expedia.ca/Things-To-Do-In-Winthrop.d175875.Travel-Guide-Activities)[Winthrop Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop.d175875.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.ca/Winthrop.d175875.Destination-Travel-Guides)

![Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check availability on Winthrop 5 Star Hotels

Tonight

[Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-02-04&endDate=2026-02-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-02-05&endDate=2026-02-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-02-13&endDate=2026-02-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winthrop 5-star hotels

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3.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)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/772f859d.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)

### 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

(4,446 reviews)

"Beautiful hotel!"

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

Suzanne

CA $190

CA $277 total

includes taxes & fees

Feb 15 - Feb 16

[](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)

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

![Signature Suite | Living area](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/b5cef0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/52ada494.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

(3,553 reviews)

"Great place to stay "

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

Troy

CA $346

CA $387 total

includes taxes & fees

Feb 6 - Feb 7

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

![Breakfast, lunch, brunch served; Italian cuisine ](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/341db16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/d172055e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/59caa70d.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

(1,000 reviews)

"Very nice hotel with excellent staff."

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

Lane

CA $512

CA $596 total

includes taxes & fees

Feb 6 - Feb 7

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

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/400/395/130d2d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Corner (House) | Living room](https://images.trvl-media.com/lodging/1000000/10000/400/395/358caa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/400/395/cb7f3c16.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

(579 reviews)

"Friendliness staffs, location, and amenities."

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

Reggy

CA $518

CA $675 total

includes taxes & fees

Feb 9 - Feb 10

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

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/0d2623c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/e0a50e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/c3aeda44.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)

### Four Seasons Hotel Boston

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

Bay Village

9.4/10

Exceptional

(459 reviews)

"Very classic hotel and nice food in the restaurant "

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

JUNMEI

CA $982

CA $1,144 total

includes taxes & fees

Feb 7 - Feb 8

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/19e1dda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/22e761d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4157cb66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom (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)

### InterContinental Boston by IHG

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

Downtown Boston

9.4/10

Exceptional

(1,067 reviews)

"Terrific stay & absolutely wonderful staff, food, etc."

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

Annette

CA $245

CA $347 total

includes taxes & fees

Feb 15 - Feb 16

[](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)

![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)

![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)

![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

(1,001 reviews)

"Amazing staff, decent room & nice location!"

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

Misty

CA $575

CA $670 total

includes taxes & fees

Feb 15 - Feb 16

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

![Breakfast, lunch, dinner served; local and international cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/b020b277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d.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)

![Royal Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/24a77b26.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

(393 reviews)

"Excellent service"

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

Narek

CA $595

CA $693 total

includes taxes & fees

Feb 23 - Feb 24

[](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)

![Room amenity](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/26f4ffb1.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)

### Four Seasons Hotel One Dalton Street, Boston

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

Fenway–Kenmore

9.6/10

Exceptional

(383 reviews)

"Great place too stay "

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

brian

CA $662

CA $770 total

includes taxes & fees

Feb 18 - Feb 19

[](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)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/b78fdd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Land view from property](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/22e023a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/d40727de.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

(1,003 reviews)

"Fantastic hotel in every way "

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

Karen

CA $285

CA $372 total

includes taxes & fees

Feb 22 - Feb 23

[](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) | Bathroom](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/53b01606.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)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/f02e9ee5.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

(429 reviews)

"We had a great stay!"

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

Veronica

CA $681

CA $793 total

includes taxes & fees

Feb 5 - Feb 6

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

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

![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/8bef1b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f9397155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/e8a467c3.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

(223 reviews)

"Attentive Staff, gorgeous property, clean rooms"

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

Cassandra

CA $644

CA $750 total

includes taxes & fees

Feb 10 - Feb 11

[](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)

![Reception](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/5bce41d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/f13a1992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/24203421.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

(385 reviews)

"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 $731

CA $851 total

includes taxes & fees

Feb 17 - Feb 18

[](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)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/8d3d7c75.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/c30ee3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/2029bc75.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

(231 reviews)

"Terrific food in the Tavern! "

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

Ashleigh

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

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winthrop-Hotels.s50-0-d175875.Travel-Guide-Filter-Hotels)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winthrop-Hotels.s50-0-d175875.Travel-Guide-Filter-Hotels)

## Explore similar 4-star hotels

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

![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hilton Boston Logan Airport

One Hotel Drive Boston MA

CA $234

CA $273 total

Feb 24 - Feb 25

includes taxes & fees

8.8/10 Excellent! (3,654 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

Feb 16 - Feb 17

includes taxes & fees

9.2/10 Wonderful! (4,330 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 $171

CA $247 total

Mar 1 - Mar 2

includes taxes & fees

9.4/10 Exceptional! (7,018 reviews)

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

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

[See all properties in Winthrop.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&regionId=175875&star=50)

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

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&regionId=175875&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&regionId=175875&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&regionId=175875&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&regionId=175875&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&regionId=175875&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 Winthrop

This coastal gem offers spectacular Boston skyline views from Deer Island and Belle Isle Marsh Reservation. Enjoy fresh seafood at waterfront restaurants or relax on Winthrop Beach when summer temperatures rise.

