Jackson County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by T. R. Filbin

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Jackson County Vacation

From start to finish, all the details are taken care of when you choose a Jackson County vacation package. So whether you're coming to experience its culture, or any of its other highlights, planning your adventure is simple. Start your trip to Jackson County by spending a few nights in McKee, one of the leading cities here. When it's time to stop dreaming and start packing, Expedia will help turn your Jackson County vacation into reality.

Top Jackson County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard Lexington Keeneland/Airport

Courtyard Lexington Keeneland/Airport

3 out of 5
Beaumont Residential
Price was CA $1,325, price is now CA $1,229 per person
CA $1,229
per person
Apr 10 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (796 reviews)
The staff is very friendly. Rooms are very clean. Located in safe, convenient area.

Reviewed on Nov 11, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was CA $1,608, price is now CA $1,357 per person
CA $1,357
per person
Apr 10 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,002 reviews)
Clean room. Great staff. Restaurant was delicious.

Reviewed on Feb 15, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was CA $1,722, price is now CA $1,586 per person
CA $1,586
per person
Apr 10 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (838 reviews)
I have stayed there several times. Always enjoyable. Clean and friendly.

Reviewed on Feb 4, 2026

Residence Inn Lexington Keeneland/Airport

Residence Inn Lexington Keeneland/Airport

3 out of 5
Beaumont Residential
Price was CA $1,348, price is now CA $1,248 per person
CA $1,248
per person
Apr 10 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9/10 Wonderful! (560 reviews)
It was great everything was so clean and the staff was awesome and the lady who makes the breakfast omg she did amazing

Reviewed on Feb 15, 2026

Fairfield Inn & Suites Lexington Keeneland Airport

Fairfield Inn & Suites Lexington Keeneland Airport

2.5 out of 5
Beaumont Residential
Price was CA $1,333, price is now CA $1,235 per person
CA $1,235
per person
Apr 10 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (702 reviews)
Change of management cost me over $200. I should’ve been informed so I could have found a different location!!!

Reviewed on Jan 17, 2026

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Jackson County Hotel Deals

Baymont by Wyndham London KY

Baymont by Wyndham London KY

2.5 out of 5
2075 Hwy 192 London KY
Fully refundableReserve now, pay when you stay
The price is CA $69 per night from Mar 8 to Mar 9
CA $69
CA $77 total
Mar 8 - Mar 9
includes taxes & fees
8.6/10 Excellent! (1,143 reviews)
Staff is amazing at the London location I don’t recommend the Corbin location if ya can stay at London Baymont then stay there!!!Treated me like part of the family!!!

Reviewed on Feb 16, 2026

Baymont by Wyndham London KY
Historic Boone Tavern Hotel and Restaurant

Historic Boone Tavern Hotel and Restaurant

3 out of 5
100 Main St N Berea KY
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Feb 22 to Feb 23
CA $121
CA $134 total
Feb 22 - Feb 23
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Everyone was so nice and very accommodating. Our coffee maker was missing the necessary pod basket and the front desk immediately offered to provide coffee service from their incredible restaurant (Crafted) to compensate. Above and beyond at its best 👌

Reviewed on Feb 15, 2026

Historic Boone Tavern Hotel and Restaurant
Clarion Pointe Richmond North near University

Clarion Pointe Richmond North near University

2.5 out of 5
1751 Lexington Rd Richmond KY
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Feb 24 to Feb 25
CA $96
CA $106 total
Feb 24 - Feb 25
includes taxes & fees
8.2/10 Very Good! (916 reviews)
Room was clean older Property but beds were comfortable. Complimentary Breakfast was good

Reviewed on Feb 15, 2026

Clarion Pointe Richmond North near University
See all 483 properties in Jackson 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Jackson County vacation package cost?
The cheapest Jackson County package is CA $1,229, so your dream getaway can become a reality — without the high price tag. Combine flights, hotels, car rentals and more to tailor make a package suited to your traveling style.
How do I get a cheap travel package to Jackson County?
By bundling. Flights, hotels and rental cars — combine whatever you need into a Jackson County vacation package to save a ton of cash. Score even better deals when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to customize your vacation your way. We offer more than 550 airlines and 1,000,000 properties globally, so that everyone has an opportunity to travel and live out those vacation fantasies.
What are the top hotels in Jackson County?
For properties in McKee with friendly service and comfy beds, look up Lovely 2 Bedroom Apartment and Relaxing 2 Bedroom Apartment. If you're swinging by Annville as well, you can look forward to a solid night's sleep at Cozy Sky View On 18 Acres With Pond or Lovely 2 Bedroom Apartment.
How far in advance should I book my Jackson County vacation?
Travelers can normally browse international fares on Expedia up to 12 months prior to departure. Booking at the last minute? With a bit of luck, it's still possible to score an affordable ticket only weeks before your flight.
What does an Expedia Jackson County travel package include?
From hotels and airfares to car rentals, Expedia can help you put together a Jackson County package that's right for you. Heading off for a few weeks? Check out a hotel, flight and rental car bundle. If your break is short, a flight and hotel deal may suit you better. Experiences can also be added once you've made your booking. Our vacation packages make it easy to plan and save.
What should I know before booking a Jackson County travel package?
A travel package can be tailored to your budget and is a fantastic way to make your budget go further. How much you include is up to you. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Jackson County Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to choose from around the world. With all that choice at your fingertips, finding the right carrier to whisk you away to Jackson County will be a snap.
If I'm not able to travel, can I cancel my Jackson County vacation package?
It is possible to cancel your Jackson County booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.