Photo by Michael Schuier

Book Jessamine County Hotels

    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
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Filter by

Guest rating
Guest rating
Property class

Top Hotels in Jessamine County

The Kentucky Castle
Presidential Suite

The Kentucky Castle

2.0 star property
6.4 out of 10, (5)
"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 NZ$505
includes taxes & fees
19 Aug - 20 Aug
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, (740)
"The breakfast was great and it was convenient and able to walk to places to eat."
The price is NZ$218
includes taxes & fees
24 Aug - 25 Aug
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
9.2 out of 10, Wonderful, (195)
"Clean rooms, quiet and close to shopping "
The price is NZ$203
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Nicholasville Brannon Crossing
Holiday Inn Express Nicholasville by IHG
Exterior

Holiday Inn Express Nicholasville by IHG

2.5 star property
8.6 out of 10, Excellent, (579)
"Staff was great, rooms are clean "
The price is NZ$169
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Nicholasville by IHG
Comfort Inn Lexington South
Lobby

Comfort Inn Lexington South

2.5 star property
8.4 out of 10, Very good, (560)
"We enjoyed our stay. The staff was very nice, especially Sarah."
The price is NZ$127
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn Lexington South
Asbury Inn & Suites
Porch

Asbury Inn & Suites

3.0 star property
9.6 out of 10, Exceptional, (469)
"Very clean rooms, good breakfast"
The price is NZ$223
includes taxes & fees
16 Aug - 17 Aug
Asbury Inn & Suites
Montgomery Inn BnB
Front of property

Montgomery Inn BnB

4.0 star property
9.4 out of 10, Exceptional, (95)
"Absolutely amazing stay. "
The price is NZ$418
includes taxes & fees
18 Aug - 19 Aug
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, (227)
"The smiles of the staff."
Derby Inn & Suites
Charred Oaks Inn
Front of property

Charred Oaks Inn

3.5 star property
10.0 out of 10, Exceptional, (37)
"Such a beautiful quaint place. absolutely loved everything about staying here."
Charred Oaks Inn
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$379
includes taxes & fees
17 Aug - 18 Aug
Rose Hill Inn
The Woodford Hotel
Exterior

The Woodford Hotel

2.0 star property
The price is NZ$1,481
includes taxes & fees
13 Aug - 14 Aug
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, (29)
"My co workers and I had a great stay."
The price is NZ$720
includes taxes & fees
25 Aug - 26 Aug
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Five Minutes from Keeneland!
Interior

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!"
Five Minutes from Keeneland!
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."
Old Crow Suite, The Woodford Hotel
Woodford Stables / Walk to Eckert's Orchard
Property grounds

Woodford Stables / Walk to Eckert's Orchard

9.6 out of 10, Exceptional, (21)
"pp"
Woodford Stables / Walk to Eckert's Orchard
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$382
includes taxes & fees
25 Aug - 26 Aug
Four Roses Suite, The Woodford Hotel
Sugar Hill Farm-Historic Horsefarm with Pool
Interior

Sugar Hill Farm-Historic Horsefarm with Pool

The price is NZ$1,262
includes taxes & fees
13 Aug - 14 Aug
Sugar Hill Farm-Historic Horsefarm with Pool
High style on the Bourbon Trail
Smart TV, books

High style on the Bourbon Trail

10.0 out of 10, Exceptional, (96)
"Great place to stay!"
The price is NZ$312
includes taxes & fees
26 Aug - 27 Aug
High style on the Bourbon Trail
Handcrafted Rustic Cabin on the Bourbon Trail
Outdoor dining

Handcrafted Rustic Cabin on the Bourbon Trail

10.0 out of 10, Exceptional, (17)
"Had an awesome relaxing weekend away!"
Handcrafted Rustic Cabin on the Bourbon Trail
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (11)
"This place is incredible! Very well done on the remodel. I will stay here again."
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
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
Sign in
Sign up, it's free

Top Jessamine County Hotel Reviews

Hyatt Place Lexington

Hyatt Place Lexington

10/10 Excellent
"Great breakfast! Friendly staff"
Ken 2-night trip
Posted 2 days ago
Hyatt Place Lexington