Jackson Vacation Packages 2026 from $560

Jackson flight + hotel vacation packages

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

Montgomery Inn BnB

$560

per person

Oct 7 - Oct 10

found 11 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Lexington (LEX)

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

Save 100% on your flight

$1,012

per person

Oct 7 - Oct 10

found 11 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Lexington (LEX)

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

21c Museum Hotel Lexington

Downtown Lexington

Save 100% on your flight

$882

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Denver (DEN) 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.

DoubleTree Suites by Hilton Hotel Lexington

$755

per person

Oct 7 - Oct 10

found 11 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Lexington (LEX)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a coffee shop are also offered.

Elwood Hotel & Suites

$859

per person

Oct 7 - Oct 10

found 11 hours ago

Roundtrip non-stop flight included

Denver (DEN) 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.

Top Jackson hotels deals

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

Jackson KY

$243 nightly

$260 total

Jul 20 - Jul 21

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

Jackson KY

$212 nightly

$227 total

Aug 3 - Aug 4

Total with taxes and fees

A hot tub is featured at this cabin, along with 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

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

Natural Bridge State Resort Park

2135 Natural Bridge Road Slade KY

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$128 total

Aug 11 - Aug 12

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

781 Natural Bridge Rd Slade KY

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$97 total

Jul 13 - Jul 14

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.

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 $560. 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.