Title: Winchester Villas from CA $89 | 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) ![MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings](https://images.trvl-media.com/place/6056879/31f89911-167f-41d8-88d6-62f9fb8763d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/31f89911-167f-41d8-88d6-62f9fb8763d2.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 prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winchester ![Exterior](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/489887ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Hot Tub](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/d03fa6aa.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) ![Lobby](https://images.trvl-media.com/lodging/109000000/108680000/108675700/108675613/d19dbf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Value Stay [](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.Hotel-Information) Winchester 7.8/10 Good (129 reviews) "Awesome rooms and service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $81 CA $89 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/w5755h3835x5y5-d8ce41cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Kitchenette](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/11f0b445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/c153c2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/65f2c39d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Winchester Hotel [](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) Winchester 8.4/10 Very good (1,004 reviews) "Clean room, friendly and fast check in service and had a great nights sleep " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $110 CA $121 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/3474fa42.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) ![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 [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information) Winchester 9.2/10 Wonderful (549 reviews) "Clean room, great hot fresh breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob CA $153 CA $168 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/93f7fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/83fc2e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/b6218bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information) Winchester 9.2/10 Wonderful (457 reviews) "Would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $180 CA $199 total includes taxes & fees Mar 22 - Mar 23 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/c7af9b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/1f4d5f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Winchester [](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information) Winchester 7.2/10 Good (778 reviews) "Great place for a reasonable price! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney CA $109 CA $120 total includes taxes & fees Apr 1 - Apr 2 [](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) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/f0e4d2f7.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) ![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 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information) Winchester 7.0/10 Good (355 reviews) "This was the second time we’ve stopped here this year. It’s the perfect halfway respite between our home town and our destination. Very clean and comfortable. We will tag this as a regular stop on other trips. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noelle CA $99 CA $109 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124300000/124291200/124291174/f96a5f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124300000/124291200/124291174/d5c66ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124300000/124291200/124291174/c2c3dbdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124300000/124291200/124291174/5de164ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic 4-bedroom farmhouse with AC in charming Winchester [](https://www.expedia.ca/Winchester-Hotels-Fantastic-4-Bedroom-Farmhouse-With-AC-In-Charming-Winchester.h124291174.Hotel-Information) Winchester CA $218 CA $360 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Winchester-Hotels-Fantastic-4-Bedroom-Farmhouse-With-AC-In-Charming-Winchester.h124291174.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/10872d54.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) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/c361c57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/407bde99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. [](https://www.expedia.ca/Winchester-Hotels-Family-And-Friends-At-Franklin-Ridge-Farms.h66878219.Hotel-Information) Winchester 10/10 Exceptional (42 reviews) "This home was beautiful and the hosts were overly generous with the amenities at the property. If we’re ever in the area again we will definitely be staying here! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josiah C. CA $331 CA $449 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Winchester-Hotels-Family-And-Friends-At-Franklin-Ridge-Farms.h66878219.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/6bcbc7b9.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/ed324e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Winchester - Lexington East [](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.Hotel-Information) Winchester 6.4/10 (591 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Walter CA $85 CA $94 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103580000/103570100/103570075/w527h683x257y0-f6968ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103580000/103570100/103570075/w509h683x258y0-44f88b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103580000/103570100/103570075/w508h683x258y0-9e510700.