Jackson Vacations from $550

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The Latest Jackson vacation packages

Price found within the past 48 hours. Click for updated prices.
GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
Price was $633, price is now $550 per person
$550
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.4/10 Exceptional! (2,270 reviews)
Clean room, excellent breakfast managed so well.

Reviewed on Feb 20, 2026

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $817, price is now $678 per person
$678
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.2/10 Very Good! (1,000 reviews)
Comfortable clean room, excellent dinner restaurant (Tavern), good complimentary breakfast.

Reviewed on Feb 17, 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 $1,177, price is now $1,018 per person
$1,018
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $996, price is now $907 per person
$907
per person
May 8 - May 10
found 21 hours ago
Roundtrip flight included
Philadelphia (PHL) to Lexington (LEX)
9.4/10 Exceptional! (1,003 reviews)
Great place to stay.

Reviewed on Feb 21, 2026

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Jackson Hotel 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
$197 nightly
The price is $210 total per night from Feb 23 to Feb 24
$210 total
Feb 23 - Feb 24
Total with taxes and fees
10/10 Exceptional! (334 reviews)
Everything was wonderful! Beautiful views!

Reviewed on Feb 20, 2026

Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
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
9.8/10 Exceptional! (88 reviews)
Had a great stay, thank you!

Reviewed on Feb 14, 2026

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

Secluded with amazing view

2 out of 5
Jackson KY
10/10 Exceptional! (4 reviews)
We had an amazing stay at this beautiful mountain cabin. The location was peaceful and surrounded by beautiful scenery, making it the perfect place to relax and unplug. The cabin itself was clean, cozy, and well-equipped with everything we needed and in excellent condition. We especially loved the ...

Reviewed on Jan 3, 2026

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Secluded with amazing view
See all 668 properties in Jackson
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.

Find the Best Jackson Vacation Packages

Jackson Essential Information

Language
English
Currency
U.S dollars
Population
2,200
Max Temp Winter
45ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Jackson vacation package cost?
Offering excellent value package deals from $550 on Expedia, you'll be surprised at how little a vacation to Jackson costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jackson?
November, December and January are great times to look for cheap Jackson vacation packages. Traveling in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Jackson?
Typically, a handful of days is enough to visit the major attractions during your Jackson vacation. However, if you'd like to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Jackson package deals?
Use Expedia's filters to help you find some of the best Jackson package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Jackson package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Jackson vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customize your Jackson getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Jackson?
Secure amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Jackson trip.
Does Expedia offer Book Now, Pay Later Jackson vacation packages?
Your Jackson break is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.