Title: Winchester Residences from CA $204 | Expedia.ca [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)[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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Residences in Winchester from CA $204 ![](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 prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Residences We don't have any properties that match your exact search [See all properties in Winchester](https://expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27®ionId=175481&adults=2) ## Recommended hotels in Winchester ![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 (1898) "Great location and great breakfast!" CA $293 CA $341 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/8f309a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/f7a78de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/3da48020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/7fdd8c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Found Hotel Boston Common Bay Village 8.4/10 Very good (1238) "Location was great." CA $218 CA $254 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Found-Hotel-Boston-Common.h15746.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/abed7446.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 (3156) "Great place to stay" CA $229 CA $323 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f8efea04.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) ### Seaport Hotel Boston Seaport District 9.6/10 Exceptional (3503) "Excellent property, we really enjoyed the dining options nearby." CA $265 CA $315 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/a1ab1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/c2b6fbff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley Square Hotel, a FOUND Hotel Back Bay 8.6/10 Excellent (3862) "Very nice hotel, great location!!" CA $192 CA $223 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Deluxe Room, 2 Double Beds (Bath in Room)](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/000b91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/6025c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Revolution Hotel South End 9.0/10 Wonderful (2166) "It was a clean, beautiful hotel in a great part of town. Many restraunts in walking distance in a beautiful neighborhood. " CA $176 CA $204 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.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) ![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) ![Interior detail](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/3c267db5.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) ### The Godfrey Hotel Boston Downtown Boston 9.4/10 Exceptional (4513) "Great location nice place to stay" CA $282 CA $394 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/60cb4bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/bce045e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/73cb3288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/ce2ce7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Boston Seaport District Seaport District 9.0/10 Wonderful (2224) "Everything from the rooms to the food to the restaurant and the staff were all great!" CA $213 CA $297 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-The-Westin-Boston-Seaport-District.h1450057.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/1ac58b6d.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/69000000/68020000/68014400/68014393/af87cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/a6dc8a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Boston Hotel at the Seaport Seaport District 9.2/10 Wonderful (4124) "Nice hotel!" CA $251 CA $349 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/00fcedcc.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/1000000/10000/2900/2898/0f2e267f.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) ![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) ### Midtown Hotel Back Bay 7.4/10 Good (1027) "Nice room, friendly staff and good location!" CA $214 CA $250 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/5fe1e844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/6f0677c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Accessible Two Queen Beds with Bathtub](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/6e0a2d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/420f9f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Boston/Seaport District Seaport District 9.4/10 Exceptional (2152) "It was a great place to stay!" CA $321 CA $374 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/1db57cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Boston Downtown Boston 9.0/10 Wonderful (1647) "Loved our stay here and cant wait to come back!! " CA $276 CA $370 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/3ea105e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/3108ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/d9e1e2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Parker House Downtown Boston 8.8/10 Excellent (3105) "Great stay!" CA $279 CA $374 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/3521e55a.