Jackson Vacations from $589

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The Latest Jackson vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
Price was $713, price is now $589 per person
$589
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Lexington (LEX)
8.8/10 Excellent! (1,004 reviews)
We arrived late and the staff was still welcoming and friendly. Our room was beautiful- very spacious and clean. A basket of snacks was left for us in the room which was so appreciated. We did have to pay for parking which I found odd but overall I would stay here again and recommend it.

Reviewed on Apr 10, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $885, price is now $672 per person
$672
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Lexington (LEX)
8.8/10 Excellent! (1,001 reviews)
Great location Friendly staff clean room

Reviewed on Apr 7, 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 $879, price is now $720 per person
$720
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Lexington (LEX)
9.4/10 Exceptional! (871 reviews)
Comfortable bed, great staff.

Reviewed on Apr 9, 2026

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $834, price is now $698 per person
$698
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Lexington (LEX)
9.4/10 Exceptional! (1,065 reviews)
Clean room and very spacious. Dinner at hotel was good. Friendly staff. Good location

Reviewed on Apr 11, 2026

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $749, price is now $627 per person
$627
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Lexington (LEX)
9.4/10 Exceptional! (1,005 reviews)
Rooms clean and comfortable. Roomy. Hotel easily accessible. Great shopping and restaurants within walking distance.

Reviewed on Mar 28, 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
$203 nightly
The price is $218 total per night from Apr 14 to Apr 15
$218 total
Apr 14 - Apr 15
Total with taxes and fees
10/10 Exceptional! (344 reviews)
Excellent stay! I honestly would love to book and stay again! Beautiful cabin! Amazing overlook! Can reach restaurant, gas stations, and grocery within 15 minutes. Communication with owner was great. Was a little chilly so didn't get to utilize hot tub and fire place, but we will definitely look ...

Reviewed on Apr 9, 2026

Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
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
$241 nightly
The price is $258 total per night from Apr 16 to Apr 17
$258 total
Apr 16 - Apr 17
Total with taxes and fees
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 KY
9.8/10 Exceptional! (95 reviews)
We had an incredible stay. This is the first place we have rented from VRBO that we immediately said we would go back without hesitation. Beautiful views, great amenities, very clean, great host. There is nothing you can say negative about this property. We will be back.

Reviewed on Apr 10, 2026

Get rates
Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice
See all 697 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 $589 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.