
Jackson County Vacation Packages
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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.
Top vacation destinations in Jackson County

Brownstown
Top Jackson County Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Moxy Louisville Downtown
Downtown Louisville
Price was CA $2,275, price is now CA $1,761 per person
CA $1,761
per person
Sep 18 - Sep 21
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
9.2/10 Wonderful! (789 reviews)
Moxy is definitely an experience. The room was quite small but it is in downtown. The shower was literally located right next to the bed. Did enjoy the lobby lounge area. The bar which is also where you check in can get quite crowded on a Weekend night.
Reviewed on Jul 9, 2026

Cottonwood Airport & Expo Hotel Louisville
Shively
Price was CA $3,747, price is now CA $2,854 per person
CA $2,854
per person
Sep 23 - Sep 28
found 21 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
8.6/10 Excellent! (1,006 reviews)
The staff was awesome and very helpful and welcoming!! Enjoyed our stay.
Reviewed on Jul 12, 2026

Hyatt Regency Louisville
Downtown Louisville
Price was CA $2,676, price is now CA $2,016 per person
CA $2,016
per person
Sep 18 - Sep 21
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
8.8/10 Excellent! (1,002 reviews)
We were put in a handicapped room, which wasn’t necessary. It was very sparse. The lighting in bath & living area was terrible. Otherwise, we stayed there 2 nights because I didn’t want to repack, and move
Reviewed on Jul 10, 2026

The Brown Hotel
Downtown Louisville
Price was CA $2,372, price is now CA $1,875 per person
CA $1,875
per person
Sep 18 - Sep 21
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
9.4/10 Exceptional! (1,260 reviews)
Great room. Very comfortable and staff was very helpful. Love staying when I go to Louisville. Close to everything downtown.
Reviewed on Jul 11, 2026

Aloft by Marriott Louisville Downtown
Downtown Louisville
Price was CA $2,286, price is now CA $1,836 per person
CA $1,836
per person
Sep 18 - Sep 21
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
I didn’t like the room in general. I didn’t like the layout at all. The bathroom was right up front. There was no place to hang towels. The closet was very inconvenient if someone was trying to get ready. The lighting was horrible.. very dark. I didn’t even notice the refrigerator (under the sink) for awhile. There was no place in the shower to sit any products. The products that were available in the shower were very hard to use due to where the shower head was placed. I didn’t like the breakfast situation. We ended up going somewhere else where we could sit down and get waited on. It wasn’t clear where to park when we first arrived. We stayed two nights and our room was never cleaned. The sink in the bathroom took up most of the room on the countertop and there wasn’t any room to sit anything else.
I will say it was in a great location and made it easy to walk to any downtown activity. Other than that I wouldn’t recommend it and only picked it because most other hotels I checked downtown were already booked.
Reviewed on Jul 11, 2026
Jackson County Hotel Deals

Quality Inn Seymour I-65
2075 E Tipton St Seymour IN
Fully refundable
The price is CA $121 per night from Jul 26 to Jul 27
CA $121
CA $136 total
Jul 26 - Jul 27
includes taxes & fees
7/10 Good! (628 reviews)
"Convenient place to stop, restaurants are close."
Reviewed on Jul 8, 2026

Fourwinds Lakeside Inn & Marina
9301 S Fairfax Rd Bloomington IN
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Aug 9 to Aug 10
CA $182
CA $204 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very good! (838 reviews)
"Serious need of updating. Also, shampoo/body wash bottles were empty just as the milk and half & half at breakfast were empty. It was lovely being on the lake and the pool was nice, but the accommodations need help."
Reviewed on Jul 10, 2026

IU Biddle Hotel
900 E. 7th St. Bloomington IN
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 15 to Jul 16
CA $197
CA $221 total
Jul 15 - Jul 16
includes taxes & fees
9.4/10 Exceptional! (1,707 reviews)
"Beautiful location in the heart of the greatest University in the Big 10. Walking distance to everywhere"
Reviewed on Jul 10, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.









