Title: Jessamine County Vacation Packages 2026 from $295 | Expedia.com [Jessamine County Hotels](https://expedia.com/Destinations-In-Jessamine-County.d553248635976430714.Hotel-Destinations)[Vacation Rentals in Jessamine County](https://expedia.com/Destinations-In-Jessamine-County.d553248635976430714.Vacation-Rental-Destinations)[Car Rentals in Jessamine County](https://expedia.com/Destinations-In-Jessamine-County.d553248635976430714.Car-Rental-Destinations) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Jessamine County Vacations & Trips from $295 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ### Your Jessamine County Vacation When adventure calls, answer it with a customized vacation package to Jessamine County. Wherever your travels take you and whatever your plans are, get ready to immerse yourself in a destination with so much to offer. During your trip to Jessamine County, you'll want to include some of its leading cities. What can't you miss? [Wilmore](https://www.expedia.com/Wilmore.d10316.Destination-Travel-Guides). From the moment you book your Jessamine County vacation to when you get back home, Expedia has you covered every step of the way. ## The Latest Jessamine County Vacation Packages Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Louisville Airport South by IHG](https://images.trvl-media.com/lodging/3000000/2430000/2425500/2425493/e5e61caf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Louisville Airport South by IHG $295 per person Apr 2 - Apr 5 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Louisville (SDF) 8.8/10 Excellent! (765 reviews) Cleanliness, the one clerk, male on the 21st afternoon was awesome! The one on night shift not so much but he was great. Beds were comfy, breakfast was awesome! Reviewed on Feb 22, 2026 ![Louisville Marriott Downtown](https://images.trvl-media.com/lodging/2000000/1120000/1111400/1111358/6dbe73d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Louisville Marriott Downtown Downtown Louisville $431 per person Apr 2 - Apr 5 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Louisville (SDF) 9/10 Wonderful! (1,003 reviews) Room was spotless. Staff was top notch. Amenities as expected but I did expect a microwave in the room. There wasn't one. 9/10 experience. Will definitely book again! Reviewed on Jan 16, 2026 ![5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo](https://images.trvl-media.com/lodging/96000000/95820000/95814800/95814737/35a759a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo $1,029 per person Apr 16 - Apr 20 found 1 day ago Roundtrip non-stop flight included New York (JFK) to Louisville (SDF) No reviews ![21c Museum Hotel Lexington](https://images.trvl-media.com/lodging/13000000/12250000/12243800/12243775/7f6a345c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 21c Museum Hotel Lexington Downtown Lexington $769 per person May 8 - May 10 found 9 hours ago Roundtrip non-stop flight included Boston (BOS) to Lexington (LEX) 8.8/10 Excellent! (1,002 reviews) Provided non down pillows. Got us in early. Very accommodating. Reviewed on Feb 23, 2026 ![Crowne Plaza Louisville Airport Expo Ctr by IHG](https://images.trvl-media.com/lodging/1000000/20000/11400/11386/a43a56f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza Louisville Airport Expo Ctr by IHG Fairgrounds $336 per person Apr 2 - Apr 5 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Louisville (SDF) 8.8/10 Excellent! (962 reviews) Great service and staff is very nice Reviewed on Feb 23, 2026 ![](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.com/deals?rfrr=PKG_SPRING_PROMO_553248635976430714) ## Find the Best Jessamine County Vacation Packages ## Jessamine County Essential Information | Language | English | | --------------- | ------------------------ | | Currency | U.S dollars | | Closest Airport | Blue Grass Airport (LEX) | ## Jessamine County Hotel Deals ![Holiday Inn Express Nicholasville by IHG](https://images.trvl-media.com/lodging/1000000/430000/424300/424216/a4ab22f4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Nicholasville by IHG 164 Imperial Way Nicholasville KY Fully refundable $91 nightly $100 total Mar 1 - Mar 2 Total with taxes and fees 8.8/10 Excellent! (612 reviews) Clean, comfort and excellent service. The front desk person was so nice Reviewed on Feb 15, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=424216&PinnedHotelID=424216&HadPinnedHotel=true®ionId=553248635976430714) ![The Manchester ](https://images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/f02815a4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Manchester 941 Manchester St Lexington KY Fully refundableReserve now, pay when you stay $201 nightly $234 total Mar 22 - Mar 23 Total with taxes and fees 9.6/10 Exceptional! (1,172 reviews) Great experience! Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=92430541&PinnedHotelID=92430541&HadPinnedHotel=true®ionId=553248635976430714) ![DoubleTree Suites by Hilton Hotel Lexington](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/f18d8c34_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree Suites by Hilton Hotel Lexington 2601 Richmond Rd Lexington KY Fully refundableReserve now, pay when you stay $116 nightly $135 total Mar 12 - Mar 13 Total with taxes and fees 8.8/10 Excellent! (1,013 reviews) Everything was nice. Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=9900&PinnedHotelID=9900&HadPinnedHotel=true®ionId=553248635976430714) [See all 1,207 properties in Jessamine County](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=553248635976430714) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf 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[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) Explore a world of travel with Expedia ## Other vacations you might like - Top cities in Jessamine County - Vacations and getaways similar to Jessamine County - Best vacation destinations by month - [Nicholasville Vacations ](https://expedia.com/Nicholasville.d181401.Destination-Travel-Guides) - [Wilmore Vacations ](https://expedia.com/Wilmore.d10316.Destination-Travel-Guides) - [Tennessee Vacations ](https://expedia.com/Tennessee.d244.Destination-Travel-Guides) - [Virginia Vacations ](https://expedia.com/Virginia.d248.Destination-Travel-Guides) - [Ohio Vacations ](https://expedia.com/Ohio.d237.Destination-Travel-Guides) - [Illinois Vacations 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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app