Title: The Best Winchester, KY Resorts from $155 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx7876)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d7876.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d7876.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d7876.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=7876&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=7876&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=7876&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=7876&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester resorts ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/79f835ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/w3996h2667x0y0-d59531f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/3264e39f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/9396c206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Lexington Griffin Gate Golf Resort & Spa [](https://www.expedia.com/Lexington-Hotels-Lexington-Griffin-Gate-Marriott-Golf-Resort-Spa.h15892.Hotel-Information) Lexington 8.6/10 Excellent (625 reviews) "It was a great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $133 nightly $155 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Lexington-Hotels-Lexington-Griffin-Gate-Marriott-Golf-Resort-Spa.h15892.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.com/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06®ionId=7876&adults=2&lodging=HOTEL_RESORT&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Resorts.d7876-aaResorts.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Resorts.d7876-aaResorts.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![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 10/10 Excellent "Used the laundry , easy to use. Pool was clean Breakfast was amazing ! Staff was friendly When asked about pillows and blankets they had them right away. Great area. " [](https://expedia.com/Panacea-Hotels-Home2-Suites-By-Hilton-Lexington-Hamburg.h57487334.Hotel-Information) ![The Campbell House Lexington, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/68f1f7a4_y.jpg) ### The Campbell House Lexington, Curio Collection by Hilton 2/10 Terrible "Terrible food. Nice staff. Overpriced " [](https://expedia.com/Lexington-Hotels-The-Campbell-House-Lexington.h27029.Hotel-Information) ![Hilton Lexington/Downtown](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/31fbd799_y.jpg) ### Hilton Lexington/Downtown 10/10 Excellent "Everything was nice, clean, neat, etc." [](https://expedia.com/Lexington-Hotels-Hilton-LexingtonDowntown.h2101.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 10/10 Excellent "The hotel staff and grounds were great. The restaurant inside was also delicious!" [](https://expedia.com/Lexington-Hotels-Holiday-Inn-Lexington-Hamburg.h22757695.Hotel-Information) ![Spark by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/973ee071_y.jpg) ### Spark by Hilton Lexington Hamburg 10/10 Excellent "They have light switches that have nigh lights in them, this is so helpful. The toilet seats are the quiet closing ones. The outlets have usb and usb-c plug in. These are huge updates we noticed on top of welcome we got from David at the desk. Beautiful hotel, clean, friendly staff and safe. " [](https://expedia.com/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![Elwood Hotel & Suites](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg) ### Elwood Hotel & Suites 10/10 Excellent "Everything was great except not being able to pay my bar bill with cash after trying too numerous times saying couldn't make change throughout the night so had to use a card . Besides that great time and experience" [](https://expedia.com/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information) ![The Manchester ](https://images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/e4c398a8_y.jpg) ### The Manchester 10/10 Excellent "Staff was great. There was an issue with the hot water for a few hours when we checked in. The staff upgraded our room and gave us a food and beverage credit for the bars/ restaurants on property. " [](https://expedia.com/Lexington-Hotels-The-Manchester.h92430541.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 8/10 Good "Good nights stay for 6 people on our family to be in one room. Breakfast was good" [](https://expedia.com/Lexington-Hotels-Country-Inn-Suites-By-Radisson.h532007.Hotel-Information) ![Motel 6 Lexington, KY - Airport](https://images.trvl-media.com/lodging/1000000/20000/18500/18423/c6ac75fa_y.jpg) ### Motel 6 Lexington, KY - Airport 4/10 Poor "Had to go to the front desk to get towels and wash cloths. Bed sheets were dirty. 2 roaches crawling on the floor. Left for home a day early. Should get a refund. My wife had to get a broom and sweep the floor right after the maids left." [](https://expedia.com/Lexington-Hotels-Motel-6-Lexington.h18423.Hotel-Information) ## Find out more about Winchester ## Winchester Resorts information | Number of reviews | 625 | | ----------------- | --------- | | Accommodation | 2 Resorts | | Lowest Price | $155 | | Highest Price | $155 | ## Frequently asked questions ### What can I expect from a resort vacation in Winchester? ### What's the best resort for my stay in Winchester? ### What can I do in Winchester? ### What's the seasonal weather like in Winchester? ### What's the best way to get to and around Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Bluegrass Heritage Museum ](https://www.expedia.com/Bluegrass-Heritage-Museum-Hotels.0-l553248621561880736-0.Travel-Guide-Filter-Hotels) - [Hotels near Community Park ](https://www.expedia.com/Community-Park-Hotels.0-l6263168-0.Travel-Guide-Filter-Hotels) - [Hotels near Clark Regional Medical Center ](https://www.expedia.com/Clark-Regional-Medical-Center-Hotels.0-l6263150-0.Travel-Guide-Filter-Hotels) - 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[Hotels near W S Webb Museum of Anthropology ](https://www.expedia.com/W-S-Webb-Museum-Of-Anthropology-Hotels.0-l553248621557934368-0.Travel-Guide-Filter-Hotels) - [Hotels near Hamburg Pavilon ](https://www.expedia.com/Hamburg-Pavilon-Hotels.0-l553248634461082782-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Cabins.d8990-aaCabins.Travel-Guide-Accommodation) - [Rv