Jessamine County Vacations & Trips from ￥150,734

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The Latest Jessamine County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Lexington W - Versailles by IHG

Holiday Inn Express & Suites Lexington W - Versailles by IHG

2.5 out of 5
Price was ￥164,454, price is now ￥150,734 per person
￥150,734
per person
Jan 19 - Jan 23
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lexington (LEX)
18.8/10 Exceptional! (774 reviews)
Exceptional staff, room was clean and comfortable.

Reviewed on Nov 16, 2025

The St. Clair

The St. Clair

2 out of 5
Price was ￥197,742, price is now ￥169,430 per person
￥169,430
per person
Jan 19 - Jan 23
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lexington (LEX)
18/10 Exceptional! (70 reviews)
Clean, spacious, great location

Reviewed on Nov 13, 2025

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
Price was ￥174,179, price is now ￥157,686 per person
￥157,686
per person
Jan 19 - Jan 23
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lexington (LEX)
17.2/10 Exceptional! (565 reviews)
Great staff. Nice rooms

Reviewed on Nov 10, 2025

Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3 out of 5
Price was ￥168,682, price is now ￥153,408 per person
￥153,408
per person
Jan 19 - Jan 23
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lexington (LEX)
19.2/10 Exceptional! (462 reviews)
Competent and friendly staff. Nice updated bathroom, kitchen, and bedrooms

Reviewed on Oct 26, 2025

The Kentucky Castle

The Kentucky Castle

2 out of 5
Price was ￥215,462, price is now ￥197,018 per person
￥197,018
per person
Jan 19 - Jan 23
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Lexington (LEX)
15.2/10 Exceptional! (15 reviews)
Room was in good cond

Reviewed on Nov 13, 2025

Jessamine County Hotel Deals

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing

2.5 out of 5
453 East Brannon Road Nicholasville KY
Fully refundableReserve now, pay when you stay
The price is ￥14,161 per night from Dec 4 to Dec 5
￥14,161
￥15,610 total
Dec 4 - Dec 5
includes taxes & fees
9.2/10 Wonderful! (225 reviews)
Clean and the breakfast was good.

Reviewed on Nov 4, 2025

Hampton Inn Nicholasville Brannon Crossing
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ￥20,841 per night from Nov 29 to Nov 30
￥20,841
￥24,191 total
Nov 29 - Nov 30
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Very clean

Reviewed on Nov 17, 2025

Hyatt Regency Lexington
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ￥21,559 per night from Nov 29 to Nov 30
￥21,559
￥27,732 total
Nov 29 - Nov 30
includes taxes & 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

The Manchester
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.

Frequently asked questions

How much does a Jessamine County vacation package cost?
The cheapest Jessamine County package is ￥150,734, so your dream getaway can become a reality — without spending an arm and a leg. Combine flights, hotels and car rentals to custom build a package that matches your travel style.
How do I get a cheap travel package to Jessamine County?
Search for flights that fit in with your schedule, add a hotel to your booking and see how much you save with a Jessamine County vacation package. It's that simple! From flights and hotels to rental cars and tours, Expedia is where your cheap getaway begins. And with over 550 air carriers and 1,000,000 hotels all over the world to select from, you won't be short of choice.
What are the top hotels in Jessamine County?
Wilmore is one place that most travelers to Jessamine County put on their itinerary. For a memorable stay here, look up Holiday Inn Express Nicholasville, an IHG Hotel and Asbury Inn & Suites.
How far in advance should I book my Jessamine County vacation?
It all depends on the airline, but you can generally compare international flights on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper ticket just weeks before their intended journey.
What does an Expedia Jessamine County travel package include?
Car rentals, flights and hotels — we connect you to all the best deals. All you have to do is pick your favorite combination. After you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to put together an awesome Jessamine County getaway.
What should I know before booking a Jessamine County travel package?
You'll score big savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything together makes trip planning easier. So why waste your money or time? Whether you're putting together an upscale romantic escape or an affordable family break, browse our vacation packages today.
Can I choose my airline with a Jessamine County Expedia vacation package?
Yes, and with more than 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Jessamine County vacation package?
We totally understand that life can throw you the odd curveball. If you've booked a Jessamine County vacation package and have to amend or cancel it, we can help. It's always worth browsing our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.