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) ![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) ### The Dagny Boston Downtown Boston 9.4/10 Exceptional (6588) "Super hotel for a great stay in Beantown!" CA $314 CA $415 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/6cd430e1.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) ![Lobby](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/d6de0f74.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 Seaport District 9.0/10 Wonderful (1355) "Enjoyed my stay " CA $231 CA $310 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Aloft-Boston-Seaport-District.h11263952.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) ![King Room Downtown View](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/94b43f8c.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 (3910) "Best location, best stay" CA $307 CA $357 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.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) ![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) ![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) ### YOTEL Boston Seaport District 8.6/10 Excellent (2284) "Great stay in Seaport ! " CA $227 CA $321 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b1517d6e.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) ![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 (5833) "Great location of stay." CA $263 CA $307 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/20000000/19950000/19949500/19949402/7552a7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19950000/19949500/19949402/f883200c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/20000000/19950000/19949500/19949402/b8e79ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/20000000/19950000/19949500/19949402/a0f92b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Boston Downtown South End 8.8/10 Excellent (1007) "Beautiful property. " CA $219 CA $290 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-AC-Hotel-By-Marriott-Boston-Downtown.h19949402.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/a3f6b9f4.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) ![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) ### Club Quarters Hotel Faneuil Hall, Boston Downtown Boston 9.0/10 Wonderful (2825) "Great location, clean room and friendly staff " CA $261 CA $304 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.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=2025-10-26&endDate=2025-10-27®ionId=175481&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FWinchester-Residences.d175481-aaResidences.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Residences.d175481-aaResidences.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg) ### YOTEL Boston 10/10 Excellent "Clean rooms great staff and good dining." [](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Rooms spacious and clean. Front desk and other employees very nice eager to assist. " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "All staff very friendly and welcoming" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Omni Boston Hotel at the Seaport](//images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "So convenient!" [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.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 "This exceeded our expectations, the staff was friendly and helpful and the room was clean and nice! " [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Wyndham Boston Beacon Hill](//images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "Centrally located." [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.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 "A beautiful hotel very centrally located here in Boston " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hampton Inn Boston - Logan Airport](//images.trvl-media.com/lodging/1000000/580000/578500/578419/w3839h2488x0y0-d5429574_y.jpg) ### Hampton Inn Boston - Logan Airport 10/10 Excellent "Fabulous staff from the check in all the way up. " [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) ![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Clean and quiet room. " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ## Find out more about Winchester ## Winchester Residences information | Number of reviews | 58,230 | | --- | --- | | Accommodation | 1 Residences | | Lowest Price | CA $204 | | Highest Price | CA $415 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Aparthotels in Arlington](https://www.expedia.ca/Arlington-Apart-Hotels.d74693-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Arlington](https://www.expedia.ca/Arlington-Bed-And-Breakfast.d74693-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Boutique Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Boutique-Hotel.0-0-d74693-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Casino-Hotel.0-0-d74693-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Cheap-Hotels.0-0-d74693-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hersha Hospitality Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Hersha-Hospitality.0-0-d74693--bHershaHospitality.