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/104000000/103580000/103570100/103570075/w908h683x59y0-c3ef6b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Winchester [](https://www.expedia.ca/Lexington-Hotels-The-Winchester.h103570075.Hotel-Information) Winchester 8.4/10 Very good (7 reviews) "I rented this house for my bridesmaids. It was a great location and house. The owner was accommodating and replied quickly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karissa A. CA $178 CA $395 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Lexington-Hotels-The-Winchester.h103570075.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103570000/103570000/103569999/9737fc26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103570000/103570000/103569999/w918h683x47y0-3062291a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103570000/103570000/103569999/w511h683x255y0-43dbacf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103570000/103570000/103569999/w508h683x258y0-7896e0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups [](https://www.expedia.ca/Lexington-Hotels-4-Bed-3-Bath-Clean.h103569999.Hotel-Information) Winchester 9.8/10 Exceptional (7 reviews) "Very homey place to stay! Nice neighborhood!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim T. CA $225 CA $454 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Lexington-Hotels-4-Bed-3-Bath-Clean.h103569999.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/a83dfff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/e9f30778.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) ### Quality Inn Richmond [](https://www.expedia.ca/Lexington-Hotels-Quality-Inn.h800890.Hotel-Information) Richmond 9.0/10 Wonderful (1,008 reviews) "Clean room, friendly staff, quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie CA $131 CA $144 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Lexington-Hotels-Quality-Inn.h800890.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/1f95523f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/a365d5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/5efbd8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/20862e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Mt Sterling North by IHG [](https://www.expedia.ca/Mount-Sterling-Hotels-Holiday-Inn-Express-Suites-Mt-Sterling-North.h23507536.Hotel-Information) Mount Sterling 8.8/10 Excellent (590 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda CA $122 CA $134 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Mount-Sterling-Hotels-Holiday-Inn-Express-Suites-Mt-Sterling-North.h23507536.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459900/459849/79ee0740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459900/459849/dfda0f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/460000/459900/459849/fea16e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/460000/459900/459849/3a6e9e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Georgetown [](https://www.expedia.ca/Lexington-Hotels-Super-8-By-Wyndham-Georgetown.h459849.Hotel-Information) Georgetown 8.4/10 Very good (1,003 reviews) "Close to food and stores, clean room, good breakfast, friendly staff, good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $81 CA $89 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Lexington-Hotels-Super-8-By-Wyndham-Georgetown.h459849.Hotel-Information) ![Cabin, 2 Bedrooms, Kitchen | Terrace/patio](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/278782c2.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) ![Cabin, 2 Bedrooms, Kitchen | In-room dining](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/c7bf72a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/ebd7e3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Natural Bridge State Resort Park [](https://www.expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) Slade 8.6/10 Excellent (1,812 reviews) "Great setting and very convenient to everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) WILLIAM [](https://www.expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91360000/91351500/91351496/8fe693ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91360000/91351500/91351496/7848badc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91360000/91351500/91351496/995b66fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91360000/91351500/91351496/a8fb4989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Getaway in the Woods \~ Sunset Ridge [](https://www.expedia.ca/Irvine-Hotels-ADA-Accessible-Cabin-In-The-Woods-Appalachian-Mountain-Region.h91351496.Hotel-Information) Irvine 10/10 Exceptional (90 reviews) "Outstanding place to stay. Cozy and just what we hoped for. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin Z. CA $120 CA $178 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Irvine-Hotels-ADA-Accessible-Cabin-In-The-Woods-Appalachian-Mountain-Region.h91351496.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63870000/63869500/63869479/0848b9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63870000/63869500/63869479/dc242a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63870000/63869500/63869479/7b29426b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63870000/63869500/63869479/1d1654a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEST CABIN EVER!-IN THE WOODS-SUPER CLEAN-HOT TUB-PAVED ROAD-NATURAL BRIDGE PARK [](https://www.expedia.ca/Stanton-Hotels-The-WOODS-Shipping-Container-Cabin-High-Speed-WiFi-Hot-Tub-Covered-Deck-RELAX.h63869479.Hotel-Information) Stanton 10/10 Exceptional (311 reviews) "Great place will be returning " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mel k. CA $190 CA $358 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Stanton-Hotels-The-WOODS-Shipping-Container-Cabin-High-Speed-WiFi-Hot-Tub-Covered-Deck-RELAX.h63869479.