Title: Discover Well-Reviewed Hotels in Winthrop, MA | 2026 - 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) ![Shot at sunrise from the Cottage Park Yacht Club parking lot towards the Winthrop Water tower. ](https://images.trvl-media.com/place/175875/55fc1560-9d93-4043-b5c7-3bb168feb877/sunset-coastal-harbor-pier-boats-reflections.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by mike s # Find hotels in Winthrop, MA from CA $127 - ![](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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=SPA_ON_SITE) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&travelerType=family_friendly) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=POOL) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&lodging=APART_HOTEL) Ocean view [](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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=OCEAN_VIEW) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=HOT_TUB) House­boat [](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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&lodging=HOUSE_BOAT) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=PETS) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&lodging=APARTMENT) Waterpark [](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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&amenities=WATER_PARK) Cottage [](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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&lodging=COTTAGE) 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=2026-01-02&d1=2026-01-02&endDate=2026-01-04&d2=2026-01-04&lodging=CONDO) ## Check prices for these dates Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winthrop hotels ![On the beach](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/9fe7d764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/a12f44cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Single Room, 1 King Bed, Ocean View, Sea Facing](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/64b969c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 Queen Bed, Ocean View, Oceanfront | Beach/ocean view](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/1e290d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Winthrop Arms Hotel And Restaurant [](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) Winthrop 8.4/10 Very good (704) "The room was comfortable and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha Traveling with family CA $281 CA $314 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) ![Daily continental breakfast for a fee](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/db40fbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/ce9567ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Self parking (USD 20 per day)](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/19227404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/84f528a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### enVision Hotel Boston Everett [](https://www.expedia.ca/Boston-Hotels-EnVision-Hotel-Boston-Everett.h17515205.Hotel-Information) Everett 8.6/10 Excellent (1002) "Lovely room, bedding and towels." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ania CA $136 CA $152 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boston-Hotels-EnVision-Hotel-Boston-Everett.h17515205.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6070000/6068400/6068370/5c2ff2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6070000/6068400/6068370/f7da1dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6070000/6068400/6068370/9ea9b254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/7000000/6070000/6068400/6068370/a4a28e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Boston Downtown/Seaport [](https://www.expedia.ca/Boston-Hotels-Residence-Inn-By-Marriott-Boston-DowntownSeaport.h6068370.Hotel-Information) Seaport District 9.6/10 Exceptional (659) "Great location, rooms were spacious and very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert Traveling with family CA $259 CA $302 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Boston-Hotels-Residence-Inn-By-Marriott-Boston-DowntownSeaport.h6068370.Hotel-Information) ![Premium bedding, pillowtop beds, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/b22783ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/0e438e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/d5d640d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/31136a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance® Boston Seaport District [](https://www.expedia.ca/Boston-Hotels-Renaissance-Boston-Waterfront-Hotel.h1778190.Hotel-Information) Seaport District 9.0/10 Wonderful (1002) "The breakfast was great and there was a nice pool for babies there" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) M Mehdi Traveling with family CA $164 CA $247 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boston-Hotels-Renaissance-Boston-Waterfront-Hotel.h1778190.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11270000/11264100/11264010/cdc6335b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/12000000/11270000/11264100/11264010/5ff5610a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11270000/11264100/11264010/f525b774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/12000000/11270000/11264100/11264010/6a0ac84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element by Marriott, Boston Seaport District [](https://www.expedia.ca/Boston-Hotels-Element-Boston-Seaport-District.h11264010.Hotel-Information) Seaport District 9.0/10 Wonderful (1002) "Room was clean and comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Traveling for leisure CA $147 CA $206 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Boston-Hotels-Element-Boston-Seaport-District.h11264010.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/550000/544800/544728/e81e653a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/550000/544800/544728/w3840h2556x0y4-269ea80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/1000000/550000/544800/544728/w3836h2560x4y0-6112db77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/550000/544800/544728/89b9be47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Boston Burlington [](https://www.expedia.ca/Boston-Hotels-Sonesta-Simply-Suites-Boston-Burlington.h544728.Hotel-Information) Burlington 9.0/10 Wonderful (140) "Room was clean and well stocked All staff was friendly and greeted you when passing by." