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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top Hotels in Jessamine County

Our top choices for Jessamine County hotels

The Kentucky Castle

2.0 star property
6.6 out of 10, (7)
"First class treatment "
The price is AU$462
includes taxes & fees
26 Aug - 27 Aug
The Kentucky Castle

Holiday Inn Express & Suites Lexington W - Versailles by IHG

2.5 star property
9.4 out of 10, Exceptional, (743)
"The breakfast was great and it was convenient and able to walk to places to eat."
The price is AU$178
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Lexington W - Versailles by IHG

Hampton Inn Nicholasville Brannon Crossing

2.5 star property
9.2 out of 10, Wonderful, (201)
"A nice place to stay "
The price is AU$186
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Nicholasville Brannon Crossing

Holiday Inn Express Nicholasville by IHG

2.5 star property
8.6 out of 10, Excellent, (582)
"Enjoyable stay. "
The price is AU$148
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Nicholasville by IHG

Comfort Inn Lexington South

2.5 star property
8.2 out of 10, Very good, (567)
"Comfy beds!"
The price is AU$117
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn Lexington South

Asbury Inn & Suites

3.0 star property
9.6 out of 10, Exceptional, (470)
"Very clean rooms, good breakfast"
Asbury Inn & Suites

Montgomery Inn BnB

4.0 star property
9.4 out of 10, Exceptional, (97)
"Absolutely amazing stay. "
The price is AU$372
includes taxes & fees
7 Sept - 8 Sept
Montgomery Inn BnB

Derby Inn & Suites

2.5 star property
6.6 out of 10, (227)
"The smiles of the staff."
Derby Inn & Suites

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

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 AU$383
includes taxes & fees
7 Sept - 8 Sept
Rose Hill Inn

The Woodford Hotel

2.0 star property
The Woodford Hotel

Five Minutes from Keeneland!

10.0 out of 10, Exceptional, (21)
"This wonderful property is in the heart of lovely horse farms. Minutes from the airport, Keeneland Race Track and downtown Lexington. Super easy to find and so warm and welcoming. Just perfect for adventures. "
The price is AU$539
includes taxes & fees
7 Sept - 8 Sept
Five Minutes from Keeneland!

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 AU$668
includes taxes & fees
6 Sept - 7 Sept
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Woodford Stables / Walk to Eckert's Orchard

9.6 out of 10, Exceptional, (21)
"pp"
The price is AU$548
includes taxes & fees
2 Sept - 3 Sept
Woodford Stables / Walk to Eckert's Orchard

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 AU$318
includes taxes & fees
8 Sept - 9 Sept
Old Crow Suite, The Woodford Hotel

Four Roses Suite, The Woodford Hotel

10.0 out of 10, Exceptional, (12)
"Excellent location with a positive local vibe!! Would definitely stay again!"
Four Roses Suite, The Woodford Hotel

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

Sugar Hill Farm-Historic Horsefarm with Pool

Sugar Hill Farm-Historic Horsefarm with Pool

High style on the Bourbon Trail

10.0 out of 10, Exceptional, (96)
"Great place to stay!"
The price is AU$289
includes taxes & fees
7 Sept - 8 Sept
High style on the Bourbon Trail

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

10.0 out of 10, Exceptional, (90)
"Sam was an awesome host. He stopped by several time to ensure we could get the bonfire going and once to drop off some beverages for us to try. The lodge is very spacious, there were four couples and with five bedrooms we all had plenty of room. There were multiple different activities we could do including bags, hot tub and patio tables to play cards and hang out! If ever in this area I would highly recommend staying. The neighborhood is quiet and friendly.We will be back soon! "
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Jessamine County Hotel Reviews