[See all hotels in Winthrop](https://www.expedia.ca/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&adults=2&regionId=175875)

![Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

## Top Winthrop 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

"The room looked amazing and the staff was very nice"

[](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)

### Encore Boston Harbor

10/10 Excellent

"GREAT LOCATION"

[](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)

### The Langham, Boston

10/10 Excellent

"Very nice hotel with excellent staff."

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

## Find out more about Winthrop

## Five Star Hotels in Winthrop

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 Winthrop 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 Winthrop and get ready to be pampered like never before.

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

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 Winthrop

The results are in, and Winthrop 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 Winthrop! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Winthrop today and settle down in the lap of luxury tomorrow.

## Frequently asked questions

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

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

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

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

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Other
- More ways to book

- [1 Star Hotels in Boston ](https://www.expedia.ca/1Star-Boston-Hotels.s10-0-d178239.Travel-Guide-Filter-Hotels)
- [1 Star Hotels in Hyde Square ](https://www.expedia.ca/1Star-Hyde-Square-Boston-Hotels.s10-n553248635976474039-0.Travel-Guide-Filter-Hotels)
- [1 Star Hotels in Milton ](https://www.expedia.ca/1Star-Milton-Hotels.s10-0-d8635.Travel-Guide-Filter-Hotels)
- [2 Star Hotels in Allston ](https://www.expedia.ca/2Star-Allston-Boston-Hotels.s20-n73196-0.Travel-Guide-Filter-Hotels)
- [2 Star Hotels in Boston ](https://www.expedia.ca/2Star-Boston-Hotels.s20-0-d178239.Travel-Guide-Filter-Hotels)
- [2 Star Hotels in Somerville ](https://www.expedia.ca/2Star-Somerville-Hotels.s20-0-d55192.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Back Bay ](https://www.expedia.ca/3Star-Back-Bay-Boston-Hotels.s30-n800016-0.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Boston ](https://www.expedia.ca/3Star-Boston-Hotels.s30-0-d178239.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Dorchester ](https://www.expedia.ca/3Star-Dorchester-Boston-Hotels.s30-n97469-0.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Downtown Boston ](https://www.expedia.ca/3Star-Downtown-Boston-Boston-Hotels.s30-n6340396-0.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Seaport District ](https://www.expedia.ca/3Star-Seaport-District-Boston-Hotels.s30-n6146535-0.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Somerville ](https://www.expedia.ca/3Star-Somerville-Hotels.s30-0-d55192.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Washington Park ](https://www.expedia.ca/3Star-Washington-Park-Boston-Hotels.s30-n553248635976475959-0.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in West Fens ](https://www.expedia.ca/3Star-West-Fens-Boston-Hotels.s30-n553248635976480098-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Back Bay ](https://www.expedia.ca/4Star-Back-Bay-Boston-Hotels.s40-n800016-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Boston ](https://www.expedia.ca/4Star-Boston-Hotels.s40-0-d178239.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Brookline ](https://www.expedia.ca/4Star-Brookline-Hotels.s40-0-d7091.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Cambridge ](https://www.expedia.ca/4Star-Cambridge-Hotels.s40-0-d8093.