Jessamine County Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Our pick of the best Jessamine County Hotel Deals

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$261 per night from 19 July to 20 July
NZ$261
19 July - 20 July
includes taxes & fees
8.4/10 Very good! (742 reviews)
"This hotel is dated. While the room itself has been cosmetically updated (floors, bathrooms are nice) and the hotel offers some of the rooms with balconies which is a very nice perk, the room I stayed in was hotter than Hades and probably needs the HVAC to be updated. I had to run out to Wal-Mart ..."

Reviewed on 8 July 2026

Marriott Lexington Griffin Gate Golf Resort & Spa
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$413 per night from 9 Aug to 10 Aug
NZ$413
9 Aug - 10 Aug
includes taxes & fees
9.6/10 Exceptional! (1,345 reviews)
"Loved everything about this hotel"

Reviewed on 6 July 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 NZ$240 per night from 6 Aug to 7 Aug
NZ$240
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Room size"

Reviewed on 8 July 2026

DoubleTree Suites by Hilton Hotel Lexington
See all 1,262 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.

Stay near popular Jessamine County attractions

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.
See properties

What to do in Jessamine County

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

NZ$104
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

NZ$174
per adult
100% of travellers recommend
Lexington: Downtown Walking Food & History Tour
Seasonal Cooking and Entertaining with The Mischief Maker

Seasonal Cooking and Entertaining with The Mischief Maker

NZ$263
per adult
Seasonal Cooking and Entertaining with The Mischief Maker
See all activities in Jessamine County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.