Title: The Best 5 Star Hotels in Winthrop, MA from $135 | Expedia.com [Winthrop Travel Guide](https://expedia.com/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.com/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[Vacation Rentals in Winthrop](https://expedia.com/Winthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Flights to Winthrop](https://expedia.com/Cheap-Flights-To-Winthrop.d175875.Travel-Guide-Flights)[Things to do in Winthrop](https://expedia.com/Things-To-Do-In-Winthrop.d175875.Travel-Guide-Activities)[Car Rentals in Winthrop](https://expedia.com/Car-Rentals-In-Winthrop.d175875.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-02-26&endDate=2026-02-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-02-27&endDate=2026-02-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-03-06&endDate=2026-03-08&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) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/a41b9393.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) ![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) ### Omni Boston Hotel at the Seaport [](https://www.expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) Seaport District 9.2/10 Wonderful (4,469 reviews) "Beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne $136 nightly $159 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite | Living area | Flat-screen TV, iPad, Netflix](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/b5cef0ac.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) ![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.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) Everett 9.6/10 Exceptional (3,559 reviews) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy $237 nightly $265 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/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) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/0910a593.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/341db16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Boston [](https://www.expedia.com/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 $365 nightly $425 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/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 | TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/400/395/358caa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Corner (House) | Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/10000/400/395/df53de2e.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) ### The Newbury Boston [](https://www.expedia.com/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) Back Bay 9.2/10 Wonderful (588 reviews) "Friendliness staffs, location, and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reggy $485 nightly $565 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/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](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.com/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.Hotel-Information) Bay Village 9.4/10 Exceptional (463 reviews) "Very classic hotel and nice food in the restaurant " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) JUNMEI $755 nightly $879 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4c3ba16d.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) ### InterContinental Boston by IHG [](https://www.expedia.com/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) Downtown Boston 9.4/10 Exceptional (1,087 reviews) "Terrific stay & absolutely wonderful staff, food, etc." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette $238 nightly $277 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) ![Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b.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) ![Suite, 1 King Bed (Admirals Suite) | Frette Italian sheets, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/77e4a184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Accessible | View from room](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/5b28f938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Harbor Hotel [](https://www.expedia.com/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 $501 nightly $583 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/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) ![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.com/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information) Back Bay 9.4/10 Exceptional (399 reviews) "Excellent service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Narek $524 nightly $610 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/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) ![Designer toiletries, hair dryer, bathrobes, slippers](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/f0d255cb.