Jackson Vacations from $676

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The Latest Jackson vacation packages

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

Wildflower Ranch Inn

3.5 out of 5
Price was $924, price is now $676 per person
$676
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.2/10 Wonderful! (22 reviews)
We had a lovely stay at the Wildflower Ranch Inn. The house and property are beautiful, and the hosts are awesome. Breakfast was great also.

Reviewed on Jan 9, 2026

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $906, price is now $810 per person
$810
per person
May 29 - May 31
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.2/10 Very Good! (1,000 reviews)
Pet friedly. Clean and large rooms. Ample parking. Close to many shops and restaurants!

Reviewed on Apr 9, 2026

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $874, price is now $783 per person
$783
per person
May 29 - May 31
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

Homewood Suites by Hilton Lexington Fayette Mall

Homewood Suites by Hilton Lexington Fayette Mall

3 out of 5
Price was $908, price is now $822 per person
$822
per person
May 29 - May 31
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9/10 Wonderful! (791 reviews)
Thr stsff is very friendly abd helpful, room was clean but the beds were some of the least comfortable we've slept on. Mattress was hard as a rock and a big dip in the middle. AC was incredibly loud as well. We were glad it was only for one night.

Reviewed on Apr 10, 2026

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $824, price is now $749 per person
$749
per person
May 29 - May 31
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
$239 nightly
The price is $256 total per night from Apr 16 to Apr 17
$256 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 $676 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.