Title: Hotels by Highgate Independent in Winchester from CA $206 | 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) ![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__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 Tonight [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-03-23&endDate=2026-03-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-03-24&endDate=2026-03-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester Highgate Independent ![Lobby sitting area](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/dc8963ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/54c45291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/0ff2e99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arcadian Hotel [](https://www.expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) Coolidge Corner 8.0/10 Very good (3,961 reviews) "We were very pleased with the hotel condition, clean room, friendly staff, location & breakfast had many options!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $188 CA $256 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/400/395/130d2d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Corner (House) | Living room](https://images.trvl-media.com/lodging/1000000/10000/400/395/358caa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/400/395/cb7f3c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Corner (House)](https://images.trvl-media.com/lodging/1000000/10000/400/395/df53de2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Newbury Boston [](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) Back Bay 9.4/10 Exceptional (602 reviews) "Great location, hotel staff is friendly, room is lovely" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) amy CA $610 CA $783 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/d045bec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/e3bedf47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/12f38420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/c1fad6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Verb Hotel [](https://www.expedia.ca/Boston-Hotels-The-Verb-Hotel.h25280.Hotel-Information) Fenway–Kenmore 9.6/10 Exceptional (2,026 reviews) "very clean and comfortable room, friendly and engaging staff and excellent location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad CA $246 CA $350 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Boston-Hotels-The-Verb-Hotel.h25280.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22760000/22757100/22757092/ab573c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/23000000/22760000/22757100/22757092/1594e036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Drink in the Cosmos Space Suite | Living area](https://images.trvl-media.com/lodging/23000000/22760000/22757100/22757092/e5592065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/23000000/22760000/22757100/22757092/da14409b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Allston Hotel [](https://www.expedia.ca/Boston-Hotels-Studio-Allston-Hotel.h22757092.Hotel-Information) Brighton 8.6/10 Excellent (1,252 reviews) "Great location and cool aesthetics" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison CA $128 CA $206 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Boston-Hotels-Studio-Allston-Hotel.h22757092.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/119000000/118790000/118784600/118784552/389439b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118790000/118784600/118784552/b2c54d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118790000/118784600/118784552/cae50760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118790000/118784600/118784552/b79ca79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlas Hotel [](https://www.expedia.ca/Boston-Hotels-The-Atlas-Hotel.h118784552.Hotel-Information) Allston 10/10 Exceptional (12 reviews) "Clean rooms nice staff great restaurant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridgette M CA $332 CA $443 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Boston-Hotels-The-Atlas-Hotel.h118784552.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08®ionId=175481&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels-Highgate-Independent.0-0-d175481--bHighgateIndependent.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels-Highgate-Independent.0-0-d175481--bHighgateIndependent.Travel-Guide-Filter-Hotels) ## Top Winchester Hotel Reviews ![Sheraton Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/19346b33_y.jpg) ### Sheraton Boston, a Marriott Hotel 10/10 Excellent "Clean updated rooms. Friendly staff throughout stay. Outstanding fitness and pool areas. " [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824_y.jpg) ### Encore Boston Harbor 10/10 Excellent "I will definitely be going back I had a great time staff very friendly and the entire resort was very clean. I give this resort a 10.!" [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "I didn't realise there was an airport shuttle" [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg) ### Hyatt Regency Boston/Cambridge 10/10 Excellent "I’ve stayed in this hotel several times and it always is very clean and the staff is very nice." [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Great location, great updated services, friendly staff" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "We had a great stay, very comfortable and great service! " [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Quick and easy check in room are clean up to date. Good location walking distance to alot of restaurants." [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "Excellent stay!" [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg) ### Hilton Boston Logan Airport 8/10 Good "👍" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ## 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) - 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