Jessamine County Vacations & Trips from $1,143
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Your Jessamine County Vacation
When adventure calls, answer it with a customized vacation package to Jessamine County. Wherever your travels take you and whatever your plans are, get ready to immerse yourself in a destination with so much to offer. During your trip to Jessamine County, you'll want to include some of its leading cities. What can't you miss? Wilmore. From the moment you book your Jessamine County vacation to when you get back home, Expedia has you covered every step of the way.
The Latest Jessamine County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Lexington
$1,735
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.8/10 Excellent! (1,002 reviews)
Clean and comfortable! Very well maintained.
Reviewed on Aug 15, 2026
Hyatt Regency Lexington
Downtown Lexington
$1,233
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Lexington (LEX)
8.8/10 Excellent! (1,004 reviews)
Great staff
Great rate
Close to proximity of downtown
A bit tired furniture in room could use a touch up
Reviewed on Aug 15, 2026
Find the Best Jessamine County Vacation Packages
Jessamine County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Blue Grass Airport (LEX) |
Jessamine County Hotel Deals
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
$175 nightly
$203 total
Sep 7 - Sep 8
Total with taxes and fees
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
$133 nightly
$155 total
Sep 6 - Sep 7
Total with taxes and fees
8.4/10 Very Good! (807 reviews)
"Room wasn’t available that I booked. Air conditioner sounded like it was an airplane taking off. No ice in the ice machine on 1st floor."
Reviewed on Aug 15, 2026
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
$106 nightly
$123 total
Aug 30 - Aug 31
Total with taxes and fees
8.8/10 Excellent! (1,023 reviews)
"Clean and comfortable! Very well maintained."
Reviewed on Aug 15, 2026
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.
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.
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.
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.
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.
Kirkland Athletic Complex
After visiting Kirkland Athletic Complex, make a plan to see the other sights and activities in Wilmore. Make some time to visit the shops while you're in the area.
Wilmore City Hall
Wilmore City Hall is just one of the places to see in Wilmore, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.
What to do in Jessamine County
Bites of the Bluegrass Cocktails & Bites Tour
$125
per adult
100% of travellers recommend
Distillery District Food & History Tour in Lexington
$125
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
