Title: Winchester Inns from CA $393 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Inns in Winchester from CA $393 ![](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&lodging=INN&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&lodging=INN&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&lodging=INN&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&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Inns ![Honeymoon Room | In-room dining](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/39751e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/03f0119d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room | Living area](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/9e88c4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/e6922a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bell Inn Peabody 9.4/10 Exceptional (207) "Great stay in a beautiful place." [](https://www.expedia.ca/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/4550789b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/fa5ffd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/c1678cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/417da599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Light Inn Marblehead 9.8/10 Exceptional (303) "Incredible place! We only got to spend one night here but will definitely be back." CA $352 CA $393 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Harbor-Light-Inn.h1254427.Hotel-Information) ![Romantic Room](https://images.trvl-media.com/lodging/97000000/96350000/96341500/96341402/16cad30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96341500/96341402/w1999h1512x17y0-924fe751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/97000000/96350000/96341500/96341402/c6ea9c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/97000000/96350000/96341500/96341402/6a4af7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silsbee's by Daniels House Salem 9.4/10 Exceptional (62) "The staff was wonderful the only glitch we didn’t have any extra outlet paper and the one mostly used one we had didn’t last had to call and ask for more. But besides that I would give them 5 stars " CA $523 CA $584 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Salem-Hotels-Silsbees-By-Daniels-House.h96341402.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/a2ac9f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/e48e8270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Doble Room](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/w2100h1179x0y0-19c7e214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, toaster oven](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/7182d687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ginkgo House on Harvard Central Square 9.8/10 Exceptional (72) "Love the atmosphere and the Japanese tradition to keep the place quiet and clean," CA $343 CA $393 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cambridge-Hotels-Ginkgo-House-On-Harvard.h93677568.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&lodging=INN&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-Inns.d175481-aaInns.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Inns.d175481-aaInns.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Wonderful room!" [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![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) ## Find out more about Winchester ## Winchester Inns information | Number of reviews | 642 | | --- | --- | | Accommodation | 4 Inns | | Lowest Price | CA $393 | | Highest Price | CA $584 | ## 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) - 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