Title: Winthrop Hotels : Best Hotels 2026 | Book Now | Expedia.ca [Winthrop Travel Guide](https://expedia.ca/Winthrop.dx175875)[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)[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 ## Go beyond your typical stay in Winthrop Spa [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&lodging=APART_HOTEL) Pool [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=PETS) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&travelerType=family_friendly) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&lodging=APARTMENT) Condo [](https://www.expedia.ca/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&lodging=CONDO) ## Check prices for these dates Tonight [Mar 20 - Mar 21](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-03-20&endDate=2026-03-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 21 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-03-21&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winthrop hotels ![Lobby sitting area](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Private Bathroom](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/c7da4186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fac562db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/8ac4fbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Revolution Hotel [](https://www.expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) South End 9.0/10 Wonderful (2,534 reviews) - Family-friendly comfort with daily housekeeping, free cribs, and available breakfast. "My second time staying here, definitely recommend, good price, and lovely location when I come back to Boston I will be staying here again! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Seth CA $136 CA $158 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/fa2751b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/754f64e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/65e6256b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harborside Inn Of Boston [](https://www.expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) Downtown Boston 9.2/10 Wonderful (6,376 reviews) - Experience history at the hotel, steps from Historical District: Site Location. "Stayed here a few times,great rooms,great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) susan CA $184 CA $214 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f43a68cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/3a90f50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/e07ab872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaport Hotel Boston [](https://www.expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) Seaport District 9.6/10 Exceptional (4,067 reviews) - Family-friendly haven with daily housekeeping, connecting rooms, and complimentary kids’ meals. "Nice rooms, nice staff, plenty to do in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan CA $158 CA $230 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/89bc4993.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 (4,520 reviews) - Family-friendly comfort with daily housekeeping, connecting rooms, and a refreshing pool. "Clean room, convenient and very friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $186 CA $272 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/26b9dda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/e63a5496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/6f0677c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/b025cdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Boston/Seaport District [](https://www.expedia.ca/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.Hotel-Information) Seaport District 9.4/10 Exceptional (2,335 reviews) - Family-friendly hotel offering daily housekeeping, kitchenettes, and complimentary breakfast for a delightful stay. "Great stay great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stefanie CA $197 CA $229 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/9c0dae36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/b4f639c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/328c763f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dagny Boston [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) Downtown Boston 9.4/10 Exceptional (7,124 reviews) - Experience history at the Historic Hotels of America, minutes from Historical District. "Beautiful hotel at a great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $220 CA $305 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/c254df3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/3c267db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/eb7322a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/db3fd34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Godfrey Hotel Boston [](https://www.expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) Downtown Boston 9.4/10 Exceptional (4,946 reviews) - Boutique amenities await in the stylish hotel, perfect for your getaway. "Really good location and hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher Joseph CA $144 CA $231 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Presidential Suite](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/866dc285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/6306f7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/w4973h3840x4y0-87fd5a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, Terrace | Living area](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/17c5a38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Boston [](https://www.expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) Downtown Boston 9.0/10 Wonderful (1,921 reviews) - Family-friendly amenities, including daily housekeeping and connecting rooms, await your adventure. "Really beautiful hotel and well located!