Title: Find the Best Winchester Hostels from CA $228 | 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) ![](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 Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=HOSTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hostels ![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) ![Reception](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/d76e4b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/44f3dc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/cab83367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HI Boston - Hostel [](https://www.expedia.ca/Boston-Hotels-HI-Boston.h10057467.Hotel-Information) Bay Village 8.8/10 Excellent (1,000 reviews) "Very well priced, and perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caliph CA $195 CA $228 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Boston-Hotels-HI-Boston.h10057467.Hotel-Information) ![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) ![In-room safe, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100360000/100356800/100356773/348a685a.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/101000000/100360000/100356800/100356773/739c3d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meco Hotel - Hostel [](https://www.expedia.ca/Boston-Hotels-Meco-Hotel.h100356773.Hotel-Information) West End 8.6/10 Excellent (386 reviews) "Rooms had good ambiance" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shraddha CA $423 CA $514 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Boston-Hotels-Meco-Hotel.h100356773.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876400/51876389/812eb896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/52000000/51880000/51876400/51876389/48886c40.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) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/52000000/51880000/51876400/51876389/a7fae6ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tower Room at TPH - Boston [](https://www.expedia.ca/Boston-Hotels-The-Tower-Room.h51876389.Hotel-Information) Brighton 9.6/10 Exceptional (25 reviews) "Only stayed 1 night. Had an early flight in the morning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul & Cindy E. CA $136 CA $242 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Boston-Hotels-The-Tower-Room.h51876389.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51670000/51661200/51661117/3e547e68.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/52000000/51670000/51661200/51661117/5c2c63cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/52000000/51670000/51661200/51661117/8653786a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51670000/51661200/51661117/39f7c5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The King's Room at TPH - Boston [](https://www.expedia.ca/Boston-Hotels-The-Kings-Room.h51661117.Hotel-Information) Brighton 9.2/10 Wonderful (24 reviews) "Loved staying here. I would happily stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice B. CA $136 CA $242 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Boston-Hotels-The-Kings-Room.h51661117.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876410/cfcf8e6e.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) ![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) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/52000000/51880000/51876500/51876410/cfa5cd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sanctuary at TPH - Boston [](https://www.expedia.ca/Boston-Hotels-The-Sanctuary.h51876410.Hotel-Information) Brighton 10/10 Exceptional (27 reviews) "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 $136 CA $242 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Boston-Hotels-The-Sanctuary.h51876410.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=2026-03-24&endDate=2026-03-25®ionId=175481&adults=2&lodging=HOSTEL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_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 ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg) ### Harborside Inn Of Boston 8/10 Good "Great location…No coffee maker or access to am coffee…Room is a good value..Parking around the corner 39.00 per day." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.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 "Convenient location" [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2_y.jpg) ### The Revolution Hotel 10/10 Excellent "The location was good, we found walkable places to eat at, check out Billy’s and get the pastrami sandwich. Room was clean and they were able to accommodate an early check in since we flew in on a red eye. " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Everything was great at this hotel. When we return to Boston we will definitely stay at this hotel. Staff were kind and helpful, the rooms were nice. " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![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 "Hadn't been to this hotel since they renovated. Was very nice and had a great stay. " [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351_y.jpg) ### citizenM Boston North Station 10/10 Excellent "Great place to stay, near everything! " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824_y.jpg) ### Encore Boston Harbor 10/10 Excellent "It gave Vegas Bellagio vibes! Loved it!! Clean room with every extra we could need - toothbrush, shower cap, shoe polisher, makeup wipe etc - very convenient. " [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/c254df3c_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Great location!!! Close to everything! Great Hotel! Friendly staff!!" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg) ### Hilton Boston Park Plaza 8/10 Good "great location. lobby is very spacious and nice. there was always an elevator ready to go up. room was nice and spacious. no wardrobe. no view. the bathroom was old and lack shelves. we had an issue with hot water, it was most of the time slightly warm and not hot. " [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ## Find out more about Winchester ## Winchester Hostels information | Number of reviews | 1,462 | | ----------------- | --------- | | Accommodation | 7 Hostels | | Lowest Price | CA $228 | | Highest Price | CA $514 | ## Frequently asked questions ### What are the best hostels in Winchester? ### When is the best time of year to stay in a hostel in Winchester? ### What is there to see and do in Winchester? ### What's the best way to get to and around Winchester while staying at a hostel? ## 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) - 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