Jackson Vacation Packages 2026 from $685

Jackson flight + hotel vacation packages

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

Days Inn & Suites by Wyndham Lexington

Radcliff Marlboro

$685

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Wilmington (ILG) to Lexington (LEX)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking.

21c Museum Hotel Lexington

Downtown Lexington

$917

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Wilmington (ILG) to Lexington (LEX)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a snack bar/deli are also offered.

Elwood Hotel & Suites

$859

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Wilmington (ILG) to Lexington (LEX)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.

La Quinta Inn Lexington/Horse Park

$748

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Wilmington (ILG) to Lexington (LEX)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Fairfield Inn & Suites Lexington Keeneland Airport

Beaumont Residential

$893

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Wilmington (ILG) to Lexington (LEX)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the free buffet breakfast each morning.

Top Jackson hotels deals

Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed

Jackson KY

$193 nightly

$206 total

Mar 23 - Mar 24

Total with taxes and fees

A hot tub is featured at this cabin, along with barbecue grills.

Hot Tub

Kitchen

Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice

Jackson KY

Get rates

A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.

Hot Tub

Kitchen

Secluded with amazing view

Jackson KY

Get rates

This cabin features a gym and a hot tub. Laundry facilities and barbecue grills are also provided.

Hot Tub

Kitchen

Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!

Jackson KY

$244 nightly

$261 total

Mar 22 - Mar 23

Total with taxes and fees

A hot tub is featured at this cabin, along with barbecue grills.

Hot Tub

Kitchen

Natural Bridge State Resort Park

2135 Natural Bridge Road Slade KY

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$122 total

Apr 12 - Apr 13

Total with taxes and fees

This cabin features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A picnic area is provided and the front desk is staffed around-the-clock.

Pool

Breakfast included

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley KY

Get rates

This vacation home features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.

Pool

Hot Tub

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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.

Popular places to visit

Kentucky River Medical Center

Though Kentucky River Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Jackson while you are here.

Frequently asked questions

How much are vacation packages to Jackson?

Treat yourself to a memorable travel experience in Jackson with a vacation package starting from just $685. Booking your flights and hotels with Travelocity is easy. What's more, our package deals will leave you with more cash in your pocket for fun times.

How long should my Jackson vacation be?

Usually, 4 nights is how long the majority of travelers spend checking out Jackson. Wondering whether that'll be enough time to fit in everything on your bucket list? Stay a couple more nights so you don't miss a thing.

Where can I get the best vacation package deals for Jackson?

It's hard to look past Travelocity when it comes to putting together your Jackson package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to choose from. Book your trip now and get ready to tick another exciting place off your travel bucket list.

Why should I purchase my Jackson vacation package via Travelocity?

We have a destination for every type of traveler, top-quality service and customer support available 24/7. In addition to that, we'll match any better price you discover with our Price Match Guarantee.

Will I save money on my Jackson car rental if I book it with a hotel or flight?

With a Jackson vacation package, you can bundle your hotel, car and flight bookings and save a ton. If you're in the mood to explore the best of this exciting region, why not head to Dollywood? This renowned attraction is 120 mi from Jackson. With a rental car, you'll be there before you know it.

Where should I stay when visiting Jackson?

The Best views in the area. See 3 states on a clear day. Pics don't do it Justice. is popular with many visitors. Book now to avoid missing out.