Title: Top Chalets in Jessamine County in 2025 | Expedia.ca [Jessamine County Hotels](https://expedia.ca/Destinations-In-Jessamine-County.d553248635976430714.Hotel-Destinations)[Vacation Rentals in Jessamine County](https://expedia.ca/Destinations-In-Jessamine-County.d553248635976430714.Vacation-Rental-Destinations)[Jessamine County Car Rentals](https://expedia.ca/Destinations-In-Jessamine-County.d553248635976430714.Car-Rental-Destinations)[Jessamine County Vacations](https://expedia.ca/Jessamine-County.d553248635976430714.Destination-Travel-Guides) ![This is the river where grain alcohol turned into bourbon. Along this river distillers would load barges of alcohol destined for Memphis and New Orleans. To cheapen the transport, they used cask oak barrels. During the long trip down to New Orleans the alcohol would mix in with the wooden barrels and be transformed. New Orleans didn't know what to call this sweet new liquor. The casks were stamped with the county of origin, Bourbon County. This resulted in a new nickname being formed, Bourbon Whiskey, and the name stuck. The river isn't used for transport much anymore, but the history remains. ](https://images.trvl-media.com/place/553248635974904846/5ef72c06-f11d-484f-8850-8fa19d1bfaba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michael Schuier # Chalets in Jessamine County ## Compare and save - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976430714&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976430714&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976430714&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976430714&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Chalets in Jessamine County ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_553248635976430714) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Jessamine+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976430714&latLong=37.880634%2C-84.572996&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Jessamine+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976430714&latLong=37.880634%2C-84.572996&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Jessamine+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976430714&latLong=37.880634%2C-84.572996&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Jessamine+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976430714&latLong=37.880634%2C-84.572996&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Jessamine+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976430714&latLong=37.880634%2C-84.572996&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Jessamine+County%2C+Kentucky%2C+United+States+of+America®ionId=553248635976430714&latLong=37.880634%2C-84.572996&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=VILLA) ![](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%2FJessamine-County-Chalets.d553248635976430714-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJessamine-County-Chalets.d553248635976430714-aaChalets.Travel-Guide-Accommodation) ## Top Jessamine County Hotel Reviews ![Comfort Inn & Suites Lexington - Hamburg I-75](https://images.trvl-media.com/lodging/1000000/30000/27400/27364/25d8ec98_y.jpg) ### Comfort Inn & Suites Lexington - Hamburg I-75 10/10 Excellent "Room was clean and service was great" [](https://expedia.ca/Lexington-Hotels-Comfort-Inn-Suites.h27364.Hotel-Information) ![Fairfield Inn & Suites by Marriott Lexington North](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/6ec64b2f_y.jpg) ### Fairfield Inn & Suites by Marriott Lexington North 10/10 Excellent "The breakfast was adequate, but the staff and location was awesome!" [](https://expedia.ca/Lexington-Hotels-Fairfield-Inn-Suites-By-Marriott-Lexington-North.h2803646.Hotel-Information) ![Everhome Suites Lexington - Horse Park](https://images.trvl-media.com/lodging/102000000/101180000/101171900/101171857/89ad308c_y.jpg) ### Everhome Suites Lexington - Horse Park 10/10 Excellent "Clean room. Spacious. Love the mini kitchen. Quiet. " [](https://expedia.ca/Lexington-Hotels-Everhome-Suites-Lexington-North.h101171857.Hotel-Information) ![Hyatt Regency Lexington](https://images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Very clean " [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information) ![Elwood Hotel & Suites](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg) ### Elwood Hotel & Suites 10/10 Excellent "G" [](https://expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.