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Alina CA $202 CA $283 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/3aa5107f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/f83b11cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Park Plaza [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) Bay Village 8.4/10 Very good (3,119 reviews) - Experience history at the historic hotel, nestled in the heart of the Historical District. "Good hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $201 CA $290 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/7c57b7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0277dcdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed (View)](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/23e9f070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Boston North Station [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) West End 9.4/10 Exceptional (4,426 reviews) - Experience city life with nearby shopping and outlets at the hotel oasis. "Great place to stay, near everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessika CA $198 CA $230 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.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) ![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/20785fcd.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.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) Everett 9.6/10 Exceptional (3,594 reviews) - Casino hotel featuring VIP gaming rooms, gaming tables, and slot machines. "Beautiful resort and the rooms are luxurious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia CA $380 CA $425 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/aeaa0d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/3ea105e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/758516f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Parker House [](https://www.expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) Downtown Boston 9.0/10 Wonderful (3,330 reviews) - Family-friendly comfort with connecting rooms, daily housekeeping, and free cribs and beds. "Great location, and beautiful hotel!!! Would definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy CA $244 CA $332 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29670000/29669200/29669123/4962c754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast for a fee](https://images.trvl-media.com/lodging/30000000/29670000/29669200/29669123/52949bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29670000/29669200/29669123/70b8223b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/30000000/29670000/29669200/29669123/000c36d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Faneuil Hall Boston [](https://www.expedia.ca/Boston-Hotels-Hyatt-Centric-Faneuil-Hall-Boston.h29669123.Hotel-Information) Downtown Boston 9.2/10 Wonderful (1,340 reviews) - A pet-friendly haven with available food and water bowls for your furry companions. "Had a wonderful stay perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $177 CA $261 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Hyatt-Centric-Faneuil-Hall-Boston.h29669123.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/5ba96c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/b6468cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/a3f6b9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Quarters Hotel Faneuil Hall, Boston [](https://www.expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) Downtown Boston 9.0/10 Wonderful (2,983 reviews) - Perfect for pet lovers, this hotel offers in-room stays and amenities for your furry friends. "This was a great place to stay. Staff was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha K. CA $185 CA $216 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![2 bars/lounges, pub, lobby lounge](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/b920b61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/65b5aa9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/60cb4bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/c874e48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Boston Seaport District [](https://www.expedia.ca/Boston-Hotels-The-Westin-Boston-Seaport-District.h1450057.Hotel-Information) Seaport District 9.2/10 Wonderful (2,392 reviews) - Coastal comfort with sandy beaches, boat tours, and water activities nearby. "Such a reasonable night in a great location. Hotel had everything we needed and we enjoyed walking to the Seaport. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique CA $218 CA $318 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-The-Westin-Boston-Seaport-District.h1450057.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4157cb66.