Jackson Vacations from $312

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The Latest Jackson vacation packages

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

Hampton Inn Frankfort

2.5 out of 5
Price was $378, price is now $312 per person
$312
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
9/10 Wonderful! (939 reviews)
Tesla Superchargers next door. Very convenient for EV drivers.

Reviewed on Nov 25, 2025

Courtyard Lexington South/Hamburg Place

Courtyard Lexington South/Hamburg Place

3 out of 5
Price was $547, price is now $457 per person
$457
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
8.6/10 Excellent! (372 reviews)
Safe parking and close. Only downfall to hotel is refrigerator only in 2 hour period of time, must press button every 2 hours to keep on.

Reviewed on Oct 6, 2025

Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $677, price is now $571 per person
$571
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
9.4/10 Exceptional! (102 reviews)
Beautiful place, kind and wonderful owners, and a delightful dog. :) Clean rooms with hot tub and delicious, homemade breakfasts. Would absolutely stay here again!

Reviewed on Nov 29, 2025

Studio 6 Georgetown, KY – Lexington North

Studio 6 Georgetown, KY – Lexington North

2 out of 5
Price was $422, price is now $382 per person
$382
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
6.6/10 (209 reviews)
The room was ok clean staff friendly

Reviewed on Dec 1, 2025

TownePlace Suites by Marriott Lexington South/Hamburg Place

TownePlace Suites by Marriott Lexington South/Hamburg Place

3 out of 5
Liberty Area
Price was $487, price is now $443 per person
$443
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
9.2/10 Wonderful! (908 reviews)
Mattresses all have large urine stains on them. Asked to move to a different room and found the same on the two queen beds there. So gross! Bathroom floor had a wad of hair in the floor but otherwise was very clean. On the plus side staff was very nice. Definitely not what I expected for price I paid though.

Reviewed on Nov 3, 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 KY
$194 nightly
The price is $208 total per night from Jan 6 to Jan 7
$208 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
10/10 Exceptional! (399 reviews)
Awesome weekend! The cabin was so cozy! Very peaceful weekend and enjoyed the hot tub!

Reviewed on Dec 7, 2025

Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!
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
$196 nightly
The price is $209 total per night from Dec 17 to Dec 18
$209 total
Dec 17 - Dec 18
Total with taxes and fees
10/10 Exceptional! (321 reviews)
No complaints. Absolutely beautiful property. It was clean and the views - priceless! Host was very responsive instructions for check in/out were clear. Would definitely visit again!

Reviewed on Dec 4, 2025

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! (82 reviews)
Beautiful views and comfortable stay! Be aware the upper loft is only accessible by ladder and two downstairs bedrooms and bathroom are accessible by tight spiral staircase, or outdoor stairway

Reviewed on Dec 3, 2025

Get rates
Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice
See all 709 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 $312 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.