Title: 4 Stars Hotels in Winchester, Boston from CA $184 - Find Cheap Winchester Hotels With 4 Stars | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx175481)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d175481.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d175481.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d175481.Travel-Guide-Flights)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d175481.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d175481.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 4 Stars Hotels in Winchester, Boston from CA $184 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester 4 Star Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-25&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-26&endDate=2025-10-27&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester 4 Star Hotels ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/16063e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/3107b391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, hot stone massages](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/8711766b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Charles Hotel West Cambridge 9.4/10 Exceptional (1009) "We had a wonderful stay. Will definitely visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisa CA $339 CA $393 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-The-Charles-Hotel.h15861.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) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/8fdf5334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/242d7352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dagny Boston Downtown Boston 9.4/10 Exceptional (6615) "Love the location for being a tourist. Had such a wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $210 CA $294 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/eedce326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/926f338a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Logan Airport Jeffries Point 9.0/10 Wonderful (3523) "Very nice hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xin CA $240 CA $279 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/b4b93ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f8efea04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/40a54799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaport Hotel Boston Seaport District 9.6/10 Exceptional (3592) "Great location and stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krithika CA $225 CA $269 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/c197d156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/5a09ea5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/d3350a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Boston North Station West End 9.2/10 Wonderful (3944) "Will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Berenice CA $201 CA $235 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42.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) ![1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/3c898592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/cc718909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Quarters Hotel Faneuil Hall, Boston Downtown Boston 9.0/10 Wonderful (2886) "Great location, very pleasant and cordial staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evelyn CA $181 CA $211 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/w6102h4419x0y0-1bd063ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/f354ccdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/f21696a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Boston Back Bay Fenway–Kenmore 9.4/10 Exceptional (1938) "Really enjoyed our stay here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $215 CA $251 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/97ff33de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b1517d6e.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) ### Harborside Inn Of Boston Government Center 9.2/10 Wonderful (5865) "Great location for tourism. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $188 CA $219 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/ecfec31d.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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Parker House Downtown Boston 9.0/10 Wonderful (3125) "Great Location to see all the historical sites of Boston." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $311 CA $411 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/6d541773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/3fa1f257.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) ### The Godfrey Hotel Boston Downtown Boston 9.4/10 Exceptional (4557) "Great hotel in a great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael J. [](https://www.expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.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) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/c03f77fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with satellite channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/99b05261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/23000/22961/9982e9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Marriott Copley Place Back Bay 9.2/10 Wonderful (1688) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $234 CA $321 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Boston-Marriott-Copley-Place.h22961.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/a1ab1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/ce275009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley Square Hotel, a FOUND Hotel Back Bay 8.6/10 Excellent (3856) "Great hotel, great location, great staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Armen CA $158 CA $184 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/1000000/30000/26300/26283/45a56a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/26300/26283/e0a71424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, ocean views ](https://images.trvl-media.com/lodging/1000000/30000/26300/26283/3af08dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/26300/26283/02f3f76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Boston Harbor East Boston 9.2/10 Wonderful (1685) "Always convenient to Logan airport, but also very comfortable with good food; view of Boston across the harbor also beautiful!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth rising CA $213 CA $283 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-Hyatt-Regency-Boston-Harbor.h26283.Hotel-Information) ![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) ![Restaurant](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/e6f5d3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/ded31790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YOTEL Boston Seaport District 8.6/10 Excellent (2281) "We enjoyed our staying, highly recommend it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandra CA $190 CA $279 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![Suite (VIP)](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | Living area](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/e4e28064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/c07dc609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/866dc285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Boston Downtown Boston 9.0/10 Wonderful (1645) "Loved our stay here and cant wait to come back!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $201 CA $283 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/573419fc.