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) ![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 (1,097 reviews) - Indulge in rejuvenating spa experiences and serene comfort just steps away. "Hotel was amazing will definitely go back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $314 CA $428 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/0ab5b9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/e67c2116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/827459a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YOTEL Boston [](https://www.expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) Seaport District 8.6/10 Excellent (2,457 reviews) - Perfect for families, the hotel offers daily housekeeping, connecting rooms, and convenient amenities for a delightful stay. "Great hotel to stay in, lots of places to eat and close to the airport. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stephen CA $174 CA $275 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.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) ![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)](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) ### Boston Harbor Hotel [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) North End 9.8/10 Exceptional (1,000 reviews) - A family-friendly haven with daily housekeeping, kitchens, and accessible pool for all ages. "Best hotel ive ever stayed in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie CA $721 CA $841 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) ![Premium Room, 1 King Bed, Corner (Skyline View)](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/14d6b0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast and dinner](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/07a3c5ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/2b2dcca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/bf7a8409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel AKA Boston Common [](https://www.expedia.ca/Boston-Hotels-Hotel-AKA-Boston-Common.h867308.Hotel-Information) Downtown Boston 9.0/10 Wonderful (1,524 reviews) - Your cultural haven with boutique charm, nestled in the heart of the historical district. "Perfect location to explore Boston, the staff was friendly/helpful - complimentary happy hour is a nice touch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kara CA $210 CA $300 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Boston-Hotels-Hotel-AKA-Boston-Common.h867308.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/59caa70d.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) ### The Langham, Boston [](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) Downtown Boston 9.6/10 Exceptional (1,000 reviews) - Family-friendly comfort awaits at the hotel, featuring daily housekeeping and onsite childcare. "Very friendly staff! The location of the hotel is great as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enza CA $542 CA $631 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05®ionId=175875&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FWinthrop-Hotels.d175875.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Hotels.d175875.Travel-Guide-Hotels) ## Stay near popular Winthrop attractions ![As seen from Deer Island, this is the town of Winthrop, just north of Boston, MA. It's a cute, condensed town with houses stacked right on top of each other on the hills. The long beach (the end of which you can see in the photo) is a great place to walk in winter, and of course is packed in the summer. Get there early to find a parking space!](https://images.trvl-media.com/place/175875/aa5127e2-e225-40ce-8388-45b184fa9287.jpg) Photo by The Curious Zephyr ### Winthrop Beach Why not spend a lazy afternoon at Winthrop Beach during your trip to Winthrop? Wander the beaches and seaside in this family-friendly area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983992346) ![As seen from Deer Island, this is the town of Winthrop, just north of Boston, MA. It's a cute, condensed town with houses stacked right on top of each other on the hills. The long beach (the end of which you can see in the photo) is a great place to walk in winter, and of course is packed in the summer. Get there early to find a parking space!](https://images.trvl-media.com/place/175875/aa5127e2-e225-40ce-8388-45b184fa9287.jpg) Photo by The Curious Zephyr ### Winthrop Shore Reservation You can take time to visit Winthrop Shore Reservation during your travels to Winthrop. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=637217560658759680) ### Donovan Beach Why not spend a lazy afternoon at Donovan Beach during your trip to Winthrop? Wander the beaches and seaside in this family-friendly area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983993309) ## 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=2026-04-04&endDate=2026-04-05&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 ## Recent Reviews in Winthrop ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "great experience all around " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Hampton Inn Boston - Logan Airport](https://images.trvl-media.com/lodging/1000000/580000/578500/578419/fa1c0549_y.jpg) ### Hampton Inn Boston - Logan Airport 10/10 Excellent "Clean place, friendly staff" [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Breakfast was absolutely incredible and it’s so cool that you can get any latte/coffee up until breakfast ends! What an absolute steal! Incredible location close to shopping strips and buses/trains " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351_y.jpg) ### citizenM Boston North Station 8/10 Good "It was clean. Only thing that might bother someone is the curtain separating the bathroom area from the bed was basically transparent. I would only use this if im traveling with someone im very close to or alone." