Title: The Best 4 Star Hotels in Winchester, MA from $93 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx175481)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d175481.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d175481.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d175481.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d175481.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d175481.Destination-Travel-Guides) ![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester 4 Star Hotels Tonight [Feb 11 - Feb 12](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-11&endDate=2026-02-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 12 - Feb 13](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-12&endDate=2026-02-13&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-13&endDate=2026-02-15&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester 4-star hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/34618491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/f06ad8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/b1eb6e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Logan Airport [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) East Boston 9.0/10 Wonderful (3,658 reviews) "Beautiful hotel and convenient to the airport" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonetta $192 nightly $224 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.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) ![Premium Room, 1 King Bed (View) | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/23e9f070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/c37d2403.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) ### citizenM Boston North Station [](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) West End 9.4/10 Exceptional (4,333 reviews) "Great service, good location for tourism, and clean rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivan Alexander $107 nightly $125 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.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) ![Interior detail](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/328c763f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/80b97ccf.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) ### The Dagny Boston [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) Downtown Boston 9.4/10 Exceptional (7,031 reviews) " a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa Saad $169 nightly $197 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.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) ![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) ![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) ### Harborside Inn Of Boston [](https://www.expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) Downtown Boston 9.2/10 Wonderful (6,220 reviews) "great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $119 nightly $139 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/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/dea35c86.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) ![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) ### Seaport Hotel Boston [](https://www.expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) Seaport District 9.6/10 Exceptional (3,976 reviews) "Beautiful hotel, excellent staff and really nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad $131 nightly $152 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![International cuisine](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (High Floor) | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/44395d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/98af3a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/61974d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Boston Back Bay [](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) Fenway–Kenmore 9.4/10 Exceptional (2,306 reviews) "An amazing hotel, clean, nice staff, great service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamar $107 nightly $125 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.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) ![Breakfast, lunch and brunch served](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/a6e3ccac.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.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) Downtown Boston 9.0/10 Wonderful (3,296 reviews) "Really nice hotel with great decor, staff were very helpful, and in a good location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jasdeep $178 nightly $207 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.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) ![Suite, 1 Queen Bed, Kitchenette | 1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/b664eae4.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) ### Club Quarters Hotel Faneuil Hall, Boston [](https://www.expedia.com/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) Downtown Boston 9.0/10 Wonderful (2,989 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $164 nightly $191 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.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) ![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/eb7322a0.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) ![Reception](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/3aefc22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Godfrey Hotel Boston [](https://www.expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) Downtown Boston 9.4/10 Exceptional (4,894 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex $174 nightly $203 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Presidential Suite | Premium bedding, in-room safe, blackout drapes, iron/ironing board](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) ![Executive Room, Terrace | Living area | 55-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/17c5a38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/84f4c8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Boston [](https://www.expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) Downtown Boston 9.0/10 Wonderful (1,845 reviews) "Amazing place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yohlman $160 nightly $187 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/b7112317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/213feb43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/e1a64100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley Square Hotel, a FOUND Hotel [](https://www.expedia.com/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) Back Bay 8.6/10 Excellent (3,938 reviews) "Pleasant helpful staff, good sized room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah $80 nightly $93 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/1000/946/2356f482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1000/946/16873046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed | Living area | LCD TV, MP3 dock](https://images.trvl-media.com/lodging/1000000/10000/1000/946/2a808617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1000/946/b9d1b1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Suites by Hilton Hotel Boston - Cambridge [](https://www.expedia.com/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information) Allston 9.0/10 Wonderful (1,014 reviews) "Bravo, the property close to everything we need" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fawad $130 nightly $152 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/f28121bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/01404e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LED TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/84c3ddf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Copley Place, Boston, a Marriott Hotel [](https://www.expedia.com/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) Back Bay 9.2/10 Wonderful (1,452 reviews) "The entire stay was absolutely wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen $226 nightly $263 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/6c2b250e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/73d19b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/aca50fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/4d82f9e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Charles Hotel [](https://www.expedia.com/Boston-Hotels-The-Charles-Hotel.h15861.Hotel-Information) West Cambridge 9.4/10 Exceptional (1,000 reviews) "Room very well appointed and gym was the stand out" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) David $344 nightly $399 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Charles-Hotel.h15861.