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) ![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) ### Four Seasons Hotel One Dalton Street, Boston [](https://www.expedia.com/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information) Fenway–Kenmore 9.6/10 Exceptional (391 reviews) "Great place too stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brian $525 nightly $611 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/b81f4996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Liberty, a Marriott Luxury Collection Hotel, Boston [](https://www.expedia.com/Boston-Hotels-The-Liberty.h1680030.Hotel-Information) West End 8.8/10 Excellent (1,004 reviews) "Fantastic hotel in every way " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen $246 nightly $287 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/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 | Separate tub and shower, deep soaking tub, designer toiletries](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/53b01606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom (Scenic Park & Boston Common View) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/94d95f87.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.com/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information) Downtown Boston 9.0/10 Wonderful (434 reviews) "We had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica $549 nightly $639 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/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) ![3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f4676063.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.com/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) Back Bay 9.6/10 Exceptional (234 reviews) "Attentive Staff, gorgeous property, clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassandra $560 nightly $652 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/f13a1992.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) ![View from room](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/f3611f85.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.com/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 $510 nightly $594 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/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) ![Honeymoon Room | Living area | 32-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/c30ee3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room | Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/4634641c.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) ### The Bell Inn [](https://www.expedia.com/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) Peabody 9.4/10 Exceptional (231 reviews) "Lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura $443 nightly $495 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/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.com/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.com/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 $237 nightly $276 total Mar 19 - Mar 20 Total with taxes and fees 9/10 Wonderful! (3,656 reviews) [](https://expedia.com/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 $116 nightly $135 total Mar 8 - Mar 9 Total with taxes and fees 9.4/10 Exceptional! (4,362 reviews) [](https://expedia.com/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 $148 nightly $173 total Mar 1 - Mar 2 Total with taxes and fees 9.4/10 Exceptional! (7,093 reviews) [](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026®ionId=175875&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026®ionId=175875&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026®ionId=175875&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026®ionId=175875&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026®ionId=175875&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F28%2F2026&endDate=3%2F1%2F2026®ionId=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.