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Lovely stylish hotel, which excellent sound system in each room. Good location." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg) ### Omni Parker House 10/10 Excellent "Perfect " [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2_y.jpg) ### The Revolution Hotel 6/10 Okay "Very reasonable cost but rooms are hit or miss. My room lacked window treatments to block out the outside light and was not well soundproofed so I heard the elevator and people talking outside all the time. The TV also didn’t work. Positives are that the bedding is comfortable, the bathrooms are well maintained, the location is very convenient, and the gym is small but good." [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 8/10 Good "Très bien situé. Très calme le soir malgré que ce soit au centre-ville. Chambre un peu vieille mais lit super confortable. Idéal pour marcher et visiter." [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Cleaned" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ## More cheap stays in Winthrop ![Ramada by Wyndham Boston](https://images.trvl-media.com/lodging/1000000/10000/300/293/0b01c717_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Ramada by Wyndham Boston 800 Morrissey Blvd Boston MA CA $120 CA $139 total Mar 29 - Mar 30 includes taxes & fees 6.8/10 (1,652 reviews) [](https://expedia.ca/Boston-Hotels-Ramada-By-Wyndham-Boston.h293.Hotel-Information) ![enVision Hotel Boston Everett](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/db40fbb7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### enVision Hotel Boston Everett 1834 Revere Beach Pkwy Everett MA CA $130 CA $145 total Mar 22 - Mar 23 includes taxes & fees 8.6/10 Excellent! (1,006 reviews) [](https://expedia.ca/Boston-Hotels-EnVision-Hotel-Boston-Everett.h17515205.Hotel-Information) ![avid hotel Boston Logan Airport - Revere by IHG](https://images.trvl-media.com/lodging/48000000/47070000/47060800/47060759/f41e05cf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### avid hotel Boston Logan Airport - Revere by IHG 405 American Legion Hwy Revere MA CA $167 CA $187 total Mar 25 - Mar 26 includes taxes & fees 9/10 Wonderful! (1,511 reviews) [](https://expedia.ca/Boston-Hotels-Avid-Hotel-Boston-Logan-Airport-Revere.h47060759.Hotel-Information) ![Comfort Inn & Suites Logan International Airport](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites Logan International Airport 85 American Legion Hwy Revere MA CA $163 CA $191 total Mar 22 - Mar 23 includes taxes & fees 9/10 Wonderful! (2,213 reviews) [](https://expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![Hampton Inn Boston Logan Airport Chelsea](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/2c8d72d1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Boston Logan Airport Chelsea 200 2nd Street Chelsea MA CA $182 CA $203 total Mar 22 - Mar 23 includes taxes & fees 9/10 Wonderful! (2,790 reviews) [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.Hotel-Information) ![The Midtown Hotel MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e1e25d35_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Midtown Hotel MOD Collection by Sonesta 220 Huntington Avenue Boston MA CA $191 CA $222 total Mar 22 - Mar 23 includes taxes & fees 8.6/10 Excellent! (117 reviews) [](https://expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ## Hotels in Winthrop with star rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 14 properties [](https://expedia.ca/5Star-Winthrop-Hotels.s50-0-d175875.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 97 properties [](https://expedia.ca/4Star-Winthrop-Hotels.s40-0-d175875.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 275 properties [](https://expedia.ca/3Star-Winthrop-Hotels.s30-0-d175875.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 533 properties [](https://expedia.ca/2Star-Winthrop-Hotels.s20-0-d175875.Travel-Guide-Filter-Hotels) ## Find out more about Winthrop ### Top reasons to visit Winthrop - **Scenic Beaches:** Enjoy picturesque private beaches with breathtaking views, perfect for relaxation and family outings. - **Outdoor Adventures:** Explore scenic trails and enjoy a variety of outdoor activities, ideal for families and nature lovers. - **Family-Friendly Atmosphere:** Winthrop welcomes families with its warm, inviting environment and numerous recreational options. - **Charming Accommodations:** Choose from a range of lodging options, including pet-friendly and LGBTQIA welcoming establishments. - **Local Shopping:** Experience shopping at the local mall centre, adding a delightful urban touch to your visit. ### Find great hotels near Winthrop Winthrop, Massachusetts, offers a delightful array of accommodations, catering to various preferences. From charming bed and breakfasts to well-equipped hotels, you can find the perfect place to unwind. Many establishments are pet-friendly and embrace an LGBTQIA welcoming atmosphere, ensuring a comfortable stay for all. Whether you're seeking a business-friendly hotel or a cozy inn, Winthrop has popular lodging options that will enhance your vacation experience. - **[Hilton Boston Park Plaza: ](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information)** Nestled within a national historic building, the Hilton Boston Park Plaza offers a