Title: Winchester Villas 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 Winchester Villa Rentals 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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Villas We don't have any properties that match your exact search [See all properties in Winchester](https://expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26®ionId=7876&adults=2) ## Recommended hotels in Winchester ![Front of property - evening/night](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/481beb59.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/fa38a8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Lexington East - Winchester by IHG Winchester 9.2/10 Wonderful (498) "Just an overnight stop, but great stay. Will stay again if in the area." CA $147 CA $162 total includes taxes & fees Nov 5 - Nov 6 [](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) ![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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Winchester Hotel Winchester 8.4/10 Very good (983) "Firm bed, clean room, friendly staff and adequate breakfast. " CA $113 CA $125 total includes taxes & fees Nov 2 - Nov 3 [](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/1000000/20000/16300/16227/09a180f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester Winchester 9.2/10 Wonderful (443) "Breakfast was really good! " CA $181 CA $200 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.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/f8cf164e.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) ![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 (756) "The room was comfortable. The staff was helpful and accommodating. " CA $110 CA $121 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/0538137e.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/w2880h1620x0y150-42668226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Value Stay Winchester 8.0/10 Very good (101) "Staff was friendly. The room was clean." CA $83 CA $91 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/acf9d056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Winchester 7.0/10 Good (344) " Nice, new facilities" CA $100 CA $110 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.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) ![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/7e83f7ce.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 Winchester - Lexington East Winchester 6.6/10 (572) "Great stay" CA $87 CA $96 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.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) ![Interior](https://images.trvl-media.com/lodging/109000000/108570000/108566500/108566456/fce36096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108570000/108566500/108566456/19f71328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perch - NEW / Downtown! Winchester 10/10 Exceptional (1) CA $169 CA $363 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-The-Perch-NEW-Downtown.h108566456.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) ![Dining](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/c58d578a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, books, stereo](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/8dbf1655.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) ### Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. Winchester 10/10 Exceptional (38) "Beautiful farm . Amazing house " CA $340 CA $458 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Winchester-Hotels-Family-And-Friends-At-Franklin-Ridge-Farms.h66878219.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) ![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/1000000/290000/283200/283165/5c80a240.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) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg Lexington 8.8/10 Excellent (1195) "Great breakfast!" CA $122 CA $142 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/77f13e33.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/04e3e24a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Richmond Richmond 8.8/10 Excellent (1013) "Very nice Hotel" CA $139 CA $153 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-Quality-Inn.h800890.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) ![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) ![Business centre](https://images.trvl-media.com/lodging/1000000/130000/123900/123895/808e3fd4.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) ### GLō Best Western Lexington Lexington 9.4/10 Exceptional (2239) "Great breakfast peaceful stay" CA $131 CA $152 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lexington-Hotels-GLo-Best-Western-Lexington.h123895.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) ![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) ![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) ### Natural Bridge State Resort Park Slade 8.6/10 Excellent (1730) "The view from the room was stunning and the staff was amazing." CA $121 CA $133 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11860000/11855100/11855099/3fdac945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11860000/11855100/11855099/d19b8c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/12000000/11860000/11855100/11855099/08288a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds | Porch](https://images.trvl-media.com/lodging/12000000/11860000/11855100/11855099/92f44bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Bear Lodge Motel Slade 8.0/10 Very good (611) "Loved the room!" CA $123 CA $136 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Slade-Hotels-Black-Bear-Lodge-Motel.h11855099.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16638/ee9d4f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/16700/16638/3f29617e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16700/16638/2f8dd6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/16700/16638/dd70f976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn I-75 Lexington/Hamburg Area Lexington 8.6/10 Excellent (912) "Nice quiet hotel!" CA $114 CA $132 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-I-75-LexingtonHamburg-Area.h16638.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/77700/77616/062c7033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/80000/77700/77616/dc9a77ae.