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14&adults=2®ionId=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 ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Excellent experience " [](https://expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![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 rooms were very clean and the staff was very helpful with everything we needed " [](https://expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ## Find out more about Winthrop There's nothing wrong with enjoying the finer things in life. Why not ask for the best during your jaunt to Winthrop? There's no reason to delay a getaway to Winthrop any longer. You'll join the multitudes of vacationers who have made Winthrop so fashionable in the last few seasons. We should also mention, the hotels in this area receive high marks for guest services, so you know you'll be well cared for during your getaway. You deserve an outstanding getaway. Book one of Expedia's luxurious 5-star hotels in Winthrop and get ready to enjoy the getaway of a lifetime. ### Book the Best Winthrop 5-Star Hotels Don't be afraid to live the high life while you're on vacation, along with the best conditions. Spa treatments, delicious meals, and attentive guest service are all ready for you. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive fantastic marks for guest services, so you know you'll be looked after during your getaway. What kind of amenities will make your stay a wonderful one? A concierge to help you pick out your next adventure? A full-body massage to help your cares fall away? Beautiful furniture, piping hot coffees, and even a hot tub in the bathroom...these hotels will leave you amazed. Can't wait to get outside? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Winthrop are the perfect place to rest up after an exciting day. Ready to learn more? Plenty of visitors recommend this location. ### Your Getaway Starts Today The results are in, and Winthrop 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 100% of visitors recommended 5-star hotels in Winthrop! Expedia can help you land a great deal on accommodation. Don't put off your dream vacation any longer. Choose one of our Winthrop 5-star hotels today and decompress in complete comfort 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 $135 ### What makes a hotel 5 stars in Winthrop? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Logan Intl. ](https://www.expedia.com/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels) - [Hotels near Downtown Boston ](https://www.expedia.com/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Boston ](https://www.expedia.com/Boston-Hotels-Cheap-Hotels.0-0-d178239-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Suffolk Downs Station ](https://www.expedia.com/Suffolk-Downs-Station-Hotels.d6210612.Travel-Guide-Hotels) - [Hotels near Orient Heights Station ](https://www.expedia.com/Orient-Heights-Station-Hotels.d6210601.Travel-Guide-Hotels) - [B&B in Orient Heights Station ](https://www.expedia.com/Orient-Heights-Station-Bed-And-Breakfast.d6210601-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Orient Heights Station ](https://www.expedia.com/Orient-Heights-Station-Condos.d6210601-aaCondos.Travel-Guide-Accommodation) - [Hotels near Belle Isle Marsh Reservation ](https://www.expedia.com/Belle-Isle-Marsh-Reservation-Hotels.0-l6262318-0.Travel-Guide-Filter-Hotels) - [Hotels near Harbor View - Orient Heights ](https://www.expedia.com/Harbor-View-Orient-Heights-Boston-Hotels.0-n553248635976470690-0.Travel-Guide-Filter-Hotels) - [Hotels near Beachmont Station ](https://www.expedia.com/Beachmont-Station-Hotels.d6210604.Travel-Guide-Hotels) - [Hotels near TD Garden ](https://www.expedia.com/TD-Garden-Hotels.0-l6070137-0.Travel-Guide-Filter-Hotels) - [Hotels near Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels.0-n142091-0.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels-Marriott-Hotels-Resorts.0-n142091-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Beach Hotels in Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels-Beach-Hotel.0-n142091-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Orient Heights ](https://www.expedia.com/Orient-Heights-Boston-Hotels-Hotels-With-Complimentary-Breakfast.0-n142091-0-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Flights to Boston ](https://www.expedia.com/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights) - [Flights from Los Angeles (LAX) to Boston (BOS) ](https://www.expedia.com/lp/flights/lax/bos/los-angeles-to-boston) - [Flights from Washington (DCA) to Boston (BOS) ](https://www.expedia.com/lp/flights/dca/bos/washington-to-boston) - [Flights from Chicago (ORD) to Boston (BOS) ](https://www.expedia.com/lp/flights/ord/bos/chicago-to-boston) - [Flights