distinctive blend of historic elegance and modern convenience, making it perfect for business travellers and history enthusiasts alike. Located 8.0km from Winthrop, this 4-star hotel features a comprehensive range of business amenities, including multiple meeting rooms and a fully accessible 24-hour business centre. For pet owners, the hotel welcomes dogs and provides thoughtful pet amenities such as food and water bowls. Experience a comfortable stay infused with rich history and upscale service. - **[The Godfrey Hotel Boston: ](https://www.expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)** Just 6.4km from Winthrop, The Godfrey Hotel Boston stands out with its boutique charm and artistic flair. This 4-star accommodation is designed for travellers seeking a unique experience, featuring artful decor and a welcoming atmosphere. The hotel is pet-friendly, allowing dogs and offering complimentary pet accommodations. Guests can enjoy a stylish stay where comfort meets creativity, making it an ideal choice for those who appreciate distinctive design and personalised service. - **Omni Parker House:** Located a mere 6.4km from Winthrop, Omni Parker House is steeped in history and family-friendly amenities, making it a great choice for travellers with children. This 4-star hotel combines business and leisure with facilities like a 24-hour business centre and multiple meeting rooms. Families will appreciate thoughtful amenities such as complimentary cribs and first-aid kits. Pets are also welcome, with policies that accommodate both dogs and cats. Enjoy a memorable stay that balances convenience with a welcoming atmosphere for all. ### Where to stay in Winthrop Winthrop, Massachusetts, offers a delightful blend of family-friendly activities and stunning coastal experiences. Visitors can enjoy its private beaches, breathtaking views, and a warm atmosphere that welcomes both families and solo travellers. Nearby cities and neighbourhoods enhance the experience with vibrant urban vibes and rich historical charm. Whether you're seeking relaxation by the shore or exploring local attractions, Winthrop promises an unforgettable vacation filled with memorable moments. - **[Boston: ](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels)** As a bustling metropolis, Boston is not only the capital of Massachusetts but also the heart of the New England region. Situated conveniently close to Winthrop, it offers a rich tapestry of history, culture, and urban experiences. Visitors flock to Boston year-round, with peak seasons in July to August and October. The city is renowned for its educational institutions, music venues, and vibrant shopping malls. Local landmarks such as historic sports stadiums and event conference venues add to its allure, making Boston a must-see destination for tourists seeking both family-friendly activities and cultural immersion. - **[Downtown Boston: ](https://www.expedia.ca/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels)** Located 6.4km from Winthrop, Downtown Boston is the beating heart of the city, where history meets modernity. This dynamic neighborhood sees a steady stream of visitors, particularly from April to July. It's perfect for families and culture enthusiasts alike, with its array of shopping centres and educational venues. As you wander the streets, you'll encounter historic sports stadiums and event conference venues that host a variety of activities. Downtown Boston is not just about sightseeing; it's about experiencing the vibrant atmosphere that makes this area a favourite among locals and tourists. - **[Harbor View - Orient Heights: ](https://www.expedia.ca/Harbor-View-Orient-Heights-Boston-Hotels.0-n553248635976470690-0.Travel-Guide-Filter-Hotels)** Just 1.6km from Winthrop, Harbor View - Orient Heights is a charming neighbourhood that offers stunning views of the water and a plethora of outdoor activities. This area sees a consistent flow of visitors, especially during peak times in April, July, and September. Families and outdoor enthusiasts will appreciate the local beaches and family-friendly parks. The shopping centres and malls provide ample opportunities to browse and dine. With its inviting beaches and community atmosphere, Harbor View - Orient Heights is an ideal spot for relaxation and exploration. ### Things to do near Winthrop Winthrop is a fantastic destination for families and outdoor enthusiasts, offering a range of activities. Visitors can enjoy the local ice rink, explore scenic trails, and embark on outdoor adventures. The beautiful picnic areas make it an ideal spot for relaxation and family gatherings. Additionally, shopping at the local mall centre adds to the experience, making Winthrop a well-rounded vacation spot for all ages. **Shopping** In Winthrop, enjoy shopping at [Faneuil Hall Marketplace](https://www.expedia.ca/Faneuil-Hall-Marketplace-Hotels.0-l6070067-0.Travel-Guide-Filter-Hotels) and [Boston Public Market](https://www.expedia.ca/Boston-Public-Market-Hotels.0-l553248621533117592-0.Travel-Guide-Filter-Hotels), both 6.4km away, offering a mix of entertainment and local goods. If you're up for a drive, consider visiting the [Boston Design Center](https://www.expedia.ca/Boston-Design-Center-Hotels.0-l670399353628106752-0.Travel-Guide-Filter-Hotels), also 6.4km away, featuring unique design stores. **Recreation** [MGM Music Hall at Fenway](https://www.expedia.ca/MGM-Music-Hall-At-Fenway-Hotels.0-l811179345399357440-0.Travel-Guide-Filter-Hotels) offers