Title: Winchester, CT Inns from $243 | Expedia.com [Hotels in Winchester](https://expedia.com/Winchester-Hotels.d553248635975869849.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d553248635975869849.Travel-Guide-VacationRentals)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d553248635975869849.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d553248635975869849.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248635975869849&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248635975869849&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=553248635975869849&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635975869849&startDate=2026-06-05&endDate=2026-06-07&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester inns ![Free daily continental breakfast](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/7b493baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/40c2786c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Finch's Cup | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/36b9802f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/ba8ee937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cornwall Inn and Lodge [](https://www.expedia.com/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information) Cornwall Bridge 9.2/10 Wonderful (158 reviews) "We stay here frequently…always super clean and the inn keepers are very kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy $212 nightly $243 total Apr 10 - Apr 11 Total with taxes and fees [](https://www.expedia.com/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/8a8cd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/6afab6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/755fb8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Thayer House, Room 201, 1 King bed, Jetted tub | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/f1d5c4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Inn On The Green [](https://www.expedia.com/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) Great Barrington 9.2/10 Wonderful (91 reviews) "Beautiful Inn and outstanding chef" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine $336 nightly $368 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.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=2026-04-23&endDate=2026-04-24®ionId=553248635975869849&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Inns.d553248635975869849-aaInns.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Inns.d553248635975869849-aaInns.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Fairfield Inn & Suites by Marriott Plainville](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ac051f95_y.jpg) ### Fairfield Inn & Suites by Marriott Plainville 10/10 Excellent "Everything in the hotel is amazing from room to staff to pool area breakfast was amazing and the lady that was there on 04/07/2026 around 9am serving the breakfast putting it out she was so helpful and very friendly the fact also that the hotel had Coffee,Tea, Hot Chocolate, for free all day all night was absolutely Amazing!!! Love that also and of course the free breakfast and all the options they give for you to pick and the organization is amazing has well overall I will recommend and will return. My kids loved it " [](https://expedia.com/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information) ![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/f9413aba_y.jpg) ### Hampton Inn & Suites Hartford/Farmington 10/10 Excellent "The staff and team were all amazing and went out of their ray to be helpful. The breakfast was great and consistent. Pool and hot tub were clean and available. I would stay here anytime! " [](https://expedia.com/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information) ![DoubleTree by Hilton Hotel Bristol, Connecticut](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/de3a2b5f_y.jpg) ### DoubleTree by Hilton Hotel Bristol, Connecticut 10/10 Excellent "Yes" [](https://expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) ![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d_y.jpg) ### Sheraton Hartford Hotel at Bradley Airport 10/10 Excellent "clean room great staff restaurant was good" [](https://expedia.com/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![Residence Inn by Marriott Hartford Avon](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/27e9804b_y.jpg) ### Residence Inn by Marriott Hartford Avon 10/10 Excellent "The staff was amazing! The location puts you right next to Dom's a local cafe which is an excellent morning stop. Also, take the time to check out the nearby Farmington Valley Arts Center gallery and artists studios. If you're a coffee aficionado, check out the Coffee Trade where they roast their own beans!" [](https://expedia.com/Hartford-Hotels-Residence-Inn-By-Marriott-Hartford-Avon.h1074390.Hotel-Information) ![Avon Old Farms Hotel](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg) ### Avon Old Farms Hotel 8/10 Good "it was lovely" [](https://expedia.com/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![Home2 Suites by Hilton Bristol](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/ebe022ed_y.jpg) ### Home2 Suites by Hilton Bristol 10/10 Excellent "The stay was absolutely great. " [](https://expedia.com/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information) ![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg) ### The Farmington Inn & Suites 10/10 Excellent "Our night stay was everything that we expected it be." [](https://expedia.com/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Homewood Suites by Hilton Hartford-Farmington](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/46de1f34_y.jpg) ### Homewood Suites by Hilton Hartford-Farmington 8/10 Good "Clean room, friendlyvstaff" [](https://expedia.com/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information) ## Find out more about Winchester ## Winchester Inns information | Number of reviews | | | ----------------- | ------ | | Accommodation | 2 Inns | | Lowest Price | $243 | | Highest Price | $368 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Winchester Historical Society ](https://www.expedia.com/Winchester-Historical-Society-Hotels.0-l553248621532666031-0.Travel-Guide-Filter-Hotels) - [B&B in Winsted ](https://www.expedia.com/Winsted-Bed-And-Breakfast.d3000430645-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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