Southwestern Indiana Vacation Packages 2026 from $687

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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.

Super 8 by Wyndham Grayville

$687

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Evansville (EVV)

8/10 Very Good! (572 reviews)

Residence Inn by Marriott Evansville East

$730

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Evansville (EVV)

8.6/10 Excellent! (559 reviews)

New Harmony Inn Resort and Conference Center

$752

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Evansville (EVV)

9/10 Wonderful! (563 reviews)

Liked it very much!

Reviewed on Sep 22, 2026

Wingate by Wyndham Owensboro

$713

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Evansville (EVV)

7.6/10 Good! (907 reviews)

Ramada by Wyndham Tell City

$705

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Evansville (EVV)

7.4/10 Good! (591 reviews)

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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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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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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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Goebel Soccer Complex

7.8/10 (30 reviews)

After visiting Goebel Soccer Complex, make a plan to see the other sights and activities in Evansville. While you're here, you can savor the lively bars.

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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

$101 nightly

$113 total

Oct 25 - Oct 26

Total with taxes and fees

Bally’s Evansville Casino & Hotel

421 NW Riverside Drive Evansville IN

Fully refundableReserve now, pay when you stay

$89 nightly

$102 total

Sep 28 - Sep 29

Total with taxes and fees

Hyatt Place Evansville

202 Se 2nd St Evansville IN

Fully refundableReserve now, pay when you stay

$118 nightly

$136 total

Oct 1 - Oct 2

Total with taxes and fees

9.4/10 Exceptional! (1,001 reviews)

"Great Hotel. The only place I’ll stay in Evansville now."

Reviewed on Sep 25, 2026

See all 848 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.