Title: Book the Best Winchester MOUNTAIN Hotels & Resorts in 2026 | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx5477)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d5477.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d5477.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d5477.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d5477.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d5477.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d5477.Destination-Travel-Guides) ![Winchester which includes heritage architecture as well as a small group of people](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.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 availability on Winchester Mountain Hotels Tonight [Feb 20 - Feb 21](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-20&endDate=2026-02-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 21 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-21&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winchester ![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/bb8be00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/fbe7aa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Triple Room](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/cd5d4547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Triple Room](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/da8d69fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cricketers Inn [](https://www.expedia.ca/Winchester-Hotels-The-Cricketers-Inn.h101251994.Hotel-Information) Winchester 9.8/10 Exceptional (26 reviews) "The dinners and breakfasts were wonderful and the inn hosts were amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele CA $144 CA $173 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Winchester-Hotels-The-Cricketers-Inn.h101251994.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14826300/14826210/1c3634a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/15000000/14830000/14826300/14826210/90f5c17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/15000000/14830000/14826300/14826210/ea50cb75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/15000000/14830000/14826300/14826210/1559fd13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peat Spade Inn [](https://www.expedia.ca/Stockbridge-Hotels-The-Peat-Spade-Inn.h14826210.Hotel-Information) Stockbridge 9.4/10 Exceptional (137 reviews) "Lovely room, staff pleasant, good location " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Bob CA $97 CA $116 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Stockbridge-Hotels-The-Peat-Spade-Inn.h14826210.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/d84e8ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/edba5f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/7e106680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/747cfa79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Inn Winchester [](https://www.expedia.ca/Winchester-Hotels-Premier-Inn-Winchester.h11785830.Hotel-Information) Winchester 9.0/10 Wonderful (4 reviews) "The employees we're very child friendly. Great service!" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Simone CA $80 CA $96 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Winchester-Hotels-Premier-Inn-Winchester.h11785830.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/231073f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/f7a79ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/bb296563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/99212527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fox [](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.Hotel-Information) Winchester 10/10 Exceptional (180 reviews) "Nice room, great breakfast and very friendly staff." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Erik CA $144 CA $173 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.Hotel-Information) ![Classic Cabin](https://images.trvl-media.com/lodging/8000000/7380000/7374700/7374653/8fa15ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7380000/7374700/7374653/fd5ed12b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/8000000/7380000/7374700/7374653/191d2f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite (Kingfisher)](https://images.trvl-media.com/lodging/8000000/7380000/7374700/7374653/6ba63b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Corner Inn [](https://www.expedia.ca/Ringwood-Hotels-High-Corner-Inn.h7374653.Hotel-Information) Ringwood 9.2/10 Wonderful (452 reviews) "The room was OK but the double bed was a bit small, we would have preferred two single beds" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ian CA $166 CA $199 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Ringwood-Hotels-High-Corner-Inn.h7374653.Hotel-Information) ![Double Room](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/9e5d1c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/8d27e6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/w2330h1791x0y3-96bd1bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/1c8386ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Hole [](https://www.expedia.ca/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information) Winchester 9.6/10 Exceptional (19 reviews) "Amazing place to stay with friendly staff, very comfortable beds and best English Breakfast." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) T CA $195 CA $233 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/0f839389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/1472b8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/a9948f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/50beda23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Running Horse [](https://www.expedia.ca/Winchester-Hotels-The-Running-Horse.h14821808.Hotel-Information) Winchester 9.0/10 Wonderful (321 reviews) "Great breakfast, nice cozy room, daily room service making sure everything was topped up and attended to " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jack CA $97 CA $116 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Winchester-Hotels-The-Running-Horse.h14821808.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2030000/2023300/2023276/92800770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2030000/2023300/2023276/75ba2082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2030000/2023300/2023276/959cf1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Double Room](https://images.trvl-media.com/lodging/3000000/2030000/2023300/2023276/e2f39430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crab & Boar [](https://www.expedia.ca/Newbury-Hotels-Crab-Boar.h2023276.Hotel-Information) Newbury 9.0/10 Wonderful (261 reviews) "Amazing stay in a lovely classic room and super friendly staff. Breakfast was good and the meal evening before for 14 of us was very tasty and served promptly. Will definitely stay again " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Carol CA $124 CA $149 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Newbury-Hotels-Crab-Boar.h2023276.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/9a2e94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite | Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/w1024h765x0y255-874dac83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/e314b94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/8fa4d912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 31 Queens Road [](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information) Winchester 9.0/10 Wonderful (222 reviews) "Staying at 31 Queens Rd was a fantastic experience. Richard was a friendly and knowledgeable host. My breakfast tray every morning was above and beyond in terms of quality and quantity. My room was clean, cozy, comfortable; the entire property was safe and well lit. On site parking was beyond convenient. Highly recommend!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nola CA $120 CA $144 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/63760aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, British cuisine](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/4cc15ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/c8843c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/ae358b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kings Head [](https://www.expedia.ca/Winchester-Hotels-The-Kings-Head.h3878117.Hotel-Information) Winchester 8.6/10 Excellent (165 reviews) "Beautiful hotel with great food" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark CA $131 CA $158 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Winchester-Hotels-The-Kings-Head.h3878117.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=2026-03-06&endDate=2026-03-07®ionId=5477&adults=2&location_highlights_explore=mountain&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=AFFINITY_SPRING_PROMO_5477) ## Top Winchester Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Ampfield Hotels ](https://www.expedia.ca/Ampfield-Hotels.d6048772.Travel-Guide-Hotels) - [Hotels near Avington Park ](https://www.expedia.ca/Avington-Park-Hotels.0-l553248621532491569-0.Travel-Guide-Filter-Hotels) - [Cheriton Hotels ](https://www.expedia.ca/Cheriton-Hotels.d553248635149748502.Travel-Guide-Hotels) - [City of Winchester Hotels ](https://www.expedia.ca/Destinations-In-City-Of-Winchester.d553248635976006030.Hotel-Destinations) - [Eastleigh District Hotels ](https://www.expedia.ca/Destinations-In-Eastleigh-District.d553248635976004026.Hotel-Destinations) - [All Inclusive Resorts and in Hampshire ](https://www.expedia.ca/Destinations-In-Hampshire-All-Inclusive-Hotel.0-0-d603237-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Lgbt Friendly Hotels in Hampshire ](https://www.expedia.ca/Destinations-In-Hampshire-LGBT-Friendly-Hotel.0-0-d603237-tLGBTFriendlyHotel.Hotel-Filter-Destinations) - 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