from Dallas (DFW) to Boston (BOS) ](https://www.expedia.com/lp/flights/dfw/bos/dallas-to-boston) - [Flights from Philadelphia (PHL) to Boston (BOS) ](https://www.expedia.com/lp/flights/phl/bos/philadelphia-to-boston) - [Flights from New York (NYC) to Boston (BOS) ](https://www.expedia.com/lp/flights/nyc/bos/new-york-to-boston) - [Flights from Orlando (MCO) to Boston (BOS) ](https://www.expedia.com/lp/flights/mco/bos/orlando-to-boston) - [Flights from Atlanta (ATL) to Boston (BOS) ](https://www.expedia.com/lp/flights/atl/bos/atlanta-to-boston) - [Flights from San Francisco (SFO) to Boston (BOS) ](https://www.expedia.com/lp/flights/sfo/bos/san-francisco-to-boston) - [Flights from New York (LGA) to Boston (BOS) ](https://www.expedia.com/lp/flights/lga/bos/new-york-to-boston) - [Flights from Tampa (TPA) to Boston (BOS) ](https://www.expedia.com/lp/flights/tpa/bos/tampa-to-boston) - [Flights from Charlotte (CLT) to Boston (BOS) ](https://www.expedia.com/lp/flights/clt/bos/charlotte-to-boston) - [Flights from Seattle (SEA) to Boston (BOS) ](https://www.expedia.com/lp/flights/sea/bos/seattle-to-boston) - [Flights from Miami (MIA) to Boston (BOS) ](https://www.expedia.com/lp/flights/mia/bos/miami-to-boston) - [Flights from Raleigh (RDU) to Boston (BOS) ](https://www.expedia.com/lp/flights/rdu/bos/raleigh-to-boston) - [Flights from Houston (IAH) to Boston (BOS) ](https://www.expedia.com/lp/flights/iah/bos/houston-to-boston) - [Flights from Detroit (DTW) to Boston (BOS) ](https://www.expedia.com/lp/flights/dtw/bos/detroit-to-boston) - [Flights from Pittsburgh (PIT) to Boston (BOS) ](https://www.expedia.com/lp/flights/pit/bos/pittsburgh-to-boston) - [Flights from Denver (DEN) to Boston (BOS) ](https://www.expedia.com/lp/flights/den/bos/denver-to-boston) - [Flights from San Diego (SAN) to Boston (BOS) ](https://www.expedia.com/lp/flights/san/bos/san-diego-to-boston) - [Flights from Logan Intl. ](https://www.expedia.com/lp/airports/bos/flights-from-logan-intl-airport) - [Flights from Fort Lauderdale (FLL) to Boston (BOS) ](https://www.expedia.com/lp/flights/fll/bos/fort-lauderdale-to-boston) - [Flights from Phoenix (PHX) to Boston (BOS) ](https://www.expedia.com/lp/flights/phx/bos/phoenix-to-boston) - [Flights from Austin (AUS) to Boston (BOS) ](https://www.expedia.com/lp/flights/aus/bos/austin-to-boston) - [Flights from Minneapolis (MSP) to Boston (BOS) ](https://www.expedia.com/lp/flights/msp/bos/minneapolis-to-boston) - [Flights from Baltimore (BWI) to Boston (BOS) ](https://www.expedia.com/lp/flights/bwi/bos/baltimore-to-boston) - [Flights from Nashville (BNA) to Boston (BOS) ](https://www.expedia.com/lp/flights/bna/bos/nashville-to-boston) - [Flights from Columbus (CMH) to Boston (BOS) ](https://www.expedia.com/lp/flights/cmh/bos/columbus-to-boston) - [Flights from Cincinnati (CVG) to Boston (BOS) ](https://www.expedia.com/lp/flights/cvg/bos/cincinnati-to-boston) - [Flights from Cleveland (CLE) to Boston (BOS) ](https://www.expedia.com/lp/flights/cle/bos/cleveland-to-boston) - [Flights from Fort Myers (RSW) to Boston (BOS) ](https://www.expedia.com/lp/flights/rsw/bos/fort-myers-to-boston) - [Flights from Salt Lake City (SLC) to Boston (BOS) ](https://www.expedia.com/lp/flights/slc/bos/salt-lake-city-to-boston) - [Flights from New York (JFK) to Boston (BOS) ](https://www.expedia.com/lp/flights/jfk/bos/new-york-to-boston) - [Flights from Boston ](https://www.expedia.com/lp/flights/178239/flights-from-boston) - [Flights from Las Vegas (LAS) to Boston (BOS) ](https://www.expedia.com/lp/flights/las/bos/las-vegas-to-boston) - [Flights from Portland (PDX) to Boston (BOS) ](https://www.expedia.com/lp/flights/pdx/bos/portland-to-boston) - [Flights from Indianapolis (IND) to Boston (BOS) ](https://www.expedia.com/lp/flights/ind/bos/indianapolis-to-boston) - [Flights from St. Louis (STL) to Boston (BOS) ](https://www.expedia.com/lp/flights/stl/bos/st-louis-to-boston) - [Flights from New Orleans (MSY) to Boston (BOS) ](https://www.expedia.com/lp/flights/msy/bos/new-orleans-to-boston) - [Flights from Kansas City (MCI) to Boston (BOS) ](https://www.expedia.com/lp/flights/mci/bos/kansas-city-to-boston) - [Flights from Richmond (RIC) to Boston (BOS) ](https://www.expedia.com/lp/flights/ric/bos/richmond-to-boston) - [Flights from Jacksonville (JAX) to Boston (BOS) ](https://www.expedia.com/lp/flights/jax/bos/jacksonville-to-boston) - [Flights from Milwaukee (MKE) to Boston (BOS) ](https://www.expedia.com/lp/flights/mke/bos/milwaukee-to-boston) - [Flights