Deals on vacations and trips to Jackson County

Save when you book Jackson County, IN package deals

Choose two or more items and save on your trip:

Jackson County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Marriott Louisville East

Marriott Louisville East

4 out of 5
Jeffersontown
Price was $516, price is now $418 per person
$418
per person
Apr 2 - Apr 5
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Best Western Premier Airport/Expo Center Hotel

Best Western Premier Airport/Expo Center Hotel

3.5 out of 5
Shively
Price was $729, price is now $585 per person
$585
per person
Mar 27 - Mar 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the indoor pool and free perks like continental breakfast and free self parking.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $629, price is now $506 per person
$506
per person
May 15 - May 17
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
Save 100% on your flight
Price was $2,865, price is now $2,319 per person
$2,319
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
This smoke-free hotel features 3 restaurants and 3 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, luggage storage, and concierge services are also on offer.
Radisson Hotel Louisville North

Radisson Hotel Louisville North

3 out of 5
Price was $1,281, price is now $1,072 per person
$1,072
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Top Jackson County hotels deals

Biddle Hotel and Conference Center

Biddle Hotel and Conference Center

3 out of 5
900 E. 7th St. Bloomington IN
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $174 total per night
$174 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and luggage storage are also on offer.
La Quinta Inn & Suites by Wyndham Bloomington

La Quinta Inn & Suites by Wyndham Bloomington

3 out of 5
3380 W Runklel Way Bloomington IN
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $109 total per night
$109 total
Mar 3 - Mar 4
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Hyatt Place Bloomington

Hyatt Place Bloomington

3 out of 5
217 W. Kirkwood Ave. Bloomington IN
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $114 total per night
$114 total
Mar 19 - Mar 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.
Hilton Garden Inn Bloomington

Hilton Garden Inn Bloomington

3 out of 5
245 North College Avenue Bloomington IN
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Mar 9 - Mar 10
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Postcard Cabins Brown County, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Brown County, Outdoor Collection by Marriott Bonvoy

2 out of 5
6249 Poplar Grove Rd Columbus IN
$109 nightly
The price is $125 total per night
$125 total
Feb 23 - Feb 24
Total with taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
Graduate by Hilton Bloomington

Graduate by Hilton Bloomington

4 out of 5
210 E Kirkwood Avenue Bloomington IN
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $183 total per night
$183 total
Mar 3 - Mar 4
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Self parking and luggage storage are also offered on site.
Don't see what you're looking for?
See all available properties in Jackson County
View all properties
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.

Photos of local treasures

Browse Jackson County vacation photos for more inspiration

There are not so many covered bridges left anymore in southern Indiana but this one near Medora is particularly long and in good condition! Black-and-white seemed to capture the composition best.
There are not so many covered bridges left anymore in southern Indiana but this one near Medora is particularly long and in good condition! Black-and-white seemed to capture the composition best.

Frequently asked questions

How much are vacation packages to Jackson County?
Treat yourself to a one-of-a-kind experience in Jackson County with a vacation package starting at just $418. Reserving flights and hotels with Travelocity is a breeze. On top of that, our package deals will leave you with more money in your pocket for loads of fun times.
Where can I get the best vacation package deals for Jackson County?
Travelocity has countless ways to score an awesome Jackson County package deal. Take your pick of 400 airlines and 1,000,000 properties across the globe and create a travel itinerary that's perfect for you. With this amount of choice at your fingertips, it's time to start booking your next big getaway.
Why should I purchase my Jackson County vacation bundle with Travelocity?
You'll not only enjoy big savings, but you'll also have access to our round-the-clock support, high-quality service and a Price Match Guarantee. Roam across the world, uncover hidden sights and make unforgettable memories — we'll take care of the little details.
Will I save money on my Jackson County car rental if I bundle it with my hotel or flight?
Sure can. And our Jackson County vacation packages are the ideal way to do it. In just a few clicks you can save cash and time by combining your bookings. Collect the keys to your rental car then chart your own course. Searching for things to do? Add some activities or experiences to your package and save on those too.
Which airport is best for Jackson County?
Indianapolis Intl. Airport (IND) and Louisville Intl. Airport (SDF) are the two top airports for flying into Jackson County.

Explore More Ways to Travel with Travelocity