Photo by Michael Schuier

Search Hotels in Jessamine County

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Property class

Compare 1,170 hotels in Jessamine County with room rates, reviews, and availability. Most hotels are fully refundable.

The Kentucky Castle

2.0 star property
6.0 out of 10, (2)
"We stayed in the glamping tent for a one-night adventure. The weather was perfect for it. It was peaceful and beautiful views. We ordered a steak to bring back instead of traveling to another restaurant."
The price is £160
includes taxes & fees
6 Jul - 7 Jul
The Kentucky Castle

Holiday Inn Express & Suites Lexington W - Versailles by IHG

2.5 star property
9.2 out of 10, Wonderful, (731)
"Modern, fresh, clean and well maintained hotel; convenient location- good free breakfast and free parking"
The price is £90
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Express & Suites Lexington W - Versailles by IHG

Comfort Inn Lexington South

2.5 star property
8.4 out of 10, Very good, (539)
"I had a sudden change in my travel plans and Comfort Inn was very helpful and accomodated my situation and I appreciate it. "
The price is £69
includes taxes & fees
29 Jun - 30 Jun
Comfort Inn Lexington South

Hampton Inn Nicholasville Brannon Crossing

2.5 star property
9.4 out of 10, Exceptional, (172)
"Hotel is nice clean, good breakfast "
The price is £79
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn Nicholasville Brannon Crossing

Asbury Inn & Suites

3.0 star property
9.6 out of 10, Exceptional, (453)
"Very clean rooms, good breakfast"
The price is £97
includes taxes & fees
24 Jun - 25 Jun
Asbury Inn & Suites

Holiday Inn Express Nicholasville by IHG

2.5 star property
8.6 out of 10, Excellent, (562)
"Nice place with great service! "
The price is £71
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express Nicholasville by IHG

Derby Inn & Suites

2.5 star property
6.6 out of 10, (215)
"The smiles of the staff."
Derby Inn & Suites

Montgomery Inn BnB

4.0 star property
9.4 out of 10, Exceptional, (93)
"Great place in a great town "
The price is £166
includes taxes & fees
4 Jul - 5 Jul
Montgomery Inn BnB

Charred Oaks Inn

3.5 star property
10.0 out of 10, Exceptional, (35)
"Beautiful southern home and lovely hospitality. The owners were such gracious hosts, providing me with great suggestions for places to visit while I was there. Loved the whole experience. Couldn’t have asked for anything more! "
Charred Oaks Inn

Rose Hill Inn

4.0 star property
10.0 out of 10, Exceptional, (64)
"It was the most amazing inn. Given, it was the first we have been in, while doing a US road trip, having flown from Europe. The hosts are amazing and easygoing and the breakfast is to die for. Amazing experience overall!"
Rose Hill Inn

Five Minutes from Keeneland!

10.0 out of 10, Exceptional, (21)
"We have stayed at many places in the area, as we visit family at least once a year—this was, by far, the best place we have stayed. The host had everything set up, including water in the refrigerator, coffee for Keurig, and a basket of breakfast goodies and snacks—all ready for our arrival. The host was very friendly and easygoing, and it was an absolute pleasure to stay there! 10/10 for sure!"
The price is £216
includes taxes & fees
24 Jun - 25 Jun
Five Minutes from Keeneland!

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

10.0 out of 10, Exceptional, (26)
"Beautiful home in middle of horse country! Rolling hills, fresh air, starry nights, and very kind hosts. Would love to go back! Was good for the soul. "
The price is £303
includes taxes & fees
7 Jul - 8 Jul
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Woodford Stables / Walk to Eckert's Orchard

9.6 out of 10, Exceptional, (19)
"The house was absolutely lovely and very comfortable! No complaints. It was very quiet and we would definitely stay again! "
The price is £262
includes taxes & fees
29 Jun - 30 Jun
Woodford Stables / Walk to Eckert's Orchard

Handcrafted Rustic Cabin on the Bourbon Trail

10.0 out of 10, Exceptional, (16)
"Great country setting in a very comfortable cabin close to many of the distilleries we wished to visit."
Handcrafted Rustic Cabin on the Bourbon Trail

Old Crow Suite, The Woodford Hotel

10.0 out of 10, Exceptional, (5)
"Great location, cool decor. Hope to stay here again."
The price is £170
includes taxes & fees
24 Jun - 25 Jun
Old Crow Suite, The Woodford Hotel

This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

10.0 out of 10, Exceptional, (10)
"We love the Shanklin house, the location, the amenities. "
The price is £561
includes taxes & fees
24 Jun - 25 Jun
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

Four Roses Suite, The Woodford Hotel

10.0 out of 10, Exceptional, (12)
"Excellent location with a positive local vibe!! Would definitely stay again!"
The price is £218
includes taxes & fees
23 Jul - 24 Jul
Four Roses Suite, The Woodford Hotel

Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport

10.0 out of 10, Exceptional, (56)
"The property and visit were outstanding across the board. Shannon was very responsive to pre arrival questions and met us to ensure we were comfortable in the home. The property is well located and has everything needed to relax while vacationing. We look forward to visiting again."
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport

River Retreat: Private Cabin Getaway on the Bourbon Trail

2.0 star property
10.0 out of 10, Exceptional, (12)
"We really enjoyed staying at this place. It was private and quiet. The place was clean and was described like the listing. I would definitely recommend this place to anyone wanting a quiet, peaceful place to stay. We would definitely stay again! "
River Retreat: Private Cabin Getaway on the Bourbon Trail

The Top Shelf on the Bourbon Trail in Historical Downtown Versailles

10.0 out of 10, Exceptional, (11)
"Loved the apartment decor and the location! Super clean! Great hosts! "
The Top Shelf on the Bourbon Trail in Historical Downtown Versailles
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.
Save an average of 15% on thousands of hotels when you're signed in