Title: Book the Best ADVENTURE Hotels in Winchester in 2025 | 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 # Find Hotels & Resorts for Couples in Winchester, KY from CA $125 - ![](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 Hotels & Resorts for Couples Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-07&endDate=2025-11-09&adults=2&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&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Hotels & Resorts for Couples ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/67000000/66880000/66878300/66878219/3c5d5d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. Winchester 10/10 Exceptional (41) "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 $339 CA $457 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winchester-Hotels-Family-And-Friends-At-Franklin-Ridge-Farms.h66878219.Hotel-Information) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/16700/16638/dd70f976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16638/ee9d4f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16700/16638/ea60500d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn I-75 Lexington/Hamburg Area Lexington 8.6/10 Excellent (931) "Great property and wonderful breakfast in the morning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marshal CA $108 CA $125 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-I-75-LexingtonHamburg-Area.h16638.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11860000/11855100/11855099/d19b8c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11860000/11855100/11855099/3fdac945.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) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11860000/11855100/11855099/800aa1cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Bear Lodge Motel Slade 8.0/10 Very good (617) "very pleasant stay and close to great restaurants and sites" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harold CA $123 CA $136 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Slade-Hotels-Black-Bear-Lodge-Motel.h11855099.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424300/424216/a4ab22f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/430000/424300/424216/e81d9112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424300/424216/c58cd8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/430000/424300/424216/b4447817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Nicholasville by IHG Nicholasville 8.6/10 Excellent (595) "Clean smells nice and staff is extremely friendly and helpful. I will definitely stay here again we hen in town!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $116 CA $128 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Nicholasville.h424216.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 | 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) ![Cabin, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/324d2660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Natural Bridge State Resort Park Slade 8.6/10 Excellent (1756) "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/1000000/210000/201300/201262/67d95b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/201300/201262/cd36c5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/210000/201300/201262/56fcd908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/210000/201300/201262/303a3368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Keeneland Beaumont Residential 7.8/10 Good (1001) "Nice, quiet, comfortable room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $112 CA $130 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Suites-Keeneland.h201262.Hotel-Information) ![Breakfast, lunch, dinner served; southern cuisine ](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/2fd2c43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/408c2cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/9cb96c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/151a7ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Campbell House Lexington, Curio Collection by Hilton Lexington 8.2/10 Very good (1001) "We had a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $134 CA $156 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lexington-Hotels-The-Campbell-House-Lexington.h27029.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/f18d8c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Room Conference Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/3d46bf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/1835b946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/9646bec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Suites by Hilton Hotel Lexington Lexington 8.6/10 Excellent (1014) "Beautiful Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $144 CA $167 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Lexington-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Lexington.h9900.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96850000/96843400/96843362/cc26b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96850000/96843400/96843362/f1599a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96850000/96843400/96843362/ffb4f7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96850000/96843400/96843362/w453h683x286y0-d459859d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Furnished Glamping Tent/King Bed/Access to the Red River - Elusive Elk - #1 Stanton 10/10 Exceptional (23) "Will definitely stay again. Next time will be with our kiddos. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra CA $88 CA $190 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Stanton-Hotels-Furnished-TeepeeGlampingKayak-Ramp-Access-On-The-Red-River.h96843362.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102440000/102434600/102434565/06dd3ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102440000/102434600/102434565/6058f349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102440000/102434600/102434565/c923ed33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102440000/102434600/102434565/5c0a9fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluegrass Getaway Georgetown 10/10 Exceptional (15) " Very nice, very clean. I would recommend this stay and would definitely come back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon T. CA $157 CA $369 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lexington-Hotels-Bluegrass-Getaway.h102434565.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=2025-11-15&endDate=2025-11-16®ionId=7876&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## 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) ![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) ![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) ![Red Roof Inn Lexington South](//images.trvl-media.com/lodging/1000000/10000/5100/5077/a6cc1928_y.jpg) ### Red Roof Inn Lexington South 10/10 Excellent "Staff was very friendly" [](https://expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-South.h5077.Hotel-Information) ![Hyatt Regency Lexington](//images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Solid hotel, clean rooms, no bugars. " [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Winchester with Expedia? > Expedia has some excellent hotels for couples, so get ready to treat yourselves in Winchester. If you have a certain budget, select how much you want to spend and your preferred hotel star rating. Whatever your vacay looks like, we'll help you find a pad that'll make both your pocket and partner smile! ### How can I find cheap hotels for couples in Winchester? > An excellent way to find cheap hotels for couples in Winchester is with Expedia's handy filter tool. Narrow your search results by star rating, amenities and budget and land unbeatable deals on getaways where you can chill out with your partner. ### What is there to do in Winchester near my hotel for couples? > If you're ready to discover the sights of Winchester, make tracks to [Bluegrass Heritage Museum](https://www.expedia.ca/Bluegrass-Heritage-Museum-Lexington.d553248621561880736.Vacation-Attraction). 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