Jackson Vacations from $417
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Jackson Vacation
Book a Jackson vacation package and immerse yourself in the rhythm and vibe of this sought-after neighborhood. With all your travel plans worked out, the only thing you need to focus on here is having an absolute ball. Not sure what to see and do during your trip to Jackson? Nearby attractions such as Muhammad Ali Center, KFC Yum Center and University of Louisville are great places to start. Expedia can put your plans into action. Book your ultimate Jackson vacation now.
The Latest Jackson Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Distill-Inn
Price was $473, price is now $417 per person
$417
per person
Dec 24 - Dec 27
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to Louisville (SDF)
9.4/10 Exceptional! (1,628 reviews)
Very clean, friendly staff
Continental breakfast was very good.
Would stay here again if we came back to the area.
Reviewed on Nov 9, 2026
Louisville Bourbon Inn
Old Louisville
Price was $1,147, price is now $995 per person
$995
per person
Dec 30 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Louisville (SDF)
10/10 Exceptional! (25 reviews)
My stay at the Bourbon Inn was simply amazing. Everything was fresh and clean and the service simply awesome! Directly across the street from the Bourbon Inn is Central Park with tons of trees, flowers, and other vegetation contributing to the fresh air space occupied by the Bourbon Inn. The breakfast cooked fresh each and every morning was excellent! I wholeheartedly recommend the Bourbon Inn, a peaceful place to relax, meditate, have a vacation, or just a place to retreat from the stress of today's busy world!
Reviewed on Aug 25, 2026
Where to stay in Jackson
Find the best Jackson areas and neighborhoods for the activities you enjoy most. Learn more about Jackson
Downtown Louisville
3 out of top 10 points of interest in this area
Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.
Jackson Hotel Deals
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $160 total per night from Nov 22 to Nov 23
$160 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (4,484 reviews)
"Very nice hotel. Rooms were cold and unable to adjust temperature to warmer. The elevator to parking garage was out at check out. They expected us to enter the garage with all of our luggage the same way the cars went in"
Reviewed on Nov 9, 2026
The Brown Hotel
335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Nov 25 to Nov 26
$153 total
Nov 25 - Nov 26
Total with taxes and fees
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Nov 15 to Nov 16
$107 total
Nov 15 - Nov 16
Total with taxes and fees
9.6/10 Exceptional! (2,622 reviews)
"Front desk staff wonderful and Oliver’s restaurant is terrific!"
Reviewed on Nov 9, 2026
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.
Things to do
Kentucky Derby Museum - General Admission and Guided Track Visit
$24
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
$129
per adult
94% of travellers recommend
The Best of Old Louisville: 60-Minute PRIVATE Guided Walking Tour
$53
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.