from West Palm Beach (PBI) to Boston (BOS) ](https://www.expedia.com/lp/flights/pbi/bos/west-palm-beach-to-boston) - [Flights from Charleston (CHS) to Boston (BOS) ](https://www.expedia.com/lp/flights/chs/bos/charleston-to-boston) - [Flights from Buffalo (BUF) to Boston (BOS) ](https://www.expedia.com/lp/flights/buf/bos/buffalo-to-boston) - [Flights from London (LHR) to Boston (BOS) ](https://www.expedia.com/lp/flights/lhr/bos/london-to-boston) - [Flights from Rochester (ROC) to Boston (BOS) ](https://www.expedia.com/lp/flights/roc/bos/rochester-to-boston) - [Flights from San Juan (SJU) to Boston (BOS) ](https://www.expedia.com/lp/flights/sju/bos/san-juan-to-boston) - [Flights from Syracuse (SYR) to Boston (BOS) ](https://www.expedia.com/lp/flights/syr/bos/syracuse-to-boston) - [Flights from Sacramento (SMF) to Boston (BOS) ](https://www.expedia.com/lp/flights/smf/bos/sacramento-to-boston) - [Flights from San Jose (SJC) to Boston (BOS) ](https://www.expedia.com/lp/flights/sjc/bos/san-jose-to-boston) - [Flights from San Antonio (SAT) to Boston (BOS) ](https://www.expedia.com/lp/flights/sat/bos/san-antonio-to-boston) - [Flights from Toronto (YYZ) to Boston (BOS) ](https://www.expedia.com/lp/flights/yyz/bos/toronto-to-boston) - [Flights from Washington (IAD) to Boston (BOS) ](https://www.expedia.com/lp/flights/iad/bos/washington-to-boston) - [Flights from Wilmington (ILM) to Boston (BOS) ](https://www.expedia.com/lp/flights/ilm/bos/wilmington-to-boston) - [Flights from Orange County (SNA) to Boston (BOS) ](https://www.expedia.com/lp/flights/sna/bos/orange-county-to-boston) - [Flights from Beijing (PEK) to Boston (BOS) ](https://www.expedia.com/lp/flights/pek/bos/beijing-to-boston) - [Flights from Louisville (SDF) to Boston (BOS) ](https://www.expedia.com/lp/flights/sdf/bos/louisville-to-boston) - [Flights from Norfolk (ORF) to Boston (BOS) ](https://www.expedia.com/lp/flights/orf/bos/norfolk-to-boston) - [Flights from Myrtle Beach (MYR) to Boston (BOS) ](https://www.expedia.com/lp/flights/myr/bos/myrtle-beach-to-boston) - [Flights from Sarasota (SRQ) to Boston (BOS) ](https://www.expedia.com/lp/flights/srq/bos/sarasota-to-boston) - [Flights from Paris (CDG) to Boston (BOS) ](https://www.expedia.com/lp/flights/cdg/bos/paris-to-boston) - [Flights from Greenville (GSP) to Boston (BOS) ](https://www.expedia.com/lp/flights/gsp/bos/greenville-to-boston) - [Flights from Savannah (SAV) to Boston (BOS) ](https://www.expedia.com/lp/flights/sav/bos/savannah-to-boston) - [Flights from Oklahoma City (OKC) to Boston (BOS) ](https://www.expedia.com/lp/flights/okc/bos/oklahoma-city-to-boston) - [Flights from Port-au-Prince (PAP) to Boston (BOS) ](https://www.expedia.com/lp/flights/pap/bos/port-au-prince-to-boston) - [Flights from Memphis (MEM) to Boston (BOS) ](https://www.expedia.com/lp/flights/mem/bos/memphis-to-boston) - [Flights from Harrisburg (MDT) to Boston (BOS) ](https://www.expedia.com/lp/flights/mdt/bos/harrisburg-to-boston) - [Flights from Rome (FCO) to Boston (BOS) ](https://www.expedia.com/lp/flights/fco/bos/rome-to-boston) - [Flights from Burlington (BTV) to Boston (BOS) ](https://www.expedia.com/lp/flights/btv/bos/burlington-to-boston) - [Flights from Barcelona (BCN) to Boston (BOS) ](https://www.expedia.com/lp/flights/bcn/bos/barcelona-to-boston) - [Flights from Ontario (ONT) to Boston (BOS) ](https://www.expedia.com/lp/flights/ont/bos/ontario-to-boston) - [Delta Atlanta (ATL) to Boston (BOS) flights ](https://www.expedia.com/lp/flight-routes/delta-from-hartsfield-jackson-atlanta-intl-to-logan-intl/dl/atl/bos) - [Flights from Allentown (ABE) to Boston (BOS) ](https://www.expedia.com/lp/flights/abe/bos/allentown-to-boston) - [Belle Isle Marsh Reservation ](https://www.expedia.com/Belle-Isle-Marsh-Reservation-Boston.d6262318.Vacation-Attraction) - [Visit Boston ](https://www.expedia.com/Boston.dx178239) - [Revere Beach ](https://www.expedia.com/Revere-Beach-Boston.d6171946.Vacation-Attraction) - [Visit Orient Heights ](https://www.expedia.com/Boston-Orient-Heights.dx142091) - [Car rental Boston Airport (BOS) ](https://www.expedia.com/Car-Rentals-In-Logan-Intl.d5459778.Car-Rental-Guide) - [Car rentals near Boston ](https://www.expedia.com/Car-Rentals-In-Boston.d178239.Car-Rental-Guide) - [Enterprise Rental Cars in Logan Intl. ](https://www.expedia.com/Enterprise-Car-Rentals-In-Logan-Intl.d5459778-c15.Car-Rental-Guide-Suppliers) - [Car rentals near Orient Heights ](https://www.expedia.com/Car-Rentals-In-Orient-Heights.d142091.Car-Rental-Guide)