Southwestern Indiana Vacation Packages 2026 from $695

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Your Southwestern Indiana Vacation

Leave the travel planning to us with a Southwestern Indiana vacation package. With everything organized before you leave home, the only thing you'll need to do is sit back, relax and experience this destination's culture and charm. With so many things to see on a trip to Southwestern Indiana, it can be difficult to know where to start. Kick off your journey in Evansville at Ford Center and Bally's Evansville Casino — two popular attractions here. Another city to add to your itinerary is Jasper. Be sure not to miss Sultan's Run Golf Course and Jasper City Mill. Expedia is your one-stop shop when it comes to organizing your Southwestern Indiana vacation. From flights and hotels, to activities and more, we're here to help you create a travel experience like no other.

The Latest Southwestern Indiana vacation packages

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

New Harmony Inn Resort and Conference Center

$695

per person

Oct 30 - Nov 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Evansville (EVV)

9/10 Wonderful! (555 reviews)

Residence Inn by Marriott Evansville East

$752

per person

Oct 5 - Oct 10

found 8 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Evansville (EVV)

8.6/10 Excellent! (557 reviews)

Outstanding service and satisfaction.

Reviewed on Aug 28, 2026

Comfort Inn & Suites Evansville Airport

$760

per person

Oct 5 - Oct 10

found 8 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Evansville (EVV)

8/10 Very Good! (1,008 reviews)

Holiday Inn Express Evansville West by IHG

$895

per person

Oct 5 - Oct 10

found 8 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Evansville (EVV)

8.6/10 Excellent! (609 reviews)

Comfort Inn Evansville East

$698

per person

Oct 5 - Oct 10

found 8 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Evansville (EVV)

7.8/10 Good! (930 reviews)

There is NO comfort @ this Inn… Only pro I seen was the location of all the restaurants… Entered the room musty smell, seen mold in the AC unit, turned air down to 61 to get it colder, didn’t work even after being on from 3PM, -10AM… The emergency exit door wasn’t unlocking from inside/outside had to have the workers fix it, still didn’t unlock from outside had to prop open with rock by door… The stairwell exit wasn’t usable (didn’t need to use, but I’m sure this is a fire hazard). Pillows were the size of a toddler’s pillow & very thin!!! Towels looked/smelled like they wasn’t freshly washed… I only stayed here bc they needed to do work on my AC drain & this was one of the less expensive motels, & didn’t think it would be this bad!!! I wish I would have just went ahead it paid the extra money for a better one… I will NOT be staying here again!!!

Reviewed on Aug 27, 2026

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Stay near popular Southwestern Indiana attractions

A water slide with a yellow and green inflatable raft carrying three people.

Holiday World and Splashin' Safari

9.4/10 (294 reviews)

Every day is a holiday at this fun-filled combination theme park and water park, where visitors of all ages can explore roller coasters, raft rides and wave pools.

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A leopard lying on grass with a chain-link fence in the background.

Mesker Park Zoo

8.0/10 (158 reviews)

Meet the animals who live at Mesker Park Zoo during your trip to Evansville. While you're here, you can savor the lively bars.

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Ford Center

8.4/10 (472 reviews)

Catch an event at Ford Center during your trip to Evansville. While you're here, you can savor the lively bars.

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Old National Events Plaza

8.2/10 (122 reviews)

Catch an event at Old National Events Plaza during your trip to Evansville. While you're here, you can savor the lively bars.

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Ellis Park Race Course

8.4/10 (27 reviews)

Why not roll the dice with a visit to Ellis Park Race Course during your time in Henderson? Stroll along the riverfront or experience the festivals in this family-friendly area.

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Deaconess Sports Park

8.4/10 (31 reviews)

Deaconess Sports Park is just one of the places to see in Evansville, so why not enjoy the other things to explore during your travels? Check out the shops and top-notch restaurants in this family-friendly area.

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Eastland Mall

8.4/10 (503 reviews)

You can browse for the perfect souvenirs at Eastland Mall during your trip to Evansville. Attend a sporting event while you're in the area, or simply enjoy its cocktail bars.

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Vincennes University

8.6/10 (77 reviews)

Take a campus tour or just explore the area of Vincennes University, during your trip to Vincennes. Discover the entertainment venues and cathedral in this family-friendly area.

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Southwestern Indiana Hotel Deals

Santas Lodge and Resort

91 W CHRISTMAS BLVD Santa Claus IN

Fully refundableReserve now, pay when you stay

$116 nightly

$130 total

Sep 23 - Sep 24

Total with taxes and fees

Jasper Inn

951 Wernsing Road Jasper IN

Fully refundableReserve now, pay when you stay

$89 nightly

$100 total

Aug 30 - Aug 31

Total with taxes and fees

8/10 Very Good! (827 reviews)

"The staff was friendly and helpful. The rooms were clean and tidy. At check in I was given the option of adjoining rooms."

Reviewed on Aug 28, 2026

Fairfield Inn By Marriott Evansville East

7879 Eagle Crest Blvd Evansville IN

Fully refundableReserve now, pay when you stay

$93 nightly

$107 total

Sep 13 - Sep 14

Total with taxes and fees

8.6/10 Excellent! (524 reviews)

"The staff was friendly and helpful. The room smelled like bleach which aggravated my asthma. The toilet also ran constantly."

Reviewed on Aug 28, 2026

See all 840 properties in Southwestern Indiana

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.