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 Friendly " [](https://expedia.ca/Lexington-Hotels-Candlewood-Suites-Lexington-Medical-District.h68048979.Hotel-Information) ![Hyatt Place Lexington](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/91e06cc9_y.jpg) ### Hyatt Place Lexington 10/10 Excellent "Staff friendly, room nice, clean" [](https://expedia.ca/Lexington-Hotels-Hyatt-Place-Lexington.h2057644.Hotel-Information) ![GuestHouse Lexington](https://images.trvl-media.com/lodging/1000000/430000/426400/426325/18dc9903_y.jpg) ### GuestHouse Lexington 10/10 Excellent "Room was clean. Was a little upset that the pool was closed" [](https://expedia.ca/Lexington-Hotels-GuestHouse-Lexington.h426325.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 the staff was excellent the room was very comfortable " [](https://expedia.ca/Lexington-Hotels-Quality-Inn-Lexington.h22656.Hotel-Information) ## Find out more about Jessamine County ## Jessamine County Chalets information | Number of reviews | | | --- | --- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Asbury University](https://www.expedia.ca/Asbury-University-Hotels.0-l553248635973685450-0.Travel-Guide-Filter-Hotels) - [Casino Hotels in Beaumont Residential](https://www.expedia.ca/Beaumont-Residential-Lexington-Hotels-Casino-Hotel.0-n553248635976471819-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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Marie (CIU) to Lexington (LEX)](https://www.expedia.ca/lp/flights/ciu/lex/sault-ste-marie-to-lexington) - [Flights from Charlotte (CLT) to Lexington (LEX)](https://www.expedia.ca/lp/flights/clt/lex/charlotte-to-lexington) - [Flights from Cincinnati (CVG) to Lexington (LEX)](https://www.expedia.ca/lp/flights/cvg/lex/cincinnati-to-lexington) - [Flights from Detroit (DTW) to Lexington (LEX)](https://www.expedia.ca/lp/flights/dtw/lex/detroit-to-lexington) - [Flights from Chicago (ORD) to Lexington (LEX)](https://www.expedia.ca/lp/flights/ord/lex/chicago-to-lexington) - [Flights from Seattle (SEA) to Lexington (LEX)](https://www.expedia.ca/lp/flights/sea/lex/seattle-to-lexington) - [Flights from Edmonton (YEG) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yeg/lex/edmonton-to-lexington) - [Flights from Hamilton (YHM) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yhm/lex/hamilton-to-lexington) - [Flights from Halifax (YHZ) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yhz/lex/halifax-to-lexington) - [Flights from Ottawa (YOW) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yow/lex/ottawa-to-lexington) - [Flights from Windsor (YQG) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yqg/lex/windsor-to-lexington) - [Flights from Moncton (YQM) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yqm/lex/moncton-to-lexington) - [Flights from Regina (YQR) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yqr/lex/regina-to-lexington) - [Flights from Montreal (YUL) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yul/lex/montreal-to-lexington) - [Flights from Vancouver (YVR) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yvr/lex/vancouver-to-lexington) - [Flights from Winnipeg (YWG) to Lexington (LEX)](https://www.expedia.ca/lp/flights/ywg/lex/winnipeg-to-lexington) - [Flights from Saskatoon (YXE) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yxe/lex/saskatoon-to-lexington) - [Flights from London (YXU) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yxu/lex/london-to-lexington) - [Flights from Calgary (YYC) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yyc/lex/calgary-to-lexington) - [Flights from Toronto (YYZ) to Lexington (LEX)](https://www.expedia.ca/lp/flights/yyz/lex/toronto-to-lexington) - [Fayette Mall](https://www.expedia.ca/Fayette-Mall-Lexington.d6163982.Vacation-Attraction) - [Kroger Field](https://www.expedia.ca/Kroger-Field-Lexington.d6062633.Vacation-Attraction) - [Visit Zandale](https://www.expedia.ca/Lexington-Zandale.dx902673075234242560) - [Shaker Village of Pleasant Hill](https://www.expedia.ca/Shaker-Village-Of-Pleasant-Hill-Harrodsburg.d6248009.Vacation-Attraction) - [Rental cars Blue Grass airport](https://www.expedia.ca/Car-Rentals-In-Blue-Grass.d5784908.Car-Rental-Guide) - [Wilmore Vacation Rentals](https://www.expedia.ca/Wilmore-Vacation-Rentals.d10316.Travel-Guide-VacationRentals) - [Book Chalets in Jessamine County on Expedia.com](https://www.expedia.com/Jessamine-County-Chalets.d553248635976430714-aaChalets.Travel-Guide-Accommodation)