Jackson Vacations from $461

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The Latest Jackson vacation packages

Price found within the past 48 hours. Click for updated prices.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
per person
Sep 13 - Sep 15
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Beautiful historic building. Big rooms, views. Fantastic shower and the robes are luxurious touch. Wonderful gallery. Extremely friendly staff.Stay here often.Live it!

Reviewed on Aug 9, 2025

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
per person
Nov 3 - Nov 6
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
9.4/10 Exceptional! (820 reviews)
Like: The neighborhood and close dining. Breakfast was nice. Staff were awesome! Thank you. A little bit let down by the "spa shower".

Reviewed on Jul 29, 2025

Comfort Inn and Suites

Comfort Inn and Suites

2.5 out of 5
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
7.6/10 Good! (647 reviews)
It was okay, but we chose it mainly because they are pet friendly.

Reviewed on Jul 30, 2025

Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
Downtown Lexington
per person
Nov 3 - Nov 6
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
8.4/10 Very Good! (1,001 reviews)
All around it was great

Reviewed on Aug 12, 2025

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
per person
Nov 3 - Nov 6
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
8/10 Very Good! (1,004 reviews)
My bathroom sink wouldn’t drain and they said they didn’t have the tools to fix it. I had to repack my things up and move to another room.

Reviewed on Aug 12, 2025

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Jackson Hotel 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!!!

Jackson
$179 nightly
The price is $192 total per night from Aug 24 to Aug 25
$192 total
Aug 24 - Aug 25
Total includes taxes and fees
10/10 Exceptional! (374 reviews)
Peaceful tranquility
"Very peaceful with great mountain views. Quite and relaxing. Hot tub with a view. Highly recommend this place for those looking to relax."

Reviewed on Aug 8, 2025

Secluded with best views in E. KY. Can see 3 states.You 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
9.8/10 Exceptional! (69 reviews)
Great place with the best views
"Very nice and comfortable."

Reviewed on Aug 7, 2025

Get rates
Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice
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
$187 nightly
The price is $200 total per night from Aug 25 to Aug 26
$200 total
Aug 25 - Aug 26
Total includes taxes and fees
10/10 Exceptional! (300 reviews)
Seclusion!!
"It felt like we were in our own world up in the mountain. It was so peaceful and everything we could ever need for an unplugged getaway. Will definitely be back!"

Reviewed on Aug 12, 2025

Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
See all 636 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.

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Frequently asked questions

How much does a Jackson vacation package cost?
Offering excellent value package deals from $461 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.