Title: Find the Best Winchester Hostels from CA $190 | 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) ![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) # Search Hostels in Winchester from CA $190 - ![](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 [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Hostels ![Reception](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/cab83367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/fe695aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/1df7f2b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen facilities](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/0809cb48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HI Boston - Hostel Bay Village 8.8/10 Excellent (1000) "Nice staff and free guides tours" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $164 CA $190 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Boston-Hotels-HI-Boston.h10057467.Hotel-Information) ![In-room safe, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100360000/100356800/100356773/739c3d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ADA Compliant Private Quadruple, Room for 4, Bunk Beds, Non-Smoking | Bathroom](https://images.trvl-media.com/lodging/101000000/100360000/100356800/100356773/9a39162f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100360000/100356800/100356773/9a5dc7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/101000000/100360000/100356800/100356773/ed57be04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meco Hotel - Hostel West End 8.4/10 Very good (351) "Staff was very friendly. Pod was great and we'll equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) steve CA $330 CA $401 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Boston-Hotels-Meco-Hotel.h100356773.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876431/d67b5864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876431/3e1127f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876431/4cc75905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876431/9e35c3cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sunset Room at TPH - Boston Brighton 9.6/10 Exceptional (25) "Very nice for business travel as it is quiet, clean and convenient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xuhong CA $126 CA $233 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Boston-Hotels-The-Sunset-Room.h51876431.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876410/adb75718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876410/dc982b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876410/739d59a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876410/46f7fd81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sanctuary at TPH - Boston Brighton 10/10 Exceptional (25) "Great place to stay for a couple weeks while exploring Boston!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malaika E. CA $140 CA $249 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Boston-Hotels-The-Sanctuary.h51876410.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51880000/51876400/51876389/713514e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/52000000/51880000/51876400/51876389/6e3dc87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51880000/51876400/51876389/69af6b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876400/51876389/074a49ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tower Room at TPH - Boston Brighton 9.6/10 Exceptional (25) "had a great time, instructions provided were very helpful and easy to follow " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rae M. CA $140 CA $249 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Boston-Hotels-The-Tower-Room.h51876389.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=2025-12-16&endDate=2025-12-17®ionId=175481&adults=2&lodging=HOSTEL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_175481) ![](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-Hostels.d175481-aaHostels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hostels.d175481-aaHostels.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Staff is amazing, very welcoming and friendly. Informative on what is around the area and identifying great restaurants and places to visit. " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "Staff was very friendly and helpful. Rooms were clean and new. " [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg) ### DoubleTree Suites by Hilton Hotel Boston - Cambridge 10/10 Excellent "Beautiful view, nice room, and lovely hot tub." [](https://expedia.ca/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Clean hotel, spacious, helpful staff, easy parking" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.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 "Lovely hotel & staff" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "The room was spotless. The staff was amazing and had many great recommendations." [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 10/10 Excellent "Perfect location! Beautiful hotel filled with history! Will always stay here when visiting. " [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![The Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 10/10 Excellent "Love it as it extremely " [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Really great hotel for when you're coming in from an international flight, but need to be bright and cheery and fresh the next morning. Simple accommodation, but the bed (firm!), blackout curtains, and light-and-sound alarm will have you sleeping like a log and waking up like a fresh little flower. If anything could be improved, I'd say more water pressure, hotter water in the shower, but in a big building that's a substantial investment. Nice little walk from most things with social transit access, too." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ## Find out more about Winchester ## Winchester Hostels information | Number of reviews | 1,424 | | --- | --- | | Accommodation | 8 Hostels | | Lowest Price | CA $190 | | Highest Price | CA $401 | ## Frequently asked questions ### What are the best hostels in Winchester? > You might like the room rates at this top lodging option in the surrounding area, which has positive reviews from our travelers: [Seaport Hotel Boston](https://www.expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) - 8.6 mi (13.9 km) from the heart of Winchester. Guests can enjoy free WiFi, free parking, and a 24-hour front desk at this motel. ### When is the best time of year to stay in a hostel in Winchester? > The weather is important when you're experiencing new places, so here's some information that may be helpful: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall. ### What is there to see and do in Winchester? > Overall, Winchester is known for its soccer matches, wildlife, and flowers. Major attractions include Fenway Park, Harvard Square, and TD Garden. Get out into nature with places like Winter Pond, Boston Common, and Copley Square. Cultural attractions include Somerville Theatre, Harvard Museum of Natural History, and American Repertory Theater. ### What's the best way to get to and around Winchester while staying at a hostel? > Keep this information about transit options in and around Winchester in your back pocket to make the most of your stay: You can search for flights to the closest airport, which is Bedford, MA (BED-Laurence G. Hanscom Field), 7.7 mi (12.3 km) away from the city center. An alternative is Boston, MA (BNH-Boston Harbor Seaplane Base), situated 8.4 mi (13.5 km) away. When you're out and about, you may want to use public transit during your trip. 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