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Arlington](https://www.expedia.ca/Arlington-Hotels-Hotel-With-Pool.0-0-d74693-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Arlington](https://www.expedia.ca/Arlington-Hotels-Hotels-With-Free-Parking.0-0-d74693-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Arlington](https://www.expedia.ca/Arlington-Hotels-Hotels-With-Hot-Tubs.0-0-d74693-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Arlington](https://www.expedia.ca/Arlington-Hotels-Hotels-With-Kitchenettes.0-0-d74693-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Luxury-Hotel.0-0-d74693-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Romantic-Hotel.0-0-d74693-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Taj Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Taj-Hotels.0-0-d74693--bTajHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Arlington](https://www.expedia.ca/Arlington-Hotels-Wedding-Hotels.0-0-d74693-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Arlington Hotels](https://www.expedia.ca/Arlington-Hotels.d74693.Travel-Guide-Hotels) - [Inns in Arlington](https://www.expedia.ca/Arlington-Inns.d74693-aaInns.Travel-Guide-Accommodation) - [Motels in Arlington](https://www.expedia.ca/Arlington-Motels.d74693-aaMotels.Travel-Guide-Accommodation) - [Townhomes in Arlington](https://www.expedia.ca/Arlington-Townhomes.d74693-aaTownhomes.Travel-Guide-Accommodation) - [Boston Hotels](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Downtown Boston Hotels](https://www.expedia.ca/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels) - [B&B in Medford](https://www.expedia.ca/Medford-Bed-And-Breakfast.d8787-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Medford](https://www.expedia.ca/Medford-Guest-Houses.d8787-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Medford](https://www.expedia.ca/Medford-Hostels.d8787-aaHostels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Medford](https://www.expedia.ca/Medford-Hotels-Beach-Hotel.0-0-d8787-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Medford](https://www.expedia.ca/Medford-Hotels-Cheap-Hotels.0-0-d8787-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Medford](https://www.expedia.ca/Medford-Hotels-Golf-Hotel.0-0-d8787-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Medford](https://www.expedia.ca/Medford-Hotels-Hilton-Hotels.0-0-d8787--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Medford](https://www.expedia.ca/Medford-Hotels-Hotels-With-Free-Breakfast.0-0-d8787-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Medford](https://www.expedia.ca/Medford-Hotels-Hotels-With-Hot-Tubs.0-0-d8787-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Medford](https://www.expedia.ca/Medford-Hotels-Hotels-With-Indoor-Pool.0-0-d8787-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Medford](https://www.expedia.ca/Medford-Hotels-Hotels-With-Kitchenettes.0-0-d8787-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Medford](https://www.expedia.ca/Medford-Hotels-Luxury-Hotel.0-0-d8787-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Medford](https://www.expedia.ca/Medford-Hotels-Pet-Friendly-Hotel.0-0-d8787-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Medford](https://www.expedia.ca/Medford-Hotels-Spa-Hotel.0-0-d8787-tSpaHotel.Travel-Guide-Filter-Hotels) - [Medford Hotels](https://www.expedia.ca/Medford-Hotels.d8787.Travel-Guide-Hotels) - [Inns in Medford](https://www.expedia.ca/Medford-Inns.d8787-aaInns.Travel-Guide-Accommodation) - [Lodges in Medford](https://www.expedia.ca/Medford-Lodges.d8787-aaLodges.Travel-Guide-Accommodation) - [Motels in Medford](https://www.expedia.ca/Medford-Motels.d8787-aaMotels.Travel-Guide-Accommodation) - [Hotels near Medford Square](https://www.expedia.ca/Medford-Square-Hotels.0-l6228850-0.Travel-Guide-Filter-Hotels) - [Townhomes in Medford](https://www.expedia.ca/Medford-Townhomes.d8787-aaTownhomes.Travel-Guide-Accommodation) - [Cottages in Melrose](https://www.expedia.ca/Melrose-Cottages.d132285-aaCottages.Travel-Guide-Accommodation) - [Motels in Melrose](https://www.expedia.ca/Melrose-Motels.d132285-aaMotels.Travel-Guide-Accommodation) - [Apartments in Melrose Wyoming Hill Station](https://www.expedia.ca/Melrose-Wyoming-Hill-Station-Apartments.d6209584-aaApartments.Travel-Guide-Accommodation) - [Inns in Oak Grove Station](https://www.expedia.ca/Oak-Grove-Station-Inns.d6210666-aaInns.Travel-Guide-Accommodation) - [Aparthotels in Stoneham](https://www.expedia.ca/Stoneham-Apart-Hotels.d162713-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Stoneham](https://www.expedia.ca/Stoneham-Bed-And-Breakfast.d162713-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Stoneham](https://www.expedia.ca/Stoneham-Guest-Houses.d162713-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Stoneham](https://www.expedia.ca/Stoneham-Hotels-Beach-Hotel.0-0-d162713-tBeachHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Stoneham](https://www.expedia.ca/Stoneham-Hotels-Pet-Friendly-Hotel.0-0-d162713-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Stoneham](https://www.expedia.ca/Stoneham-Hotels-Ski-Hotel.0-0-d162713-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Stoneham](https://www.expedia.ca/Stoneham-Hotels-Spa-Hotel.0-0-d162713-tSpaHotel.Travel-Guide-Filter-Hotels) - [Stoneham