Jessamine County Holidays

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    Save up to NZ$616 when you book a flight and hotel together*

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The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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Our pick of the best 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 NZ$166 per night from 22 Feb to 23 Feb
NZ$166
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (612 reviews)
Clean, comfort and excellent service. The front desk person was so nice

Reviewed on 15 Feb 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 NZ$388 per night from 22 Feb to 23 Feb
NZ$388
22 Feb - 23 Feb
includes taxes & fees
9.6/10 Exceptional! (1,165 reviews)
Room was okay, didn’t have the king we reserved. Check in and check out very slow. Room service food was not good and was packaged like cheap take out.

Reviewed on 16 Feb 2026

The Manchester
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$276 per night from 10 Mar to 11 Mar
NZ$276
10 Mar - 11 Mar
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
The room was great, and the place was very convenient.

Reviewed on 16 Feb 2026

Hyatt Regency Lexington
See all 1,210 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 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.