Name: The Manchester
Price range: $223 total
Rating: 9.4

Your Jessamine County Vacation

When adventure calls, answer it with a customized vacation package to Jessamine County. Wherever your travels take you and whatever your plans are, get ready to immerse yourself in a destination with so much to offer. During your trip to Jessamine County, you'll want to include some of its leading cities. What can't you miss? Wilmore. From the moment you book your Jessamine County vacation to when you get back home, Expedia has you covered every step of the way.

The Latest Jessamine County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Trail Hotel

Save 100% on your flight

$380

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip flight included

Miami (MIA) to Louisville (SDF)

17.2/10 Exceptional! (91 reviews)

Absolutely amazing and clean. Great fod and bourbon bar

Reviewed on Nov 2, 2025

The Grady

Downtown Louisville

$676

per person

Feb 13 - Feb 16

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

18.8/10 Exceptional! (1,001 reviews)

Very nice and centrally located.

Reviewed on Nov 17, 2025

Hancock House

Downtown Louisville

$555

per person

Feb 13 - Feb 16

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

16.4/10 Exceptional! (245 reviews)

The apartment was so elegant with an antique vibe. It had high ceilings and lots of tall windows with drapes and blackout blinds. Modern stainless steel kitchen appliances. I really liked that it had an icemaker and lamps in every room. Besides the stairs you couldn’t hear the neighbors.The host made things even more convenient by providing late or early check in, late check out or the option to add an extra night right from the confirmation email of your booking. If you like wholesome comfort and simple amenities you would love this charming apartment stay.

Reviewed on Oct 31, 2025

21c Museum Hotel Louisville

Downtown Louisville

$683

per person

Feb 13 - Feb 16

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

18.4/10 Exceptional! (1,003 reviews)

Room clean , comfortable and quiet.

Reviewed on Nov 18, 2025

Holiday Inn Express Louisville Airport Expo Center by IHG

Hayfield Dundee

$627

per person

Feb 13 - Feb 16

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

17.2/10 Exceptional! (1,001 reviews)

staff was great Room was clean

Reviewed on Nov 8, 2025

Find the Best Jessamine County Vacation Packages

Jessamine County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Blue Grass Airport (LEX)

Jessamine County Hotel Deals

Hampton Inn Nicholasville Brannon Crossing

453 East Brannon Road Nicholasville KY

Fully refundableReserve now, pay when you stay

$91 nightly

$101 total

Nov 30 - Dec 1

Total with taxes and fees

9.2/10 Wonderful! (225 reviews)

Clean and the breakfast was good.

Reviewed on Nov 4, 2025

Hyatt Regency Lexington

401 W High St Lexington KY

Fully refundableReserve now, pay when you stay

$134 nightly

$156 total

Nov 29 - Nov 30

Total with taxes and fees

8.6/10 Excellent! (1,008 reviews)

Very clean

Reviewed on Nov 17, 2025

The Manchester

941 Manchester St Lexington KY

Fully refundableReserve now, pay when you stay

$192 nightly

$223 total

Nov 28 - Nov 29

Total with taxes and fees

9.4/10 Exceptional! (1,045 reviews)

We had a wonderful stay. The hotel was beautiful. The room was well decorated, and the bedding was comfortable. We loved the lounge and the service was excellent. We will definitely return.

Reviewed on Nov 14, 2025

See all 1,185 properties in Jessamine County

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.