Hotels](https://www.expedia.ca/Stoneham-Hotels.d162713.Travel-Guide-Hotels) - [Lodges in Stoneham](https://www.expedia.ca/Stoneham-Lodges.d162713-aaLodges.Travel-Guide-Accommodation) - [Motels in Stoneham](https://www.expedia.ca/Stoneham-Motels.d162713-aaMotels.Travel-Guide-Accommodation) - [Resorts in Stoneham](https://www.expedia.ca/Stoneham-Resort-Hotels.d162713-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Stoneham](https://www.expedia.ca/Stoneham-Townhomes.d162713-aaTownhomes.Travel-Guide-Accommodation) - [West Medford Hotels](https://www.expedia.ca/West-Medford-Boston-Hotels.0-n173092-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Woburn](https://www.expedia.ca/Woburn-Apart-Hotels.d10373-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Woburn](https://www.expedia.ca/Woburn-Bed-And-Breakfast.d10373-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Woburn](https://www.expedia.ca/Woburn-Guest-Houses.d10373-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Boutique-Hotel.0-0-d10373-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Casino-Hotel.0-0-d10373-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Cheap-Hotels.0-0-d10373-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Woburn](https://www.expedia.ca/Woburn-Hotels-Couples-Resorts-Hotels.0-0-d10373-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Family-Hotel.0-0-d10373-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Four Seasons Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Four-Seasons.0-0-d10373--bFourSeasons.Travel-Guide-Filter-Hotels) - [Historic Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Historic-Hotel.0-0-d10373-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Woburn](https://www.expedia.ca/Woburn-Hotels-Hotel-With-Pool.0-0-d10373-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Woburn](https://www.expedia.ca/Woburn-Hotels-Hotels-With-Balconies.0-0-d10373-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Woburn](https://www.expedia.ca/Woburn-Hotels-Hotels-With-Free-Breakfast.0-0-d10373-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Woburn](https://www.expedia.ca/Woburn-Hotels-Hotels-With-Indoor-Pool.0-0-d10373-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Woburn](https://www.expedia.ca/Woburn-Hotels-Hotels-With-Kitchenettes.0-0-d10373-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Luxury-Hotel.0-0-d10373-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Pet-Friendly-Hotel.0-0-d10373-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Romantic-Hotel.0-0-d10373-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Shopping-Hotel.0-0-d10373-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Spa-Hotel.0-0-d10373-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Waterpark-Hotels.0-0-d10373-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Woburn](https://www.expedia.ca/Woburn-Hotels-Wyndham-Hotels.0-0-d10373--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Woburn Hotels](https://www.expedia.ca/Woburn-Hotels.d10373.Travel-Guide-Hotels) - [Inns in Woburn](https://www.expedia.ca/Woburn-Inns.d10373-aaInns.Travel-Guide-Accommodation) - [Lodges in Woburn](https://www.expedia.ca/Woburn-Lodges.d10373-aaLodges.Travel-Guide-Accommodation) - [Motels in Woburn](https://www.expedia.ca/Woburn-Motels.d10373-aaMotels.Travel-Guide-Accommodation) - [Townhomes in Woburn](https://www.expedia.ca/Woburn-Townhomes.d10373-aaTownhomes.Travel-Guide-Accommodation) - [Flights to Arlington](https://www.expedia.ca/Cheap-Flights-To-Arlington.d74693.Travel-Guide-Flights) - [Flights to Boston](https://www.expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights) - [Flights to Woburn](https://www.expedia.ca/Cheap-Flights-To-Woburn.d10373.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston) - [Medford Square](https://www.expedia.ca/Medford-Square-Boston.d6228850.Vacation-Attraction) - [Stoneham Vacations](https://www.expedia.ca/Stoneham.d162713.Destination-Travel-Guides) - [Woburn Vacations](https://www.expedia.ca/Woburn.d10373.Destination-Travel-Guides) - [Visit Woburn](https://www.expedia.ca/Woburn.dx10373) - [Car rental Arlington](https://www.expedia.ca/Car-Rentals-In-Arlington.d74693.Car-Rental-Guide) - [Car rental Medford](https://www.expedia.ca/Car-Rentals-In-Medford.d8787.Car-Rental-Guide) - [Car rental Stoneham](https://www.expedia.ca/Car-Rentals-In-Stoneham.d162713.Car-Rental-Guide) - [Car rental Woburn](https://www.expedia.ca/Car-Rentals-In-Woburn.d10373.Car-Rental-Guide) - [Compact Car Rentals in Arlington](https://www.expedia.ca/Compact-Car-Rentals-In-Arlington.d74693-tCompact.Car-Rental-Guide-Class) - [Stoneham Vacation Rentals](https://www.expedia.ca/Stoneham-Vacation-Rentals.d162713.Travel-Guide-VacationRentals) - [Woburn Vacation Rentals](https://www.expedia.ca/Woburn-Vacation-Rentals.d10373.Travel-Guide-VacationRentals) - [Things to do in Woburn](https://www.expedia.ca/Things-To-Do-In-Woburn.d10373.Travel-Guide-Activities) - [Book Residences in Winchester on Expedia.com](https://www.expedia.com/Winchester-Residences.d175481-aaResidences.Travel-Guide-Accommodation)