Title: Winchester, MA Inns from $157 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx175481)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d175481.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d175481.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d175481.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d175481.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester inns ![Romantic Room | 1 bedroom, premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/97000000/96350000/96341500/96341402/16cad30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite | Private kitchen](https://images.trvl-media.com/lodging/97000000/96350000/96341500/96341402/12502bfe.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) ![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 [](https://www.expedia.com/Salem-Hotels-Silsbees-By-Daniels-House.h96341402.Hotel-Information) Salem 9.6/10 Exceptional (68 reviews) "Brilliant place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $166 nightly $186 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Salem-Hotels-Silsbees-By-Daniels-House.h96341402.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/414d0f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/c5c5b979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/06a689d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Fireplace Room | Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/1424a8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Light Inn [](https://www.expedia.com/Boston-Hotels-Harbor-Light-Inn.h1254427.Hotel-Information) Marblehead Historic District 9.8/10 Exceptional (318 reviews) "Really nice place to stay on our short trip would stay there again. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Adam $179 nightly $200 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Harbor-Light-Inn.h1254427.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/f21a960d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Family Suite | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/605bc5b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/0900f43f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93680000/93677600/93677568/a2ac9f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ginkgo House on Harvard [](https://www.expedia.com/Cambridge-Hotels-Ginkgo-House-On-Harvard.h93677568.Hotel-Information) Central Square 9.8/10 Exceptional (77 reviews) "Room was very clean . When in that area I will choose to stay here again !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $137 nightly $157 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-Ginkgo-House-On-Harvard.h93677568.Hotel-Information) ![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) ![Honeymoon Room | Living area | 32-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/c30ee3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/2029bc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room | Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/4634641c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bell Inn [](https://www.expedia.com/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) Peabody 9.4/10 Exceptional (231 reviews) "Lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura [](https://www.expedia.com/Boston-Hotels-The-Bell-Inn.h96507199.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.com/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22®ionId=175481&adults=2&lodging=INN&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.com/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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Inns.d175481-aaInns.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Inns.d175481-aaInns.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2_y.jpg) ### The Revolution Hotel 10/10 Excellent "Second time staying here. Convenient, affordable, no frills, clean accommodations for a stay in Boston. Walking distance to the T, longer but easy walk to the Copley Square area. " [](https://expedia.com/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg) ### Harborside Inn Of Boston 8/10 Good "This property is situated in the heart of downtown Boston. We walked to the North End. Financial District and Seaport. The attached restaurant, Joia is fantastic." [](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Everything about the hotel was amazing. Room was clean with beautiful views. Food was delicious at all the restaurants! There is a Dunkin’ Donuts !!! A club with bottle service. Everything you need is at Encore!!! 10/10 experience " [](https://expedia.com/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 "The hotel was beautiful. The room was clean and welcoming and the staff was always extremely friendly. Perfectly located between parks, food, and shops! Easily walk to Quincy Marketplace, the Boston Common, and Newbury St." [](https://expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.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 "Staff was great, the food options available on site were nice. " [](https://expedia.com/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "yes" [](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.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 "The hotel has been recently renovated, so it's beautiful. It was an easy 10-minute walk from Back Bay Station. Nice bar, safe neighborhood. Highly recommend" [](https://expedia.com/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 "Best location for TD Garden" [](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.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 "Yerrible " [](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ## Find out more about Winchester ## Winchester Inns information | Number of reviews | 386 | | ----------------- | ------ | | Accommodation | 4 Inns | | Lowest Price | $157 | | Highest Price | $200 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - 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