Jessamine County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 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

Jessamine County Hotel Deals

Holiday Inn Express Nicholasville by IHG

Holiday Inn Express Nicholasville by IHG

2.5 out of 5
164 Imperial Way Nicholasville KY
Fully refundable
The price is ₩133,260 per night from Mar 8 to Mar 9
₩133,260
₩146,905 total
Mar 8 - Mar 9
includes taxes & fees
8.8/10 Excellent! (613 reviews)
Was was very neat and clean

Reviewed on Feb 28, 2026

Holiday Inn Express Nicholasville by IHG
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ₩250,155 per night from Mar 22 to Mar 23
₩250,155
₩316,080 total
Mar 22 - Mar 23
includes taxes & fees
9.6/10 Exceptional! (1,182 reviews)
Remarkable MCM hotel with unique taste throughout. Friendly staff. Cozy bar, restaurant and lounge.

Reviewed on Mar 2, 2026

The Manchester
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is ₩173,019 per night from Mar 15 to Mar 16
₩173,019
₩200,823 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Great staff!!

Reviewed on Mar 2, 2026

DoubleTree Suites by Hilton Hotel Lexington
See all 1,211 properties in Jessamine County
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.