Photo by Michael Schuier

Book Jessamine County Hotels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct

Filter by

Guest rating
Guest rating
Star rating

Top Hotels in Jessamine County

The Kentucky Castle
Presidential Suite

The Kentucky Castle

2.0 star property
7.2 out of 10, Good, (12)
"Its a unique place you need to see it at least once. "
The price is NZ$503
includes taxes & fees
30 Sept - 1 Oct
The Kentucky Castle
Holiday Inn Express & Suites Lexington W - Versailles by IHG
Free daily full breakfast

Holiday Inn Express & Suites Lexington W - Versailles by IHG

2.5 star property
9.2 out of 10, Wonderful, (754)
"Everyone at the front desk and breakfast area was so friendly and helpful! Very clean and centrally located. "
The price is NZ$225
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express & Suites Lexington W - Versailles by IHG
Hampton Inn Nicholasville Brannon Crossing
Terrace/patio

Hampton Inn Nicholasville Brannon Crossing

2.5 star property
9.4 out of 10, Exceptional, (209)
"A nice place to stay "
The price is NZ$201
includes taxes & fees
5 Oct - 6 Oct
Hampton Inn Nicholasville Brannon Crossing
Comfort Inn Lexington South
Lobby

Comfort Inn Lexington South

2.5 star property
8.2 out of 10, Very good, (583)
"We love staying here it is so nice and so clean and the beds are very vcomfortable and "
The price is NZ$153
includes taxes & fees
5 Oct - 6 Oct
Comfort Inn Lexington South
Holiday Inn Express Nicholasville by IHG
Exterior

Holiday Inn Express Nicholasville by IHG

2.5 star property
8.6 out of 10, Excellent, (591)
"Enjoyable stay. "
The price is NZ$181
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express Nicholasville by IHG
Asbury Inn & Suites
Porch

Asbury Inn & Suites

3.0 star property
9.6 out of 10, Exceptional, (478)
"This hotel is a great location and has ample, close by parking. The bed was very comfortable and the staff was attentive and friendly. "
The price is NZ$227
includes taxes & fees
1 Oct - 2 Oct
Asbury Inn & Suites
Montgomery Inn BnB
The Sleeper Car King Suite

Montgomery Inn BnB

4.0 star property
9.4 out of 10, Exceptional, (97)
"Absolutely amazing stay. "
The price is NZ$536
includes taxes & fees
29 Sept - 30 Sept
Montgomery Inn BnB
Derby Inn & Suites
Standard Room, 2 Queen Beds, Non Smoking

Derby Inn & Suites

2.5 star property
6.6 out of 10, (234)
"Staff is wonderful "
Derby Inn & Suites
Rose Hill Inn
Front of property

Rose Hill Inn

4.0 star property
10.0 out of 10, Exceptional, (65)
"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!"
The price is NZ$514
includes taxes & fees
29 Sept - 30 Sept
Rose Hill Inn
The Woodford Hotel
Exterior

The Woodford Hotel

2.0 star property
The Woodford Hotel
Charred Oaks Inn
Front of property

Charred Oaks Inn

3.5 star property
10.0 out of 10, Exceptional, (37)
"Pamela and Richard (the hosts) are absolutely wonderful. Great tour info, outstanding food, and great hospitality. "
Charred Oaks Inn
Old Crow Suite, The Woodford Hotel
Exterior

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 NZ$388
includes taxes & fees
28 Oct - 29 Oct
Old Crow Suite, The Woodford Hotel
Five Minutes from Keeneland!
Interior

Five Minutes from Keeneland!

10.0 out of 10, Exceptional, (22)
"My daughter and I stayed at this property ehile she was competing at the horse park. It was a lovely, restful place for us to start and end our busy days. The property is impeccably maintained, the hosts are wonderful, and the location in the heart of horse country was exactly what we needed. Thank you!"
The price is NZ$559
includes taxes & fees
29 Sept - 30 Sept
Five Minutes from Keeneland!
Four Roses Suite, The Woodford Hotel
Exterior

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 NZ$356
includes taxes & fees
29 Sept - 30 Sept
Four Roses Suite, The Woodford Hotel
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Fridge, microwave, oven, stovetop

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

10.0 out of 10, Exceptional, (30)
"My co workers and I had a great stay."
The price is NZ$741
includes taxes & fees
6 Oct - 7 Oct
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Luxury 3-bedroom house with WiFi, AC, Hottub.
Interior

Luxury 3-bedroom house with WiFi, AC, Hottub.

10.0 out of 10, Exceptional, (3)
"Beautiful place. "
Luxury 3-bedroom house with WiFi, AC, Hottub.
Woodford Stables / Walk to Eckert's Orchard
Property grounds

Woodford Stables / Walk to Eckert's Orchard

9.6 out of 10, Exceptional, (21)
"pp"
The price is NZ$620
includes taxes & fees
29 Sept - 30 Sept
Woodford Stables / Walk to Eckert's Orchard
Sugar Hill Farm-Historic Horsefarm with Pool
Interior

Sugar Hill Farm-Historic Horsefarm with Pool

Sugar Hill Farm-Historic Horsefarm with Pool
Handcrafted Rustic Cabin on the Bourbon Trail
Outdoor dining

Handcrafted Rustic Cabin on the Bourbon Trail

10.0 out of 10, Exceptional, (18)
"Had an awesome relaxing weekend away!"
Handcrafted Rustic Cabin on the Bourbon Trail
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
Terrace/patio

Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.

10.0 out of 10, Exceptional, (91)
"5 of us stayed at the property. Excellent all around; and in a perfect location"
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jessamine County Hotel Reviews

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"Clean"
Britney 1-night trip
Posted 3 days ago
Spark by Hilton Lexington Hamburg

Explore a world of travel with Expedia

Explore a world of travel with Expedia