an electrifying atmosphere for music lovers, just 9.7km away from Winthrop. For sports enthusiasts, [Agganis Arena](https://www.expedia.ca/Agganis-Arena-Hotels.0-l6229782-0.Travel-Guide-Filter-Hotels) provides a vibrant experience, located 11.3km from Winthrop. Meanwhile, [Abbott Park](https://www.expedia.ca/Abbott-Park-Hotels.0-l6228839-0.Travel-Guide-Filter-Hotels), also 11.3km away, invites relaxation and wellness amidst its serene greenery. **Adventure** Experience the scenic [Deer Island HarborWalk](https://www.expedia.ca/Deer-Island-HarborWalk-Hotels.0-l553248621561930380-0.Travel-Guide-Filter-Hotels), a beautiful outdoor area 3.2km from Winthrop, perfect for leisurely strolls. For thrill-seekers, [Boston Paintball](https://www.expedia.ca/Boston-Paintball-Hotels.0-l553248621532667271-0.Travel-Guide-Filter-Hotels), located 4.8km away, offers exciting paintball battles. Alternatively, enjoy water sports at [Courageous Sailing Center](https://www.expedia.ca/Courageous-Sailing-Center-Hotels.0-l6228826-0.Travel-Guide-Filter-Hotels), 6.4km from Winthrop, for an adventurous day on the water. **Nightlife** Experience the vibrant nightlife in Winthrop by visiting [LEGOLAND® Discovery Center](https://www.expedia.ca/LEGOLAND-Discovery-Center-Hotels.0-l553248621561930613-0.Travel-Guide-Filter-Hotels) for arcade fun, enjoying a show at the [Orpheum Theater](https://www.expedia.ca/Orpheum-Theater-Hotels.0-l6070123-0.Travel-Guide-Filter-Hotels) for a blend of culture and romance, or exploring the [Charles Hayden Planetarium](https://www.expedia.ca/Charles-Hayden-Planetarium-Hotels.0-l553248621533117571-0.Travel-Guide-Filter-Hotels) for stellar entertainment vibes. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Winthrop Winthrop is a budget-friendly destination with free attractions like Boston Common, Copley Square, and Boston Harbor. For affordable travel, consider using the bus or renting a bike. The best time to visit is from December to February for lower accommodation rates, while Sundays offer the cheapest overnight stays. Use Expedia to find great deals by comparing room rates and packaging your hotel with flights and activities for added savings. Look for Eco-certified hotels to ensure an environmentally friendly stay while keeping costs down. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winthrop are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Winthrop is Sunday. The most expensive day to stay in Winthrop is Saturday. - **Find cheap hotels on Expedia:** Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can easily arrange your results to display prices from lowest to highest, ensuring you find the most affordable hotels right away. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will highlight sustainable and environmentally friendly hotels that you can book. - **Consider bundling your trip:** You can save some money by combining your Winthrop hotel reservation with your flights and activities by opting for an Expedia package. ### Best time to go to Winthrop The best time to visit Winthrop is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 30.0°F (-1.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 31.5°F (-0.3°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 37.9°F (3.3°C) | Light Rain | Mostly Sunny | Average | Average | | April | 48.2°F (9.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 66.6°F (19.2°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 73.6°F (23.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Average | Average | | September | 65.7°F (18.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 55.6°F (13.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 44.4°F (6.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 36.3°F (2.4°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Winthrop To reach Winthrop, Massachusetts, the closest major airport is Boston Logan International Airport ([BOS](https://www.expedia.ca/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels)), situated 3.2km away. Excellent hotel options nearby include the luxurious [Encore Boston Harbor](https://www.expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) and [The Langham](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information), Boston, both around 4.8km from the airport. [The Liberty](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information), a Marriott Luxury Collection Hotel, is also a fine choice at a similar distance. For those considering other airports, Providence T.F. Green Airport ([PVD](https://www.expedia.ca/TF-Green-Airport-Hotels.0-aPVD-0.Travel-Guide-Filter-Hotels)) is located 82.1km away, with hotels like Omni Providence and [Graduate by Hilton Providence](https://www.expedia.ca/Providence-Hotels-Graduate-Providence.h20009389.Hotel-Information), both 11.3km from the airport. Manchester-Boston Regional Airport ([MHT](https://www.expedia.ca/Manchester-Boston-Regional-Airport-Hotels.0-aMHT-0.Travel-Guide-Filter-Hotels)) is 72.4km away, with options including [The Grand at Bedford Village Inn](https://www.expedia.ca/Manchester-Hotels-The-Bedford-Village-Inn.h1211321.Hotel-Information), just 6.4km from there. ## Frequently asked questions ### What are the best hotels in Winthrop that travellers recommend? > The 3-star Winthrop Arms Hotel And Restaurant, with an 8.4 rating, is praised by guests for its excellent food, nice and clean rooms, and