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) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6238869c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Park Plaza Bay Village 8.4/10 Very good (3142) "Great area and historic place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $167 CA $251 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/dfa592c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/fb337f97.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/1000000/30000/22100/22046/07a39e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/1b7e7b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Boston, a Marriott Hotel Back Bay 8.6/10 Excellent (1692) "Really nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dongho CA $237 CA $275 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.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) ![Studio Suite, 2 Queen Beds, River View](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/2d2215c9.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) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ed6a430c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Copley Place, Boston, a Marriott Hotel Back Bay 9.2/10 Wonderful (1353) "Clean rooms, sweet staff and decent breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $215 CA $307 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/1a69cacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/a399010b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/5066927d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite | Living area](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/9761e3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel AKA Back Bay Back Bay 9.2/10 Wonderful (1189) "The hotel was wonderful and in a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $246 CA $343 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-Hotel-AKA-Back-Bay.h1070718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/d95fe559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/d868529b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 2 Queen Beds, Fireplace](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/0417a2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lenox Hotel Boston Back Bay 9.6/10 Exceptional (1204) "Food was amazing, facility lovely and the staff super helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $246 CA $286 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-The-Lenox-Hotel-Boston.h6446.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Winchester-Hotels.s40-0-d175481.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/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 CA $206 CA $297 total Nov 24 - Nov 25 includes taxes & fees 9/10 Wonderful! (4,178 reviews) [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Encore Boston Harbor 1 Broadway, Everett, MA CA $367 CA $410 total Nov 24 - Nov 25 includes taxes & fees 9.6/10 Exceptional! (3,306 reviews) [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Newbury Boston 15 Arlington St, Boston, MA CA $554 CA $719 total Nov 23 - Nov 24 includes taxes & fees 9.2/10 Wonderful! (527 reviews) [](https://expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=175481&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=175481&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=175481&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=175481&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=175481&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®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. ## Top Winchester Hotel Reviews ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Very clean room. Close to the subway and very walkable." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Everyone was very nice" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Love staying here before an early morning flight. Quick, easy and stress free walk to the airport through the sky bridge " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "A cruise ship sized room with universal remote capabilities ..It's not fancy but it's unique and extremely easy to adjust to. My favorite part is mood lighting and soundproof feel topped with electric dark and day window screen technology and quirky signage. This location is one of the best for back bay access . " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great staff, friendly, helpful. Nice cafe, beautiful, comfortable room. Clean rooms, lobby, elevators. " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "This is a great hotel for solo travelers because they offer a smaller size room with a full-sized bed for a reduced rate. Rooms are clean/modern and have mini-fridges (w/ tiny freezer) and free bottled water. There is a guest kitchen on the first floor with vending machines and free 24/7 coffee/tea. Also on the first floor is a small gym with a treadmill, elliptical, and weights. Service is impeccably professional and the property is very quiet, despite being steps away from the Prudential Center Mall, Copley Plaza, and Boylston/Newbury Streets. This hotel has become my new go-to when I'm coming into the city for events. " [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "Great hotel. Location is perfect! Staff were a little odd, very young, they didn’t have the best hospitality." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "Great customer service clean rooms comfortable bed good locayion" [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Sheraton Boston, a Marriott Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22046/dfa592c9_y.jpg) ### Sheraton Boston, a Marriott Hotel 10/10 Excellent "My only complain is that the parking issue. They made mistakes to charge to my room while I did not drive." [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ## Find out more about Winchester If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winchester are calling your name. Known for providing first-rate service in amazing locations, each of the Winchester 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Winchester. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winchester, Boston, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winchester hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### What are the best 4-star hotels in Winchester? > If you're looking for luxury comfort and loads of amenities during your Winchester adventure, consider [Boston Marriott Burlington](https://www.expedia.ca/Boston-Hotels-Boston-Marriott-Burlington.h17474.Hotel-Information). This leading 4-star hotel features a terrace and dining romance packages. [Freepoint Hotel Cambridge, Tapestry Collection by Hilton](https://www.expedia.ca/Boston-Hotels-Freepoint-Hotel-Cambridge.h16577230.Hotel-Information) also gets stellar reviews from Expedia travellers. A deep soaking bathtub and pillow top mattresses are among its conveniences. ### How much does it cost to stay in a 4-star hotel in Winchester? > To lock in a 4-star hotel in Winchester that's within your budget, take advantage of Expedia's handy filters. Check out what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also sort your results by the most economical property first. > > > > - Search for the lowest price from CA $297 ### What's the difference between 5-star and 4-star hotels in Winchester? > If you decide to vacation at a 4-star hotel in Winchester, you'll typically find plenty of conveniences to make sure you're comfortable, such as a pool, restaurant and gym. You can experience excellent service and deluxe accommodations. Pick a 5-star hotel and you'll have access to a few extra perks — think on-site spas, concierge assistance and nightly turndown services. 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