Title: Winchester Chalets from CA $91 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d7876.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d7876.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d7876.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/2d4532767bd47b707b21acca86317ffc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Hyelsinta # Search Chalets in Winchester from CA $91 - ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Chalets We don't have any properties that match your exact search [See all properties in Winchester](https://expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15®ionId=7876&adults=2) ## Recommended hotels in Winchester ![Exterior](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/407ca96d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/258b681f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/0c1c9483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/04a3c81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Lexington East - Winchester by IHG Winchester 9.2/10 Wonderful (508) "Great staff - very friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacque CA $136 CA $150 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/2ea0f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/8485fa77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/80f943aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/6f58ef98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Winchester Hotel Winchester 8.4/10 Very good (992) "A good value for an overnight stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert N CA $113 CA $124 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/1806f626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/51af70a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/93f7fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/eed31a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester Winchester 9.2/10 Wonderful (446) "Would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $146 CA $161 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/60df97aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/33a8f318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/812dcf31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/0538137e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Value Stay Winchester 7.8/10 Good (122) "Awesome rooms and service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $82 CA $91 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/8040bdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/ffbaf3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/2b5cc63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/f6477704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Winchester Winchester 7.2/10 Good (762) "It was alright " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $106 CA $117 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/9eec7934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/1ed60932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/df000477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/2f002c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Winchester Winchester 7.0/10 Good (348) " Nice, new facilities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francis CA $94 CA $104 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108570000/108566500/108566456/8b2dee1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108570000/108566500/108566456/cfdd54c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/109000000/108570000/108566500/108566456/76d13ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108570000/108566500/108566456/fce36096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perch - NEW / Downtown! Winchester 10/10 Exceptional (1) CA $169 CA $365 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lexington-Hotels-The-Perch-NEW-Downtown.h108566456.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/6ff0bc67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/08281b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/b31a6feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/e0cd2102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Winchester - Lexington East Winchester 6.4/10 (579) "Nice overnight hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey Frank CA $87 CA $96 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/3c5d5d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/b844ffc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/w1125h804x0y0-3754d269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/c58d578a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. Winchester 10/10 Exceptional (40) "What a lovely property! We only got to stay one night, but would have enjoyed a longer stay. The house is super roomy, with lots of comfy places to sleep. We enjoyed the game room immensely as we were winding down from a long day on the road. Easy access to food and shopping. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela P. CA $338 CA $456 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winchester-Hotels-Family-And-Friends-At-Franklin-Ridge-Farms.h66878219.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/4a2d8b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/4fd23e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/8159b951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/a7a50533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Relaxation - Calm Riverfront Home in Winchester Kentucky Winchester 7.0/10 Good (4) "Stayed Thursday-Monday. I had a number of interactions with the owner’s representative who was responsive and timely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue W. CA $175 CA $469 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lexington-Hotels-River-Relaxation-3-King-Beds-In-Winchester.h112559158.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/d8551f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/a68d39be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/10569f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg Lexington 8.6/10 Excellent (1207) "Our stay was really good . Look forward to staying again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Connie CA $112 CA $130 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/34000000/33800000/33790700/33790682/7bb47690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/34000000/33800000/33790700/33790682/81e415c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/34000000/33800000/33790700/33790682/a0877840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33800000/33790700/33790682/b1289f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Origin Lexington a Wyndham Hotel Lexington 9.6/10 Exceptional (1013) "Excellent hotel in a shopping area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa CA $165 CA $191 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lexington-Hotels-Origin-Hotel-Lexington.h33790682.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/28000000/27530000/27529500/27529446/cbc3315c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/28000000/27530000/27529500/27529446/9c5ead39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Airport shuttle](https://images.trvl-media.com/lodging/28000000/27530000/27529500/27529446/976ed9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/28000000/27530000/27529500/27529446/15a7c863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Asbury Inn & Suites Wilmore 9.6/10 Exceptional (487) "Very nice hotel, right on Asbury’s campus. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $166 CA $184 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Wilmore-Hotels-Asbury-Inn-Suites.h27529446.