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Downtown Boston ](https://www.expedia.ca/4Star-Downtown-Boston-Boston-Hotels.s40-n6340396-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Koreatown ](https://www.expedia.ca/4Star-Koreatown-Boston-Hotels.s40-n719831526209236992-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Newton Upper Falls ](https://www.expedia.ca/4Star-Newton-Upper-Falls-Boston-Hotels.s40-n138330-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Salem ](https://www.expedia.ca/4Star-Salem-Hotels.s40-0-d6600.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Theatre District ](https://www.expedia.ca/4Star-Theatre-District-Boston-Hotels.s40-n800017-0.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Back Bay ](https://www.expedia.ca/5Star-Back-Bay-Boston-Hotels.s50-n800016-0.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Boston ](https://www.expedia.ca/5Star-Boston-Hotels.s50-0-d178239.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Burlington ](https://www.expedia.ca/5Star-Burlington-Hotels.s50-0-d6306.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Cambridge ](https://www.expedia.ca/5Star-Cambridge-Hotels.s50-0-d8093.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Downtown Boston ](https://www.expedia.ca/5Star-Downtown-Boston-Boston-Hotels.s50-n6340396-0.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Salem ](https://www.expedia.ca/5Star-Salem-Hotels.s50-0-d6600.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Seaport District ](https://www.expedia.ca/5Star-Seaport-District-Boston-Hotels.s50-n6146535-0.Travel-Guide-Filter-Hotels)
- [Hotels near Beachmont Station ](https://www.expedia.ca/Beachmont-Station-Hotels.d6210604.Travel-Guide-Hotels)
- [Boston Hotels ](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels)
- [Downtown Boston Hotels ](https://www.expedia.ca/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Harbor View - Orient Heights ](https://www.expedia.ca/Harbor-View-Orient-Heights-Boston-Hotels-LGBT-Friendly-Hotel.0-n553248635976470690-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Harbor View - Orient Heights Hotels ](https://www.expedia.ca/Harbor-View-Orient-Heights-Boston-Hotels.0-n553248635976470690-0.Travel-Guide-Filter-Hotels)
- [Hotels near Logan Intl. ](https://www.expedia.ca/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels)
- [All Inclusive Resorts and in Orient Heights ](https://www.expedia.ca/Orient-Heights-Boston-Hotels-All-Inclusive-Hotel.0-n142091-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Orient Heights ](https://www.expedia.ca/Orient-Heights-Boston-Hotels-Beach-Hotel.0-n142091-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Orient Heights ](https://www.expedia.ca/Orient-Heights-Boston-Hotels-Cheap-Hotels.0-n142091-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Orient Heights ](https://www.expedia.ca/Orient-Heights-Boston-Hotels-Historic-Hotel.0-n142091-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Early Check-in in Orient Heights ](https://www.expedia.ca/Orient-Heights-Boston-Hotels-Hotel-With-Early-Check-In.0-n142091-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Orient Heights ](https://www.expedia.ca/Orient-Heights-Boston-Hotels-Hotels-With-Bar.0-n142091-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Orient Heights ](https://www.expedia.ca/Orient-Heights-Boston-Hotels-LGBT-Friendly-Hotel.0-n142091-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Orient Heights Hotels ](https://www.expedia.ca/Orient-Heights-Boston-Hotels.0-n142091-0.Travel-Guide-Filter-Hotels)
- [Hotels near Revere Beach ](https://www.expedia.ca/Revere-Beach-Hotels.0-l6171946-0.Travel-Guide-Filter-Hotels)
- [Hotels near Suffolk Downs Station ](https://www.expedia.ca/Suffolk-Downs-Station-Hotels.d6210612.Travel-Guide-Hotels)
- [Hotels near TD Garden ](https://www.expedia.ca/TD-Garden-Hotels.0-l6070137-0.Travel-Guide-Filter-Hotels)