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/5066927d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/bd847a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/13063cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/97de3d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel AKA Back Bay [](https://www.expedia.com/Boston-Hotels-Hotel-AKA-Back-Bay.h1070718.Hotel-Information) Back Bay 9.2/10 Wonderful (1,186 reviews) "Great Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario Andre $165 nightly $192 total Feb 13 - Feb 14 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hotel-AKA-Back-Bay.h1070718.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/1000000/10000/4300/4215/6238869c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e.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) ### Hilton Boston Park Plaza [](https://www.expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) Bay Village 8.4/10 Very Good (3,130 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $132 nightly $153 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/46b6ba4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/9a3fcf89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/5661279a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Boston North Shore [](https://www.expedia.com/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) Danvers 8.2/10 Very Good (2,389 reviews) "Hotel was clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melvin $93 nightly $104 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![City view](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/19346b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 5:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/a909682d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/463c009e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/dd9e406a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Boston, a Marriott Hotel [](https://www.expedia.com/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) Back Bay 8.6/10 Excellent (1,768 reviews) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyson $157 nightly $183 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Sheraton-Boston.h22046.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) ![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) ![2 bars/lounges](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/8de2892c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YOTEL Boston [](https://www.expedia.com/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) Seaport District 8.6/10 Excellent (2,419 reviews) "Great stay overall! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lourdes $123 nightly $144 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/56b6419d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed with Sofa bed | Living room | 55-inch flat-screen TV with satellite channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/20dfdeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Pillowtop beds, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/9eb1b062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/a9566701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Marriott Copley Place [](https://www.expedia.com/Boston-Hotels-Boston-Marriott-Copley-Place.h22961.Hotel-Information) Back Bay 9.2/10 Wonderful (1,770 reviews) "Great location to visit " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam $218 nightly $254 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Marriott-Copley-Place.h22961.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Winchester-Hotels.s40-0-d175481.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Winchester-Hotels.s40-0-d175481.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winchester. ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Omni Boston Hotel at the Seaport 450 Summer Street Boston MA $150 nightly $175 total Feb 15 - Feb 16 Total with taxes and fees 9.2/10 Wonderful! (4,467 reviews) [](https://expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Encore Boston Harbor 1 Broadway Everett MA $201 nightly $224 total Mar 4 - Mar 5 Total with taxes and fees 9.6/10 Exceptional! (3,553 reviews) [](https://expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Langham, Boston 250 Franklin St Boston MA $343 nightly $400 total Feb 15 - Feb 16 Total with taxes and fees 9.6/10 Exceptional! (1,000 reviews) [](https://expedia.com/Boston-Hotels-The-Langham.h2558.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F12%2F2026&endDate=2%2F13%2F2026®ionId=175481&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F12%2F2026&endDate=2%2F13%2F2026®ionId=175481&star=40&star=40&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F12%2F2026&endDate=2%2F13%2F2026®ionId=175481&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F12%2F2026&endDate=2%2F13%2F2026®ionId=175481&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F12%2F2026&endDate=2%2F13%2F2026®ionId=175481&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F12%2F2026&endDate=2%2F13%2F2026®ionId=175481&star=40&star=40&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Learn more about Winchester Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails. [See all hotels in Winchester](https://www.expedia.com/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&adults=2®ionId=175481) ![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Winchester Hotel Reviews ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "The Room is so cute" [](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "Yes" [](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Good" [](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Hilton Boston Back Bay](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/f418fbdd_y.jpg) ### Hilton Boston Back Bay 10/10 Excellent "Everything was clean and comfortable. Our check in was smooth and the staff was friendly. The amenities were all under renovation so you local competition received much of our business for food and entertainment. It would have been nice to know about this in advance so we could have planned accordingly. The temperatures were 0 degrees so we would have preferred not having to go elsewhere. We love Hilton so you won't lose us over this! Thanks for listening. " [](https://expedia.com/Boston-Hotels-Hilton-Boston-Back-Bay.h5928.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Excellent!" [](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg) ### Hyatt Regency Boston 10/10 Excellent "Wonderful location. Self park garage attached to hotel. Large rooms. Nice lobby and bar. Walking distance to Boston Common, North End and many wonderful places." [](https://expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "It’s one block away from the green T and the public library. Many restaurants, fast food stores, and supermarket are close by. Clean room Welcoming staff Kitchen with dining space, hot water/coffee, microwave " [](https://expedia.com/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Nice staff, great room and bathroom and location is easy to walk everywhere. One of the hotels with a cheaper parking rate as well which is a plus. " [](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Great stay!" [](https://expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ## Find out more about Winchester ## Winchester Four Star Hotel Information When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winchester, Boston are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winchester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service. Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winchester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winchester, Boston, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop. Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winchester hotels offer everything your heart desires. ## Frequently asked questions ### What are the best 4-star hotels in Winchester? ### How much does it cost to stay in a 4-star hotel in Winchester? > - Search for the lowest price from $175 ### What's the difference between 5-star and 4-star hotels in Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Winchester Wedgemere Station ](https://www.expedia.com/Winchester-Wedgemere-Station-Hotels.d6209680.Travel-Guide-Hotels) - [Condo Rentals in Winchester Wedgemere Station ](https://www.expedia.com/Winchester-Wedgemere-Station-Condos.d6209680-aaCondos.Travel-Guide-Accommodation) - [B&B in Winchester Wedgemere Station ](https://www.expedia.com/Winchester-Wedgemere-Station-Bed-And-Breakfast.d6209680-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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