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25 Jul - 26 Jul
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26 Jul - 27 Jul
This weekend
25 Jul - 27 Jul
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Top Hotels in Jessamine County

The Kentucky Castle
Classic design meets luxury in this elegantly appointed room, featuring a central island with a round table and two chairs.

The Kentucky Castle

2.0 star property
6.6 out of 10, (4)
"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 €262
includes taxes & fees
25 Aug - 26 Aug
The Kentucky Castle
Holiday Inn Express & Suites Lexington W - Versailles by IHG
Enjoy a diverse selection of dishes at our buffet, featuring cheese omelets and sandwiches.

Holiday Inn Express & Suites Lexington W - Versailles by IHG

2.5 star property
9.2 out of 10, Wonderful, (735)
"My stay was excellent. The environment was peaceful and well-maintained, providing a quiet atmosphere ideal for rest. The accommodations were clean and comfortable, and the overall experience exceeded my expectations."
The price is €107
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express & Suites Lexington W - Versailles by IHG
Comfort Inn Lexington South
Relax in our spacious lobby, featuring comfortable seating and a warm atmosphere.

Comfort Inn Lexington South

2.5 star property
8.2 out of 10, Very good, (552)
"Staff very friendly, especially the breakfast woman and room cleaners"
The price is €72
includes taxes & fees
27 Jul - 28 Jul
Comfort Inn Lexington South
Hampton Inn Nicholasville Brannon Crossing
Relax in the serene outdoor patio area, surrounded by lush greenery and comfortable seating.

Hampton Inn Nicholasville Brannon Crossing

2.5 star property
9.4 out of 10, Exceptional, (184)
"Very clean property and friendly staff. "
The price is €95
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Nicholasville Brannon Crossing
Holiday Inn Express Nicholasville by IHG
Stunning hotel entrance with a central entrance flanked by two columns, surrounded by lush greenery and multiple windows.

Holiday Inn Express Nicholasville by IHG

2.5 star property
8.6 out of 10, Excellent, (574)
"Staff was great, rooms are clean "
The price is €93
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Nicholasville by IHG
Asbury Inn & Suites
Relax in the shaded patio area with comfortable seating and tables under a covered roof.

Asbury Inn & Suites

3.0 star property
9.6 out of 10, Exceptional, (466)
"Very clean rooms, good breakfast"
The price is €121
includes taxes & fees
27 Jul - 28 Jul
Asbury Inn & Suites
Montgomery Inn BnB
Traditional two-story house with a porch and a flagpole, surrounded by well-maintained hedges and a tree.

Montgomery Inn BnB

4.0 star property
9.4 out of 10, Exceptional, (95)
"Absolutely amazing stay. "
The price is €190
includes taxes & fees
30 Jul - 31 Jul
Montgomery Inn BnB
Derby Inn & Suites
Two single beds with wooden headboards and red bedspreads, each with a bedside table and lamp.

Derby Inn & Suites

2.5 star property
6.6 out of 10, (224)
"The smiles of the staff."
Derby Inn & Suites
Charred Oaks Inn
Classic architecture meets serene surroundings in this two-story retreat, featuring a covered porch and lush greenery.

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
Stately Victorian-style house with a wrap-around porch and beautifully manicured lawn.

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
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Enjoy cooking in this well-equipped kitchen with a stove, oven, microwave, and dishwasher.

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

10.0 out of 10, Exceptional, (29)
"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 €373
includes taxes & fees
19 Aug - 20 Aug
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
The Woodford Hotel
Exterior

The Woodford Hotel

2.0 star property
The price is €750
includes taxes & fees
8 Aug - 9 Aug
The Woodford Hotel
Woodford Stables / Walk to Eckert's Orchard
Relax in the serene outdoor seating area with a fire pit surrounded by Adirondack chairs.

Woodford Stables / Walk to Eckert's Orchard

9.6 out of 10, Exceptional, (20)
"Great location for visiting Keeneland, Distilleries and downtown.Woodford Stables was beautiful setting "
Woodford Stables / Walk to Eckert's Orchard
Four Roses Suite, The Woodford Hotel
Experience the charm of this historic building with a classic brick facade and large windows, offering outdoor seating areas and a convenient parking spot.

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 €308
includes taxes & fees
8 Aug - 9 Aug
Four Roses Suite, The Woodford Hotel
Five Minutes from Keeneland!
Staircase leads to an upper level, featuring turned balusters and a handrail.

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 €304
includes taxes & fees
24 Aug - 25 Aug
Five Minutes from Keeneland!
Old Crow Suite, The Woodford Hotel
Experience the charm of this historic bar, featuring a cozy outdoor seating area with metal tables and chairs.

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 €305
includes taxes & fees
8 Aug - 9 Aug
Old Crow Suite, The Woodford Hotel
High style on the Bourbon Trail
Relax in this stylish living room with a brick wall, large windows, and a mix of furniture.

High style on the Bourbon Trail

10.0 out of 10, Exceptional, (92)
"Great place to stay!"
High style on the Bourbon Trail
Handcrafted Rustic Cabin on the Bourbon Trail
Relax in a serene outdoor space surrounded by lush greenery and comfortable seating.

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
Enjoy cooking and dining in this well-equipped kitchen with a brick wall and large window.

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

10.0 out of 10, Exceptional, (10)
"Beautiful home exactly as depicted in listing photos near Keeneland for convenient race access. Exactly what we wanted - very comfortable and well-adorned home for our large group."
This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key
Historic Downtown Morgan Street Apartment - Pet Friendly!
Enjoy cooking in this well-equipped kitchen with a sink, stove, and appliances.

Historic Downtown Morgan Street Apartment - Pet Friendly!

9.6 out of 10, Exceptional, (9)
"Everything about this cute house was amazing! Walking distance to a lot of restaurants and shops."
Historic Downtown Morgan Street Apartment - Pet Friendly!
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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Top Jessamine County Hotel Reviews

GLō Best Western Lexington

GLō Best Western Lexington

10/10 Excellent
"The decor was unusual, but refreshing. The room was spacious and comfortable. The shower was amazing as well. The breakfast served was one of the best I have encounter on trips."
Clyde 1-night trip
Posted 1 day ago
GLō Best Western Lexington