Jessamine County Vacations & Trips
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Jessamine County Hotel Deals
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
₩143,531
₩166,596 total
Oct 11 - Oct 12
includes taxes & fees
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
₩204,465
₩237,321 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
"Great bar for watching football games. Super attentive staff throughout."
Reviewed on Sep 28, 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
₩150,573
₩201,851 total
Oct 11 - Oct 12
includes taxes & fees
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 vacation 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 vacation 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 travelers 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 vacation?
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 favorite 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 vacation packages today.
Can I choose my airline with a Jessamine County Expedia vacation 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 vacation package?
We totally understand that life can throw you the odd curveball. If you've booked a Jessamine County vacation 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 browsing the exhibits at Camp Nelson National Monument during your travels in Nicholasville. While in this family-friendly area, you can enjoy the restaurants.
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 horseback riding.
Asbury Theological Seminary
Enjoy the collegiate vibe at Asbury Theological Seminary during your stay in Wilmore. Make some time to visit the shops while you're in the area.
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.
High Bridge Kentucky River Museum
You can spend time exploring the galleries in High Bridge Kentucky River Museum in Wilmore.
High Bridge Park
After visiting High Bridge Park, make a plan to see the other sights and activities in Wilmore.
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 horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Hickman Creek Nature Center
You can take time to visit Hickman Creek Nature Center during your travels to Nicholasville. While in this family-friendly area, you can enjoy the restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