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/81b02df3.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/1000000/50000/42500/42455/8d6292d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/63967dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/74e92478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Mount Sterling [](https://www.expedia.ca/Mount-Sterling-Hotels-Comfort-Inn-And-Suites.h42455.Hotel-Information) Mount Sterling 7.8/10 Good (723 reviews) "We stay here anytime we are in town " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donn CA $111 CA $122 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Mount-Sterling-Hotels-Comfort-Inn-And-Suites.h42455.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100360000/100358600/100358581/af66310b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100360000/100358600/100358581/809d34de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100360000/100358600/100358581/672b083c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/101000000/100360000/100358600/100358581/9fad6990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Lexington Hamburg [](https://www.expedia.ca/Lexington-Hotels-Tru-By-Hilton-Lexington-Hamburg.h100358581.Hotel-Information) Liberty Area 9.4/10 Exceptional (180 reviews) "Comfortable room, great breakfast, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandi CA $128 CA $149 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Lexington-Hotels-Tru-By-Hilton-Lexington-Hamburg.h100358581.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) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/80000/77700/77616/cc3a9c87.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/e3f86111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Richmond [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Richmond.h77616.Hotel-Information) Richmond 9.2/10 Wonderful (1,003 reviews) "Clean hotel with friendly staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Susan CA $133 CA $147 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Richmond.h77616.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=2026-03-19&endDate=2026-03-20®ionId=7876&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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=AA_SPRING_PROMO_7876) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CHALET) ![](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 ![Hilton Lexington/Downtown](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/b9ab6063_y.jpg) ### Hilton Lexington/Downtown 10/10 Excellent "Great place to stay for a basketball game" [](https://expedia.ca/Lexington-Hotels-Hilton-LexingtonDowntown.h2101.Hotel-Information) ![Quality Inn Lexington -Horse Park](https://images.trvl-media.com/lodging/1000000/30000/22700/22656/6339efc4_y.jpg) ### Quality Inn Lexington -Horse Park 10/10 Excellent "Yes " [](https://expedia.ca/Lexington-Hotels-Quality-Inn-Lexington.h22656.Hotel-Information) ![Country Inn & Suites by Radisson, Georgetown, KY](https://images.trvl-media.com/lodging/1000000/540000/532100/532007/db3edf18_y.jpg) ### Country Inn & Suites by Radisson, Georgetown, KY 6/10 Okay "Staff was courteous, room was ok. Good breakfast" [](https://expedia.ca/Lexington-Hotels-Country-Inn-Suites-By-Radisson.h532007.Hotel-Information) ![Candlewood Suites Lexington Medical District by IHG](https://images.trvl-media.com/lodging/69000000/68050000/68049000/68048979/9303a1c8_y.jpg) ### Candlewood Suites Lexington Medical District by IHG 10/10 Excellent "Very clean, spacious and comfortable room" [](https://expedia.ca/Lexington-Hotels-Candlewood-Suites-Lexington-Medical-District.h68048979.Hotel-Information) ![Home2 Suites by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/58000000/57490000/57487400/57487334/f62e7bf5_y.jpg) ### Home2 Suites by Hilton Lexington Hamburg 8/10 Good "Na" [](https://expedia.ca/Panacea-Hotels-Home2-Suites-By-Hilton-Lexington-Hamburg.h57487334.Hotel-Information) ![Holiday Inn Lexington - Hamburg by IHG](https://images.trvl-media.com/lodging/23000000/22760000/22757700/22757695/9c05e321_y.jpg) ### Holiday Inn Lexington - Hamburg by IHG 6/10 Okay "Our room was fair. Some of the towels were stained. There were no hooks to hang wet towels in the bathroom. The carpet was dirty in the corners of the room. The furniture was worn. There were no towels at the pool." [](https://expedia.ca/Lexington-Hotels-Holiday-Inn-Lexington-Hamburg.h22757695.Hotel-Information) ![Elwood Hotel & Suites](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg) ### Elwood Hotel & Suites 8/10 Good " Did not use" [](https://expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information) ![Natural Bridge State Resort Park](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/324d2660_y.jpg) ### Natural Bridge State Resort Park 2/10 Terrible "They did not honor our reservation, called us the month of our stay and told us they would be renovating and we could not use the cabin ee booked. " [](https://expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) ![Hyatt Regency Lexington](https://images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Was in Lexington for a doctors appointment in the UK basketball game. The convenience of walking to the lobby of my hotel straight to rep Arena cannot be matched." [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information) ## Find out more about Winchester ## Winchester Villas information | Number of reviews | 10,639 | | ----------------- | -------- | | Accommodation | 0 Villas | | Lowest Price | CA $89 | | Highest Price | CA $454 | ## Frequently asked questions ### Why book your villa in Winchester with Expedia? ### How can I find cheap villas in Winchester? ### What is there to do near my villa in Winchester? ## 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) - 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