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/df7a7684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/fa7fc3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/0587f8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 2 Bedrooms, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/b1828d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Natural Bridge State Resort Park Slade 8.6/10 Excellent (1755) "The view from the room was stunning and the staff was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lourie [](https://www.expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/77700/77616/b029b5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/77700/77616/3ba223d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/77700/77616/f6c8f72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/77700/77616/062c7033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Richmond Richmond 9.2/10 Wonderful (1009) "Clean room, friendly staff, complete breakfast, easy parking but hotel is being renovated and there was some renovation mess in the hallways and some noise." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $136 CA $150 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Richmond.h77616.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/721376a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/ecb98882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/9cc1d457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/77f13e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Richmond Richmond 8.8/10 Excellent (1045) "One of the best hotel in Richmond, Kentucky" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Waleed CA $139 CA $153 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Lexington-Hotels-Quality-Inn.h800890.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/9d943909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/9a834cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/ef7bee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/7c7de74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Lexington Hamburg Lexington 8.6/10 Excellent (230) "The hotel was in a very convenient location & close to lots of attractions. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy CA $85 CA $98 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101180000/101171900/101171857/95b4cfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/102000000/101180000/101171900/101171857/89ad308c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/102000000/101180000/101171900/101171857/020ff7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101180000/101171900/101171857/efb0d5e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Everhome Suites Lexington - Horse Park Lexington 9.2/10 Wonderful (346) "Nice place would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy CA $124 CA $144 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lexington-Hotels-Everhome-Suites-Lexington-North.h101171857.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/123900/123895/c0739f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/130000/123900/123895/6370b2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/130000/123900/123895/5ad874aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/123900/123895/e3259f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GLō Best Western Lexington Lexington 9.4/10 Exceptional (2245) "Great breakfast peaceful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jorge CA $131 CA $152 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lexington-Hotels-GLo-Best-Western-Lexington.h123895.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89550000/89542000/89541948/534e6b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89550000/89542000/89541948/3b7a95ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/90000000/89550000/89542000/89541948/d8a1498f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/90000000/89550000/89542000/89541948/9e14ddfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Nicholasville Brannon Crossing Nicholasville 9.4/10 Exceptional (221) "Clean room, staff very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice CA $131 CA $144 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Nicholasville-Brannon-Crossing.h89541948.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=2025-11-14&endDate=2025-11-15®ionId=7876&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Chalets.d7876-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Chalets.d7876-aaChalets.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Embassy Suites by Hilton Lexington/UK Coldstream](//images.trvl-media.com/lodging/1000000/210000/203600/203587/32ffb492_y.jpg) ### Embassy Suites by Hilton Lexington/UK Coldstream 10/10 Excellent "Terrific staff, room was a good location and comfortable bed. Very good breakfast also. Omelette was amazing! " [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-LexingtonUK-Coldstream.h203587.Hotel-Information) ![Hyatt Place Lexington](//images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/91e06cc9_y.jpg) ### Hyatt Place Lexington 10/10 Excellent "Clean room" [](https://expedia.ca/Lexington-Hotels-Hyatt-Place-Lexington.h2057644.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lexington South / Hamburg](//images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f_y.jpg) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg 10/10 Excellent "Rooms were really nice and staff was very helpful and courteous." [](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![Spark by Hilton Lexington Hamburg](//images.trvl-media.com/lodging/1000000/10000/6700/6639/4dbc3493_y.jpg) ### Spark by Hilton Lexington Hamburg 10/10 Excellent "Very clean in all respects. Comfortable bed. Great value." [](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![Motel 6 Lexington, KY - Airport](//images.trvl-media.com/lodging/1000000/20000/18500/18423/0a65cd84_y.jpg) ### Motel 6 Lexington, KY - Airport 8/10 Good "Room has been pretty decent " [](https://expedia.ca/Lexington-Hotels-Motel-6-Lexington.h18423.Hotel-Information) ![Origin Lexington a Wyndham Hotel](//images.trvl-media.com/lodging/34000000/33800000/33790700/33790682/7bb47690_y.jpg) ### Origin Lexington a Wyndham Hotel 10/10 Excellent "Clean" [](https://expedia.ca/Lexington-Hotels-Origin-Hotel-Lexington.h33790682.Hotel-Information) ![Hilton Lexington/Downtown](//images.trvl-media.com/lodging/1000000/10000/2200/2101/b9ab6063_y.jpg) ### Hilton Lexington/Downtown 10/10 Excellent "Clean room, staff was very helpful, shower was wonderful, the food at the bar was delicious. My husband and I travel here for doctors appointments and have stayed at 4 other hotels trying to find a good hotel. We have found it! " [](https://expedia.ca/Lexington-Hotels-Hilton-LexingtonDowntown.h2101.Hotel-Information) ![Motel 6 Lexington, KY - East I-75](//images.trvl-media.com/lodging/2000000/1040000/1039800/1039703/c1f9e9cf_y.jpg) ### Motel 6 Lexington, KY - East I-75 10/10 Excellent "the room itself was okay but there were little things like stink bugs and flies around the room " [](https://expedia.ca/Lexington-Hotels-Motel-6-Lexington.h1039703.Hotel-Information) ![GuestHouse Lexington](//images.trvl-media.com/lodging/1000000/430000/426400/426325/18dc9903_y.jpg) ### GuestHouse Lexington 10/10 Excellent "Very quiet location, clean room, guest quiet and respectful. Different from other chain hotels (guests quiet and respectful)" [](https://expedia.ca/Lexington-Hotels-GuestHouse-Lexington.h426325.Hotel-Information) ## Find out more about Winchester ## Winchester Chalets information | Number of reviews | 13,320 | | --- | --- | | Accommodation | 3 Chalets | | Lowest Price | CA $91 | | Highest Price | CA $469 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Applebee s Park](https://www.expedia.ca/Applebee-S-Park-Hotels.0-l553248621557921127-0.Travel-Guide-Filter-Hotels) - [Motels in Camargo](https://www.expedia.ca/Camargo-Motels.d553248634998850038-aaMotels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Chevy Chase](https://www.expedia.ca/Chevy-Chase-Lexington-Hotels-Beach-Hotel.0-n553248635976481361-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Chevy Chase](https://www.expedia.ca/Chevy-Chase-Lexington-Hotels-Golf-Hotel.0-n553248635976481361-0-tGolfHotel.Travel-Guide-Filter-Hotels) - 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