a fun bar. It is also located in a beautiful, walkable neighbourhood, and offers delightful sea views. It is just 0.9 km from Short Beach and 1.5 km from Winthrop Shore Reservation. > > > Another highly recommended option is the 3-star Château sur Mer Bed & Breakfast, which has an 8.6 rating. Guests frequently compliment its excellent location and clean rooms, as well as the wonderful complimentary continental breakfast and free self-parking. It is conveniently located just 0.6 km from Donovan Beach and 2.0 km from Constitution Beach State Park. ### What are the best family hotels in Winthrop? > This 3-star hotel, with an 8.4 rating, is praised by guests for its excellent food and clean rooms. Families will appreciate the availability of highchairs for children. For those who enjoy golf, the hotel offers golf clubs, a clubhouse, and lessons, with a golf course nearby. It is conveniently located near Short Beach (0.9 km), Winthrop Shore Reservation (1.5 km), and Winthrop Beach (1.5 km), providing easy access to coastal activities. The neighbourhood is described as beautiful and walkable, making it pleasant for family strolls. Find more [child-friendly accommodations in Winthrop](https://www.expedia.ca/Winthrop-Hotels-Family-Hotel.0-0-d175875-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What hotels in Winthrop offer free breakfast? > This 3-star bed and breakfast, with an 8.6 rating, provides a wonderful complimentary continental breakfast daily. Guests often highlight the excellent location, clean rooms, and the wonderful breakfast provided. It is conveniently located near Donovan Beach, just 0.6 km away, and also close to Orient Heights Beach, Constitution Beach State Park, and Winthrop Shore Reservation, all within 2 km. Find more [hotels with free breakfast in Winthrop](https://www.expedia.ca/Winthrop-Hotels-Hotels-With-Free-Breakfast.0-0-d175875-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Winthrop? > The 3-star Château sur Mer Bed & Breakfast, with an 8.6 rating, offers a wonderful stay with complimentary breakfast, free WiFi, and free parking. Guests often praise its excellent location and clean rooms. It is conveniently located near Donovan Beach, just 0.6 km away, and Orient Heights Beach, Constitution Beach State Park, and Winthrop Shore Reservation are all within 2.0 km. > > > Another great option is The 3-star Winthrop Arms Hotel And Restaurant, rated 8.4\. This hotel provides free WiFi, complimentary toiletries, and free self-parking. It is also a fantastic choice for golf enthusiasts, offering various golf amenities including golf clubs, a clubhouse, and lessons. Guests frequently mention the excellent food and nice, clean rooms. Its location is praised for being beautiful and walkable, with Short Beach just 0.9 km away and Winthrop Shore Reservation and Winthrop Beach both within 1.5 km. View all [budget hotels in Winthrop](https://www.expedia.ca/Winthrop-Hotels-Cheap-Hotels.0-0-d175875-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the most romantic hotels in Winthrop for couples? > This 3-star hotel, with a very good 8.4 rating, is particularly well-suited for couples looking for a lovely getaway. Guests often highlight the excellent food at the hotel's restaurant and the fun bar. The rooms are frequently described as nice and clean, and the surrounding neighbourhood is considered beautiful and walkable. The hotel also features couples dining options and is conveniently located near several beaches, including Short Beach, which is just 0.9 km away, and Winthrop Beach, 1.5 km away. ### What are the best hotels in Winthrop near Donovan Beach? > This 3-star hotel, with an 8.4 rating, is located approximately 2.0 km from Donovan Beach. It is praised by guests for its excellent food, nice, clean rooms, and a fun bar. The hotel is situated in a beautiful, walkable neighbourhood and offers a range of golf amenities nearby, including a golf course, golf lessons, and a golf pro shop. ### When is the best time to go to Winthrop? > Summer in Winthrop offers reliably pleasant weather, with warm temperatures great for enjoying the town's beaches and outdoor activities. You'll find plenty of opportunities for walks along the shoreline, boat trips, and dining al fresco with views of the Boston skyline. This period is ideal for couples seeking a relaxed seaside break with easy access to city attractions. > > > For those who prefer slightly cooler temperatures and fewer crowds, September is an excellent choice. The weather remains comfortable for exploring, and the autumn colours begin to emerge, particularly in nearby parks and conservation areas. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Winthrop hotel booking with Expedia? ### How much is the nightly rate at a Winthrop hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Airport Station ](https://www.expedia.ca/Airport-Station-Hotels.d6210594.Travel-Guide-Hotels) - [Hotels near Beachmont Station ](https://www.expedia.ca/Beachmont-Station-Hotels.d6210604.Travel-Guide-Hotels) - [Hotels near Bellingham Square Historic District ](https://www.expedia.ca/Bellingham-Square-Historic-District-Hotels.0-l6262522-0.Travel-Guide-Filter-Hotels) - [Hotels near Boston Harbor ](https://www.expedia.ca/Boston-Harbor-Hotels.0-l553248634340925170-0.Travel-Guide-Filter-Hotels) - [Boston Hotels ](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - 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