
Jessamine County Vacations & Trips from $392
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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.

Holiday Inn Louisville Downtown by IHG
Downtown Louisville
Price was $498, price is now $392 per person
$392
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8/10 Very Good! (812 reviews)
Breakfast isn't included in all stays, and is not prepared quickly.
Parking is valet only, which requires a charge of $36/ day. This means you are paying for the privilege of waiting for your car as opposed to just walking to the car lot.
The rooms were nice and decently clean.
The staff were mostly friendly, but the night staff is noticeably more friendly than the day staff.
Reviewed on Apr 10, 2026

Wildflower Ranch Inn
Price was $924, price is now $676 per person
$676
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.2/10 Wonderful! (22 reviews)
We had a lovely stay at the Wildflower Ranch Inn. The house and property are beautiful, and the hosts are awesome. Breakfast was great also.
Reviewed on Jan 9, 2026



AC Hotel Louisville Downtown
Downtown Louisville
Price was $607, price is now $496 per person
$496
per person
May 23 - May 27
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.2/10 Wonderful! (635 reviews)
The room was great, but walls are thin and can hear a lot outside of the room.
Reviewed on Mar 29, 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

Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
$98 nightly
The price is $114 total per night from May 3 to May 4
$114 total
May 3 - May 4
Total with taxes and fees
9.4/10 Exceptional! (2,181 reviews)
We absolutely loved our stay here! Very clean the staff was amazing, and they were very accommodating with our small dog!
Reviewed on Apr 11, 2026

The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $267 total per night from May 3 to May 4
$267 total
May 3 - May 4
Total with taxes and fees
9.6/10 Exceptional! (1,232 reviews)
Breakfast and cocktails in the bar were excellent. The rooms are well appointed. My issue is that there is no room for your toiletries in the bathroom. We moved a table from the living room into the bathroom. The clean towels they store in the shower on the bench. We had to put them on the floor. ...
Reviewed on Apr 11, 2026

Elwood Hotel & Suites
444 Parkway Drive Lexington KY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $123 total per night from Apr 19 to Apr 20
$123 total
Apr 19 - Apr 20
Total with taxes and fees
9.4/10 Exceptional! (1,075 reviews)
The rooms are spacious and well appointed. The food at the restaurant is amazing. We will stay here again!
Reviewed on Apr 11, 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.
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