Deals on vacations and trips to Jessamine County

Save when you book Jessamine County, KY package deals

Choose two or more items and save on your trip:

Jessamine County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $467, price is now $375 per person
$375
per person
Oct 10 - Oct 12
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and concierge services and wedding services are also offered.
The Grady

The Grady

4 out of 5
Downtown Louisville
Price was $639, price is now $490 per person
$490
per person
Oct 10 - Oct 12
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a coffee shop, and a library are also offered.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $638, price is now $504 per person
$504
per person
Oct 10 - Oct 12
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $556, price is now $443 per person
$443
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
TownePlace Suites by Marriott Louisville Airport

TownePlace Suites by Marriott Louisville Airport

3 out of 5
Price was $711, price is now $572 per person
$572
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and barbecue grills are also offered.

Top Jessamine County hotels deals

Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $157 total per night
$157 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Free airport shuttle
Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
1800 Newtown Pike Lexington KY
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $149 total per night
$149 total
Sep 20 - Sep 21
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the indoor pool and perks like free self parking.
Pool
Hot Tub
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
$246 nightly
The price is $285 total per night
$285 total
Sep 29 - Sep 30
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, express check-in, and express check-out are also offered.
Pet friendly
Free WiFi
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
167 West Main Street Lexington KY
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $172 total per night
$172 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a snack bar/deli are also offered.
Pet friendly
Free WiFi
Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
Free Cancellation
$96 nightly
The price is $111 total per night
$111 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and express check-in are also on offer.
Pool
Breakfast included
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd Lexington KY
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $142 total per night
$142 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a coffee shop are also offered.
Pool
Free airport shuttle
Don't see what you're looking for?
See all available properties in Jessamine County
View all properties
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.

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.
See properties

Photos of local treasures

Browse Jessamine County vacation photos for more inspiration

A bridge over a river with surrounding trees and a small settlement.
A river winding through a valley with a bridge, houses, and industrial structures in the background.

Frequently asked questions

How much are vacation packages to Jessamine County?
Starting at just $375, hotel and flight packages are the perfect way to make your vacation budget stretch further. Get ready Jessamine County — here you come!
Where can I get the best vacation package deals for Jessamine County?
It's hard to look past Travelocity when it comes to finding your Jessamine County package deal. There are at least 400 partner airlines and 1,000,000 worldwide properties to choose from. Plan your escape now and get ready to tick another amazing place off your to-do list.
Why should I purchase my Jessamine County vacation bundle with Travelocity?
Nothing beats the feeling of knowing you've just scored the best price available — that's our Price Match Guarantee. Add to that our incredibly broad range of magical destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.
Can I save on my Jessamine County car rental if I bundle it with hotels and flights?
Absolutely. And our Jessamine County vacation packages are the perfect way to do it. With only a few clicks you can save cash as well as time by combining your bookings. Pick up the keys to your rental car then set your own course. Looking for things to do? Add some tours or experiences to your package and make savings on those too.
Which airport is best for Jessamine County?
Blue Grass Airport (LEX) is the main hub for travelers journeying to and from Jessamine County.
What is there to do in Jessamine County?
No visit to Jessamine County is complete without seeing Asbury University. Make sure this renowned attraction is at the top of your must-see list.

Explore More Ways to Travel with Travelocity