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helly Traveling solo CA $115 CA $129 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Boston-Hotels-Sonesta-Simply-Suites-Boston-Burlington.h544728.Hotel-Information) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/79ce2575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/f2719523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, Netflix, iPod dock](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/3efc654c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/b8f659a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Boston Downtown/North Station [](https://www.expedia.ca/Boston-Hotels-Courtyard-By-Marriott-Boston-DowntownNorth-Station.h21599814.Hotel-Information) West End 9.4/10 Exceptional (1206) "Great location, beautiful clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa Traveling for leisure CA $185 CA $215 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Boston-Hotels-Courtyard-By-Marriott-Boston-DowntownNorth-Station.h21599814.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/2b12d9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/643d5a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/59f86a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/259b527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pennyweight Hotel Boston, Curio Collection by Hilton [](https://www.expedia.ca/Boston-Hotels-Kimpton-Onyx-Hotel.h980972.Hotel-Information) West End 8.2/10 Very good (1099) "Super close to TD garden, friendly service beautiful rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather Traveling with family CA $180 CA $257 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Boston-Hotels-Kimpton-Onyx-Hotel.h980972.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/d6de0f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/116c5658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/c50bac3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/2d0dd8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft by Marriott, Boston Seaport District [](https://www.expedia.ca/Boston-Hotels-Aloft-Boston-Seaport-District.h11263952.Hotel-Information) Seaport District 9.0/10 Wonderful (1382) "Hotel staff super friendly, clean, modern workout room and overall good vibe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Traveling for leisure CA $142 CA $205 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boston-Hotels-Aloft-Boston-Seaport-District.h11263952.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/071e026e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/fa49dd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/a4618d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/14eb87e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Longwood Medical [](https://www.expedia.ca/Boston-Hotels-The-Inn-At-Longwood-Medical.h14714.Hotel-Information) Fenway–Kenmore 8.4/10 Very good (1004) "The room was nice and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittaney-Mae Traveling with family CA $280 CA $366 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Boston-Hotels-The-Inn-At-Longwood-Medical.h14714.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/647818b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/95e5db73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/4f1fe433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/9e29ca3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Boston Seaport District [](https://www.expedia.ca/Boston-Hotels-Homewood-Suites-By-Hilton-Boston-Seaport.h56289302.Hotel-Information) Seaport District 9.2/10 Wonderful (1391) "The room was very spacious and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Masako Traveling for leisure CA $178 CA $205 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Boston-Hotels-Homewood-Suites-By-Hilton-Boston-Seaport.h56289302.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/74000000/73120000/73115500/73115446/e14434b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Balcony | View from room](https://images.trvl-media.com/lodging/74000000/73120000/73115500/73115446/81783683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73120000/73115500/73115446/6f13e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/74000000/73120000/73115500/73115446/025c0e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canopy By Hilton Boston Downtown [](https://www.expedia.ca/Boston-Hotels-Canopy-By-Hilton-Boston-Downtown.h73115446.Hotel-Information) Government Center 9.6/10 Exceptional (1000) "Good location, clean rooms with nice amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert Traveling for leisure CA $175 CA $260 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Boston-Hotels-Canopy-By-Hilton-Boston-Downtown.h73115446.Hotel-Information) ![Suite, Multiple Beds (John Adams Presidential Suite)](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Admirals Suite)](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/77e4a184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/61473433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/ec21d2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Harbor Hotel [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) North End 9.8/10 Exceptional (1002) "The room had an amazing harbor view and nice chair, comfortable bed and best amenities!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aya Traveling for leisure and business CA $599 CA $698 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/39000000/38770000/38766200/38766175/b8807d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/39000000/38770000/38766200/38766175/cfaa2fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, free cribs/infant beds](https://images.trvl-media.com/lodging/39000000/38770000/38766200/38766175/8d14bce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/39000000/38770000/38766200/38766175/c7fd8a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moxy Boston Downtown [](https://www.expedia.ca/Boston-Hotels-Moxy-Boston-Downtown.h38766175.Hotel-Information) Bay Village 8.8/10 Excellent (1005) "And the rooms are clean and the beds are comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa Traveling for leisure CA $109 CA $183 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Boston-Hotels-Moxy-Boston-Downtown.h38766175.