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) ### Hampton Inn Richmond Richmond 9.2/10 Wonderful (1001) "Clean, comfortable beds and not terrible pillows. Great breakfast " CA $137 CA $151 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Richmond.h77616.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/3146f504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/751708b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/4e6f847c.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/1000000/50000/42500/42455/e8b253bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn and Suites Mount Sterling 7.6/10 Good (675) "Room was clean. Bathroom is little dated, bed was comfortable. Staff provided fresh towels daily. Would stay again." CA $136 CA $150 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Mount-Sterling-Hotels-Comfort-Inn-And-Suites.h42455.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/901800/901721/77669a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, pay movies](https://images.trvl-media.com/lodging/1000000/910000/901800/901721/88ba9fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/901800/901721/f06f1a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (1 King, 1 Queen)](https://images.trvl-media.com/lodging/1000000/910000/901800/901721/9d12c8f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Richmond by IHG Richmond 9.0/10 Wonderful (893) "The rooms were super clean, bed was comfy & the staff very friendly " CA $145 CA $159 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Suites-Richmond.h901721.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8100/8050/2929f574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/8100/8050/5d9ddfd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8100/8050/67ec9180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8100/8050/15260b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Paris Inn Paris 7.8/10 Good (320) "Clean room, good parking area, could use some minor maintenance but great night's sleep. " CA $143 CA $157 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Paris-Hotels-Best-Western-Paris-Inn.h8050.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/1000000/10000/6700/6639/4dbc3493.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) ![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) ### Spark by Hilton Lexington Hamburg Lexington 8.6/10 Excellent (191) "Staff was friendly and the place was clean n well kept " CA $96 CA $112 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.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=2025-10-25&endDate=2025-10-26®ionId=7876&adults=2&lodging=VILLA&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-Villas.d7876-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Villas.d7876-aaVillas.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![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 "Thanks for your service " [](https://expedia.ca/Lexington-Hotels-Motel-6-Lexington.h1039703.Hotel-Information) ![Holiday Inn Lexington - Hamburg by IHG](//images.trvl-media.com/lodging/23000000/22760000/22757700/22757695/776ae294_y.jpg) ### Holiday Inn Lexington - Hamburg by IHG 10/10 Excellent "All fine and friendly" [](https://expedia.ca/Lexington-Hotels-Holiday-Inn-Lexington-Hamburg.h22757695.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lexington South / Hamburg](//images.trvl-media.com/lodging/1000000/290000/283200/283165/60f6cd78_y.jpg) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg 10/10 Excellent "Clean room. Friendly staff. Good breakfast." [](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![The Manchester ](//images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/f02815a4_y.jpg) ### The Manchester 10/10 Excellent "Great property! " [](https://expedia.ca/Lexington-Hotels-The-Manchester.h92430541.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 "Clean room and friendly staff " [](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![GuestHouse Lexington](//images.trvl-media.com/lodging/1000000/430000/426400/426325/18dc9903_y.jpg) ### GuestHouse Lexington 10/10 Excellent "Clean room! Everything great! TV practically knew! Wi-Fi superb! A great bargain! Excellent, hot breakfast! I love the location!" [](https://expedia.ca/Lexington-Hotels-GuestHouse-Lexington.h426325.Hotel-Information) ![Hyatt Regency Lexington](//images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Perfect location for Rupp Arena venue. Check in was quick and overall hotel was nice and clean. " [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.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 "Thank you for a pleasant stay. Great lication. Everyone was very welcoming, professional and friendly. I will definitely recommend the Origin to all our friends traveling to Lexington." [](https://expedia.ca/Lexington-Hotels-Origin-Hotel-Lexington.h33790682.Hotel-Information) ![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 "Nice queen, big rooms, complementary drinks and a very good breakfast. Well, Worth the stay" [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-LexingtonUK-Coldstream.h203587.Hotel-Information) ## Find out more about Winchester ## Winchester Villas information | Number of reviews | 14,478 | | --- | --- | | Accommodation | 1 Villas | | Lowest Price | CA $91 | | Highest Price | CA $458 | ## Frequently asked questions ### Why book your villa in Winchester with Expedia? > Use Expedia to find your dream villa in Winchester. Getting away with the kids? Take advantage of our filters to search for stays with amenities like WiFi and a pool. If you have a budget in mind, choose how much you want to spend and your preferred star rating. We'll help you find the perfect stay in tune with your taste and style. ### How can I find cheap villas in Winchester? > With Expedia's user-friendly filter tool, booking cheap villas in Winchester has never been easier. To discover accommodations that won't break the bank, refine your search results by star rating, amenities and budget. ### What is there to do near my villa in Winchester? > If you want to see the sights of Winchester, don't miss [Southwind Golf Course](https://www.expedia.ca/Southwind-Golf-Course-Lexington.d6263194.Vacation-Attraction). 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