- [Flights to Boston ](https://www.expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)
- [Flights from Logan Intl. ](https://www.expedia.ca/lp/airports/bos/flights-from-logan-intl-airport)
- [Air Canada Toronto (YYZ) to Boston (BOS) flights ](https://www.expedia.ca/lp/flight-routes/air-canada-from-pearson-intl-to-logan-intl/ac/yyz/bos)
- [Porter Airlines Toronto (YTZ) to Boston (BOS) flights ](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-billy-bishop-toronto-city-to-logan-intl/pd/ytz/bos)
- [Flights from Waterloo (ALO) to Boston (BOS) ](https://www.expedia.ca/lp/flights/alo/bos/waterloo-to-boston)
- [Flights from Atlanta (ATL) to Boston (BOS) ](https://www.expedia.ca/lp/flights/atl/bos/atlanta-to-boston)
- [Flights from Bangor (BGR) to Boston (BOS) ](https://www.expedia.ca/lp/flights/bgr/bos/bangor-to-boston)
- [Flights from Burlington (BTV) to Boston (BOS) ](https://www.expedia.ca/lp/flights/btv/bos/burlington-to-boston)
- [Flights from Buffalo (BUF) to Boston (BOS) ](https://www.expedia.ca/lp/flights/buf/bos/buffalo-to-boston)
- [Flights from Washington (DCA) to Boston (BOS) ](https://www.expedia.ca/lp/flights/dca/bos/washington-to-boston)
- [Flights from Detroit (DTW) to Boston (BOS) ](https://www.expedia.ca/lp/flights/dtw/bos/detroit-to-boston)
- [Flights from Spokane (GEG) to Boston (BOS) ](https://www.expedia.ca/lp/flights/geg/bos/spokane-to-boston)
- [Flights from Niagara Falls (IAG) to Boston (BOS) ](https://www.expedia.ca/lp/flights/iag/bos/niagara-falls-to-boston)
- [Flights from Los Angeles (LAX) to Boston (BOS) ](https://www.expedia.ca/lp/flights/lax/bos/los-angeles-to-boston)
- [Flights from New York (LGA) to Boston (BOS) ](https://www.expedia.ca/lp/flights/lga/bos/new-york-to-boston)
- [Flights from Orlando (MCO) to Boston (BOS) ](https://www.expedia.ca/lp/flights/mco/bos/orlando-to-boston)
- [Flights from Minneapolis (MSP) to Boston (BOS) ](https://www.expedia.ca/lp/flights/msp/bos/minneapolis-to-boston)
- [Flights from Massena (MSS) to Boston (BOS) ](https://www.expedia.ca/lp/flights/mss/bos/massena-to-boston)
- [Flights from New York (NYC) to Boston (BOS) ](https://www.expedia.ca/lp/flights/nyc/bos/new-york-to-boston)
- [Flights from Chicago (ORD) to Boston (BOS) ](https://www.expedia.ca/lp/flights/ord/bos/chicago-to-boston)
- [Flights from Philadelphia (PHL) to Boston (BOS) ](https://www.expedia.ca/lp/flights/phl/bos/philadelphia-to-boston)
- [Flights from Seattle (SEA) to Boston (BOS) ](https://www.expedia.ca/lp/flights/sea/bos/seattle-to-boston)
- [Flights from Syracuse (SYR) to Boston (BOS) ](https://www.expedia.ca/lp/flights/syr/bos/syracuse-to-boston)
- [Flights from Edmonton (YEG) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yeg/bos/edmonton-to-boston)
- [Flights from Fredericton (YFC) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yfc/bos/fredericton-to-boston)
- [Flights from Kingston (YGK) to Boston (BOS) ](https://www.expedia.ca/lp/flights/ygk/bos/kingston-to-boston)
- [Flights from Hamilton (YHM) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yhm/bos/hamilton-to-boston)
- [Flights from Halifax (YHZ) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yhz/bos/halifax-to-boston)
- [Flights from Kitchener (YKF) to Boston (BOS) ](https://www.expedia.ca/lp/flights/ykf/bos/kitchener-to-boston)
- [Flights from Kelowna (YLW) to Boston (BOS) ](https://www.expedia.ca/lp/flights/ylw/bos/kelowna-to-boston)
- [Flights from Ottawa (YOW) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yow/bos/ottawa-to-boston)
- [Flights from Québec (YQB) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yqb/bos/quebec-to-boston)
- [Flights from Windsor (YQG) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yqg/bos/windsor-to-boston)
- [Flights from Moncton (YQM) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yqm/bos/moncton-to-boston)
- [Flights from Regina (YQR) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yqr/bos/regina-to-boston)
- [Flights from Thunder Bay (YQT) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yqt/bos/thunder-bay-to-boston)
- [Flights from Saint John (YSJ) to Boston (BOS) ](https://www.expedia.ca/lp/flights/ysj/bos/saint-john-to-boston)
- [Flights from Toronto (YTZ) to Boston (BOS) ](https://www.expedia.ca/lp/flights/ytz/bos/toronto-to-boston)
- [Flights from Montreal (YUL) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yul/bos/montreal-to-boston)
- [Flights from Vancouver (YVR) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yvr/bos/vancouver-to-boston)
- [Flights from Winnipeg (YWG) to Boston (BOS) ](https://www.expedia.ca/lp/flights/ywg/bos/winnipeg-to-boston)
- [Flights from Saskatoon (YXE) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yxe/bos/saskatoon-to-boston)
- [Flights from London (YXU) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yxu/bos/london-to-boston)
- [Flights from Calgary (YYC) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yyc/bos/calgary-to-boston)
- [Flights from Charlottetown (YYG) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yyg/bos/charlottetown-to-boston)
- [Flights from Victoria (YYJ) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yyj/bos/victoria-to-boston)
- [Flights from St. John's (YYT) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yyt/bos/st-johns-to-boston)
- [Flights from Toronto (YYZ) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston)

- [Visit Orient Heights ](https://www.expedia.ca/Boston-Orient-Heights.dx142091)
- [Revere Beach ](https://www.expedia.ca/Revere-Beach-Boston.d6171946.Vacation-Attraction)

- [Rental cars Logan Intl. airport ](https://www.expedia.ca/Car-Rentals-In-Logan-Intl.d5459778.Car-Rental-Guide)
- [Car rentals near Orient Heights ](https://www.expedia.ca/Car-Rentals-In-Orient-Heights.d142091.Car-Rental-Guide)

- [Things to do in Boston ](https://www.expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)

- [Book 5 Star Hotels in Winthrop on Expedia.com ](https://www.expedia.com/5Star-Winthrop-Hotels.s50-0-d175875.Travel-Guide-Filter-Hotels)