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 $559, price is now $467 per person
$467
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free buffet 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 $855, price is now $690 per person
$690
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $875, price is now $766 per person
$766
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Free self parking and a coffee shop are also offered on site.
Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
Price was $814, price is now $726 per person
$726
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $653, price is now $589 per person
$589
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Lexington (LEX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Jackson hotels deals

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!!!

$161 nightly
The price is $172 total per night
$172 total
Oct 7 - Oct 8
Total with taxes and fees
A hot tub is featured at this cabin, along with barbecue grills.
Hot Tub
Kitchen
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

$177 nightly
The price is $190 total per night
$190 total
Oct 9 - Oct 10
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

Get rates
A hot tub is featured at this cabin, along with laundry facilities and 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
$106 nightly
The price is $117 total per night
$117 total
Nov 4 - Nov 5
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
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 out of 5
85 Hal Rogers Drive, Prestonsburg, KY
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $108 total per night
$108 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Black Bear Lodge Motel

Black Bear Lodge Motel

2.5 out of 5
781 Natural Bridge Rd, Slade, KY
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $97 total per night
$97 total
Oct 7 - Oct 8
Total with taxes and fees
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
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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 $467. 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