Parks in Mount Sterling ](https://www.expedia.com/Mount-Sterling-RV-Parks.d8990-aaRVParks.Travel-Guide-Accommodation) - [B&B in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Bed-And-Breakfast.d8990-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Motels.d8990-aaMotels.Travel-Guide-Accommodation) - [Apartments in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Apartments.d8990-aaApartments.Travel-Guide-Accommodation) - [Cottages in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Cottages.d8990-aaCottages.Travel-Guide-Accommodation) - 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[Pet-Friendly Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Pet-Friendly-Hotel.0-0-d8990-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Hotels-With-Hot-Tubs.0-0-d8990-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Hotels-With-Smoking-Rooms.0-0-d8990-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Mount Sterling ](https://www.expedia.com/4Star-Mount-Sterling-Hotels.s40-0-d8990.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Luxury-Hotel.0-0-d8990-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Mount Sterling ](https://www.expedia.com/3Star-Mount-Sterling-Hotels.s30-0-d8990.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Hilton-Hotels.0-0-d8990--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Marriott-Hotels-Resorts.0-0-d8990--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Hotels with a Gym in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Hotels-With-Fitness-Center.0-0-d8990-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels) - [Hotels with an Outdoor Pool in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Hotels-With-Outdoor-Pool.0-0-d8990-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Family Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Family-Hotel.0-0-d8990-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Hotels-With-Adjoining-Rooms.0-0-d8990-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Red-Roof-Inn.0-0-d8990--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Extended-Stay-Hotels.0-0-d8990-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Best-Western.0-0-d8990--bBestWestern.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Wedding-Hotels.0-0-d8990-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Spa-Hotel.0-0-d8990-tSpaHotel.Travel-Guide-Filter-Hotels) - [Non-Smoking Hotels in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Smoke-Free-Hotels.0-0-d8990-tSmokeFreeHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Mount Sterling ](https://www.expedia.com/Mount-Sterling-Hotels-Hotels-With-Indoor-Pool.0-0-d8990-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels near Claiborne Farm ](https://www.expedia.com/Claiborne-Farm-Hotels.0-l553248621559866398-0.Travel-Guide-Filter-Hotels) - 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[Lykins Park ](https://www.expedia.com/Lykins-Park-Winchester.d6263146.Vacation-Attraction) - [Southwind Golf Course ](https://www.expedia.com/Southwind-Golf-Course-Lexington.d6263194.Vacation-Attraction) - [Cassell Creek Golf Course ](https://www.expedia.com/Cassell-Creek-Golf-Course-Lexington.d6263137.Vacation-Attraction) - [Fort Boonesborough State Park ](https://www.expedia.com/Fort-Boonesborough-State-Park-Lexington.d6091545.Vacation-Attraction) - [Boone Station State Historic Site ](https://www.expedia.com/Boone-Station-State-Historic-Site-Lexington.d553248621559142155.Vacation-Attraction) - [Grimes Mill Winery ](https://www.expedia.com/Grimes-Mill-Winery-Lexington.d553248621587339555.Vacation-Attraction) - [Raven Run Nature Sanctuary ](https://www.expedia.com/Raven-Run-Nature-Sanctuary-Lexington.d6062631.Vacation-Attraction) - [Jacobson Park ](https://www.expedia.com/Jacobson-Park-Lexington.d553248621557934641.Vacation-Attraction) - [Visit Mount Sterling ](https://www.expedia.com/Mount-Sterling.dx8990) - [Mount Sterling Vacations ](https://www.expedia.com/Mount-Sterling.d8990.Destination-Travel-Guides) - [White Hall State Historic Site ](https://www.expedia.com/White-Hall-State-Historic-Site-Lexington.d553248621532657824.Vacation-Attraction) - [Claiborne Farm ](https://www.expedia.com/Claiborne-Farm-Paris.d553248621559866398.Vacation-Attraction) - [The Thoroughbred Center ](https://www.expedia.com/The-Thoroughbred-Center-Lexington.d553248621532656280.Vacation-Attraction) - [Lexington Ice Center ](https://www.expedia.com/Lexington-Ice-Center-Lexington.d553248621532656277.Vacation-Attraction) - [Talon Winery ](https://www.expedia.com/Talon-Winery-Lexington.d6163986.Vacation-Attraction) - [Hopewell Museum ](https://www.expedia.com/Hopewell-Museum-Paris.d553248621559866401.Vacation-Attraction) - [The Cane Ridge Meeting House ](https://www.expedia.com/The-Cane-Ridge-Meeting-House-Paris.d553248621532657886.Vacation-Attraction) - [Nannine Clay Wallis Arboretum ](https://www.expedia.com/Nannine-Clay-Wallis-Arboretum-Paris.d553248621559866399.Vacation-Attraction) - [Visit Paris ](https://www.expedia.com/Paris.dx9076) - [Car rentals near Lykins Park ](https://www.expedia.com/Car-Rentals-In-Lykins-Park.d6263146.Car-Rental-Guide) - [Car rentals near Clintonville ](https://www.expedia.com/Car-Rentals-In-Clintonville.d553248635975850573.Car-Rental-Guide) - [Car rentals near North Middletown ](https://www.expedia.com/Car-Rentals-In-North-Middletown.d553248634998773765.Car-Rental-Guide) - [Car rentals near Hamburg Pavilon ](https://www.expedia.com/Car-Rentals-In-Hamburg-Pavilon.d553248634461082782.Car-Rental-Guide) - [Car rentals near Mount Sterling ](https://www.expedia.com/Car-Rentals-In-Mount-Sterling.d8990.Car-Rental-Guide) - [Enterprise Rental Cars in Mount Sterling ](https://www.expedia.com/Enterprise-Car-Rentals-In-Mount-Sterling.d8990-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Mount Sterling ](https://www.expedia.com/Hertz-Car-Rentals-In-Mount-Sterling.d8990-c40.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Mount Sterling ](https://www.expedia.com/Budget-Car-Rentals-In-Mount-Sterling.d8990-c39.Car-Rental-Guide-Suppliers) - 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