Deals on vacations and trips to Jackson

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Jackson flight + hotel vacation packages

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

GuestHouse Lexington

2.5 out of 5
Price was $436, price is now $403 per person
$403
per person
Feb 20 - Feb 22
found 18 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $538, price is now $465 per person
$465
per person
Feb 20 - Feb 22
found 18 hours ago
Roundtrip non-stop flight included
Charleston (CHS) 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.
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $518, price is now $465 per person
$465
per person
Feb 20 - Feb 22
found 18 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a picnic area are also offered.
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
Price was $511, price is now $460 per person
$460
per person
Feb 20 - Feb 22
found 18 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free full breakfast each morning.
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3 out of 5
Price was $447, price is now $412 per person
$412
per person
Feb 20 - Feb 22
found 18 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Top Jackson hotels deals

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

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

Jackson KY
$193 nightly
The price is $206 total per night
$206 total
Jan 13 - Jan 14
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

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

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

Jackson KY
$194 nightly
The price is $208 total per night
$208 total
Jan 20 - Jan 21
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

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $95 total per night
$95 total
Jan 16 - Jan 17
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
Black Bear Lodge Motel

Black Bear Lodge Motel

2.5 out of 5
781 Natural Bridge Rd Slade KY
Get rates
This motel features a coffee shop, barbecue grills, and free self parking. A convenience store and a picnic area are also provided.
Parking included
Air conditioning
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr Prestonsburg KY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $115 total per night
$115 total
Jan 15 - Jan 16
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Jackson
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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.

Kentucky River Medical Center

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 $403. 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.

Photos of local treasures

Browse Jackson vacation photos for more inspiration

Photo by Hyelsinta
Photo by Hyelsinta