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e6722cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/a2b908c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/96fcb2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/a8ad449d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midtown Hotel [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) Back Bay 7.4/10 Good (1006) "The room was spacious and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan Traveling for leisure and business CA $128 CA $150 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/480000/470900/470888/080f1e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470888/f8c0ae04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470888/8a562d3a.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/1000000/480000/470900/470888/fed0bbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Boston - Downtown [](https://www.expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-Downtown.h470888.Hotel-Information) Bay Village 8.8/10 Excellent (1002) "Clean very nice room amd great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James Traveling with partner CA $123 CA $143 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-Downtown.h470888.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/60807558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room Single Use (Luxury Double)](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/5e4f4b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room Single Use (Luxury Double) | Living room](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/5f50c2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/bba2fea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newbury Guest House [](https://www.expedia.ca/Boston-Hotels-Newbury-Guest-House.h918545.Hotel-Information) Back Bay 9.4/10 Exceptional (1000) "Very friendly staff, lovely double room, location , great restaurants and shopping ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra Traveling with family CA $178 CA $204 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Boston-Hotels-Newbury-Guest-House.h918545.Hotel-Information) ![Boating](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/bef3e4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/5cf99839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/8352c309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/3e2a1fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Back Bay [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-Back-Bay.h5928.Hotel-Information) Fenway–Kenmore 8.6/10 Excellent (1241) "Rooms were nice. quiet and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy Traveling with family CA $168 CA $237 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-Back-Bay.h5928.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/17500/17458/90e538b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/17500/17458/b1370138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Historic Main Inn, 1 King, No Pets](https://images.trvl-media.com/lodging/1000000/20000/17500/17458/3fc303aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/17500/17458/f14b70b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Concord's Colonial Inn [](https://www.expedia.ca/Boston-Hotels-Concords-Colonial-Inn.h17458.Hotel-Information) Concord 8.6/10 Excellent (1001) "The restaurant and tavern is excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian Traveling for leisure CA $161 CA $180 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boston-Hotels-Concords-Colonial-Inn.h17458.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/e13dffe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/a5aee65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/265a6e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/6c9fe3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wylie Inn and Conference Center at Endicott College [](https://www.expedia.ca/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.Hotel-Information) Beverly 9.2/10 Wonderful (1143) "Room was clean and spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn CA $130 CA $145 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.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=2026-01-02&endDate=2026-01-03®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) ## 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=2026-01-02&endDate=2026-01-03&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) ### Stay near popular Winthrop attractions [](https://expedia.ca/Fenway-Park-Hotels.0-l6023384-0.Travel-Guide-Filter-Hotels) ![Fenway Park featuring a sporting event and night scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20987-Fenway-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fenway Park Catch a game or take a tour at one of America’s most historic and beloved ballparks. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6023384) [](https://expedia.ca/Boston-Common-Hotels.0-l507377-0.Travel-Guide-Filter-Hotels) ![Boston Common which includes flowers, a garden and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21217-Boston-Common.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Common The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=507377) [](https://expedia.ca/Harvard-University-Hotels.0-l6034936-0.Travel-Guide-Filter-Hotels) ![Harvard University which includes a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21000-Harvard-University.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6034936) [](https://expedia.ca/TD-Garden-Hotels.0-l6070137-0.Travel-Guide-Filter-Hotels) ![TD Garden](https://mediaim.expedia.com/destination/9/38b782f49bb48608c7709e4119911823.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### TD Garden Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6070137) [](https://expedia.ca/Copley-Square-Hotels.0-l6070057-0.Travel-Guide-Filter-Hotels) ![Copley Square](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531084-copley-square.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Copley Square Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6070057) [](https://expedia.ca/Gillette-Stadium-Hotels.0-l6034500-0.Travel-Guide-Filter-Hotels) ![Gillette Stadium](https://mediaim.expedia.com/destination/2/dbb8b23949ff195c0c2ca1207ea300cd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gillette Stadium At Gillette Stadium, enjoy wellness retreats featuring yoga sessions, meditation, and rejuvenating spa treatments, all amidst the electrifying sports atmosphere that energizes and inspires. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6034500) ## More cheap stays in Winthrop ![Ramada by Wyndham Boston](https://images.trvl-media.com/lodging/1000000/10000/300/293/b875dc04_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Ramada by Wyndham Boston 800 Morrissey Blvd Boston MA CA $109 CA $127 total Dec 27 - Dec 28 includes taxes & fees 6.6/10 (1,584 reviews) [](https://expedia.ca/Boston-Hotels-Ramada-By-Wyndham-Boston.h293.Hotel-Information) ![Sonesta Simply Suites Boston Burlington](https://images.trvl-media.com/lodging/1000000/550000/544800/544728/a4844b99_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sonesta Simply Suites Boston Burlington 130 Middlesex Tpke Burlington MA CA $115 CA $129 total Jan 1 - Jan 2, 2026 includes taxes & fees 8.8/10 Excellent! (134 reviews) [](https://expedia.ca/Boston-Hotels-Sonesta-Simply-Suites-Boston-Burlington.h544728.Hotel-Information) ![Hampton Inn & Suites Boston/Waltham](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/841c68d6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Boston/Waltham 135 2nd Ave Waltham MA CA $134 CA $150 total Dec 29 - Dec 30 includes taxes & fees 9.2/10 Wonderful! (1,582 reviews) [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information) ![enVision Hotel Boston Everett](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/09904e53_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### enVision Hotel Boston Everett 1834 Revere Beach Pkwy Everett MA CA $136 CA $152 total Dec 21 - Dec 22 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) [](https://expedia.ca/Boston-Hotels-EnVision-Hotel-Boston-Everett.h17515205.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 $136 CA $160 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.8/10 Excellent! (2,204 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/bfe287d7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Boston Logan Airport Chelsea 200 2nd Street Chelsea MA CA $152 CA $170 total Jan 1 - Jan 2, 2026 includes taxes & fees 9/10 Wonderful! (2,651 reviews) [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.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. ## Recent reviews of Winthrop hotels ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 5/5 Excellent "The grab and go breakfast option was perfect. " A verified traveller stayed at Seaport Hotel Boston Posted 19 hours ago [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 5/5 Excellent "Ease of check in, convenient, good restaurant, comfortable bed" A verified traveller stayed at Hilton Boston Logan Airport Posted 1 day ago [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 5/5 Excellent "The staff at the desk were fantastic. I love the location. Place was spotless . A big shout out to ismal. " A verified traveller stayed at The Godfrey Hotel Boston Posted 2 days ago [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 5/5 Excellent "Clean, comfortable room. Staff at check in were very friendly. On site restaurant was very good! " A verified traveller stayed at Harborside Inn Of Boston Posted 2 days ago [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 5/5 Excellent "Egg and sausge sandwich at dunkun donuts." A verified traveller stayed at Encore Boston Harbor Posted 3 days ago [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg) ### Hyatt Regency Boston 5/5 Excellent "Staff is very nice ☺️" A verified traveller from spring valley stayed at Hyatt Regency Boston Posted 3 days ago [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 5/5 Excellent "Clean room and helpful staff. A lot of restaurant and pub n’est the Hotel. " A verified traveller stayed at The Dagny Boston Posted 3 days ago [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 5/5 Excellent "Class hotel with amazing history " A verified traveller stayed at Omni Parker House Posted 3 days ago [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![The Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 5/5 Excellent "Very clean and the staff was friendly. Parking is a little tricky but that's to be expected. Would definitely go back. " A verified traveller stayed at The Arcadian Hotel Posted 3 days ago [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Winthrop that travellers recommend? > For a cozy and intimate experience, [Château sur Mer Bed & Breakfast](https://www.expedia.ca/Boston-Hotels-Chateau-Sur-Mer-Bed-Breakfast.h17151159.Hotel-Information) is another excellent option, with a great rating of 8.6\. This quaint B&B offers air-conditioned rooms for comfort, ensuring a restful stay for travellers. It's superb for those seeking a laid-back atmosphere while being close to local attractions and the serene coastal charm of Winthrop. ### What are the best family hotels in Winthrop? ### What hotels in Winthrop offer free breakfast? ### What are the best budget hotels in Winthrop? > [The Winthrop Arms Hotel And Restaurant](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) also stands out as an excellent choice for budget travellers, featuring a rich Victorian design and located in a historical district. This hotel offers various amenities, including free self-parking, a 24-hour airport shuttle service, and a delightful dining experience superb for couples. With a review score of 8.4, guests are consistently pleased with the overall experience, making it a lovely option for families as well, especially those who appreciate easy access to nearby golf courses and local attractions. 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? ### When is the best time to go to Winthrop? > From May to September, Winthrop experiences its peak tourist season, attracting visitors keen to immerse themselves in the great outdoors. This period offers a fantastic opportunity to engage in various activities, from kayaking on the Methow River to discovering the enchanting trails of the nearby North Cascades National Park. The long daylight hours enhance your experience, allowing ample time for both adventure and relaxation. > > > For families and couples alike, July is particularly appealing with numerous festivals and events that celebrate local culture. These gatherings provide a unique chance to connect with the community and indulge in local delicacies. Outdoor dining options abound, allowing you to savour a meal while basking in the summer sun, creating the superb backdrop for memorable moments. > > > If you're looking for a quieter experience, consider visiting in late September or early October, when the autumn leaves begin to change. This transitional period not only offers stunning scenery but often comes with lower accommodation rates, making it a budget-friendly choice without compromising on the beauty of the surrounding landscapes. ### 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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