Jessamine County Holidays
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Top hotels in Jessamine County
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
S$156
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,045 reviews)
"Very spacious, clean room. Perfect option for move-in at UK."
Reviewed on 24 Aug, 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
S$257
7 Sept - 8 Sept
includes taxes & fees
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
S$177
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very good! (824 reviews)
"The restaurant was understaffed and took forever to wait on us and even longer to bring our food and it wasn’t busy. The room had temporary fans in it and it appeared the sliding door to the balcony had been leaking. The next day I broke out in a rash from head to toe. This was probably a good place ..."
Reviewed on 25 Aug, 2026
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.
Frequently asked questions
How much does a Jessamine County holiday package cost?
The cheapest Jessamine County package is , so your dream getaway can become a reality — without spending an arm and a leg. Combine flights, hotels and car rentals to custom build a package that matches your travel style.
How do I get a cheap travel package to Jessamine County?
Search for flights that fit in with your schedule, add a hotel to your booking and see how much you save with a Jessamine County holiday package. It's that simple! From flights and hotels to rental cars and tours, Expedia is where your cheap getaway begins. And with over 550 air carriers and 1,000,000 hotels all over the world to select from, you won't be short of choice.
What are the top hotels in Jessamine County?
Wilmore is one place that most travellers to Jessamine County put on their itinerary. For a memorable stay here, look up Holiday Inn Express Nicholasville, an IHG Hotel and Asbury Inn & Suites.
How far in advance should I book my Jessamine County holiday?
It all depends on the airline, but you can generally compare international flights on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper ticket just weeks before their intended journey.
What does an Expedia Jessamine County travel package include?
Car rentals, flights and hotels — we connect you to all the best deals. All you have to do is pick your favourite combination. After you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to put together an awesome Jessamine County getaway.
What should I know before booking a Jessamine County travel package?
You'll score big savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything together makes trip planning easier. So why waste your money or time? Whether you're putting together an upscale romantic escape or an affordable family break, browse our holiday packages today.
Can I choose my airline with a Jessamine County Expedia holiday package?
Yes, and with more than 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Jessamine County holiday package?
We totally understand that life can throw you the odd curveball. If you've booked a Jessamine County holiday package and have to amend or cancel it, we can help. It's always worth browsing our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
Stay near popular Jessamine County attractions
Camp Nelson National Monument
9.4/10 (3 reviews)
You can spend time studying the exhibits at Camp Nelson National Monument in Nicholasville. While in this family-friendly area, you can enjoy the restaurants.
Asbury Theological Seminary
Explore the campus of Asbury Theological Seminary as part of your travels around Wilmore. Make some time to visit the shops while you're in the area.
Connemara Golf Course
9.4/10 (3 reviews)
Play a round of golf in Nicholasville at Connemara Golf Course, and enjoy other activities such as horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Kirkland Athletic Complex
After visiting Kirkland Athletic Complex, make a plan to see the other sights and activities in Wilmore. Make some time to visit the shops while you're in the area.
Chrisman Mill Vineyards
7.0/10 (2 reviews)
You can enjoy a tasting or tour at Chrisman Mill Vineyards during your travels to Nicholasville. Discover the entertainment venues in this family-friendly area or seek out its horse riding.
First Vineyard
8.6/10 (4 reviews)
You can enjoy a tasting or tour at First Vineyard during your travels to Nicholasville. Discover the countryside and sunrises in this family-friendly area.
Wilmore City Hall
Wilmore City Hall is just one of the places to see in Wilmore, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.
Jessamine Creek Gorge Preserve
You can take time to visit Jessamine Creek Gorge Preserve during your travels to Nicholasville. While in this family-friendly area, you can enjoy the restaurants.
What to do in Jessamine County
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
S$58
per adult
98% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
S$76
per adult
90% of travellers recommend
Sound Bath Meditation in Lexington
S$39
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
