
Jackson County Vacations & Trips from $305
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Your Jackson County Vacation
Choose a vacation package to Jackson County and make planning your getaway a breeze. With all the details arranged before you depart, you can focus on enjoying every moment in this amazing destination. Wondering where to stay during your trip to Jackson County? Freetown is a leading city you won't want to miss. From the instant you book your Jackson County vacation to when you return home, Expedia has you covered every step of the way.
The Latest Jackson County Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Crowne Plaza Louisville Airport Expo Ctr by IHG
Fairgrounds
Price was $371, price is now $305 per person
$305
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Louisville (SDF)
8.8/10 Excellent! (795 reviews)
Second time staying here. Staff is helpful, parking is good, room was clean and comfortable. Easy access to get around town.
Reviewed on Sep 1, 2025

Embassy Suites Louisville East
Price was $570, price is now $455 per person
$455
per person
Oct 17 - Oct 21
found 5 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Louisville (SDF)
9/10 Wonderful! (1,005 reviews)
Rooms are excellent size butb that was expected. We were expecting at least two bottles of water bottles in each room which is very common these days.
Reviewed on Sep 5, 2025

Louisville Marriott Downtown
Downtown Louisville
Price was $436, price is now $351 per person
$351
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Louisville (SDF)
9/10 Wonderful! (1,002 reviews)
Very nice place. Clean and stay was outstanding
Reviewed on Sep 3, 2025

Galt House Hotel Trademark Collection by Wyndham
Downtown Louisville
Price was $416, price is now $340 per person
$340
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Louisville (SDF)
9/10 Wonderful! (3,563 reviews)
One of our favorites in Louisville! Great location, easy to walk around to dining options, great place to stay!
Reviewed on Sep 6, 2025

21c Museum Hotel Louisville
Downtown Louisville
Price was $463, price is now $382 per person
$382
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Louisville (SDF)
9.2/10 Wonderful! (1,003 reviews)
I would definitely stay again at this chic hotel chain
Reviewed on Sep 7, 2025
Jackson County Hotel Deals

Biddle Hotel and Conference Center
900 E. 7th St., Bloomington, IN
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $156 total per night from Sep 8 to Sep 9
$156 total
Sep 8 - Sep 9
Total with taxes and fees

La Quinta Inn & Suites by Wyndham Bloomington
3380 W Runklel Way, Bloomington, IN
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Sep 21 to Sep 22
$105 total
Sep 21 - Sep 22
Total with taxes and fees

Cascades Inn
2601 N Walnut Street, Bloomington, IN
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Sep 8 to Sep 9
$80 total
Sep 8 - Sep 9
Total with taxes and fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.