
Southwestern Indiana Romantic Vacations
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- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Romantic Southwestern Indiana Hotels

Drury Inn & Suites Evansville East
100 Cross Pointe Blvd Evansville IN
A hot tub and more await visiting couples at this romantic hotel.
9.4/10 Exceptional! (1,011 reviews)
The rooms were clean and appeared well maintained. They are on the smaller side as are many of the amenities at this property. The staff was friendly and check in was quick and easy. The lobby is microscopic as is the breakfast/happy hour area. We have stayed at many Drury Inns over the years and ...
Reviewed on May 10, 2026

Baymont by Wyndham Dale
1339 N Washington St Dale IN
Book a stay at this business-friendly hotel in Dale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the property condition ...
6.8/10 (1,002 reviews)
The hot breakfast was a lie as there was nothing put out.
Reviewed on May 4, 2026

Bally’s Evansville Casino & Hotel
421 NW Riverside Drive Evansville IN
Rekindle the spark in your relationship. Book a romantic getaway at this hotel where you and your special someone are sure to love the 3 restaurants and 2 ...
7.8/10 Good! (1,296 reviews)
The rooms are a little dated but the staff were friendly and it was a fun quick trip!
Reviewed on May 12, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
