Southwestern Indiana Romantic Vacations

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How to find a romantic Southwestern Indiana vacation

How can I find the best Southwestern Indiana vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Southwestern Indiana romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Southwestern Indiana?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Southwestern Indiana?

Put a price on love with stunning deals for duos starting at just . Prices and availability are subject to change. Additional terms may apply.

Can I book Southwestern Indiana spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Southwestern Indiana?

To book a loved-up break in Southwestern Indiana, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Southwestern Indiana with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Southwestern Indiana romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Southwestern Indiana Hotels

Drury Inn & Suites Evansville East

Drury Inn & Suites Evansville East

3 out of 5
100 Cross Pointe Blvd, Evansville, IN
  • 1 hour drive from Holiday World and Splashin' Safari
A hot tub and more await visiting couples at this romantic hotel.
9.2/10 Wonderful! (1,003 reviews)
"Great place!"

Reviewed on Aug 15, 2025

Drury Inn & Suites Evansville East
Baymont by Wyndham Dale

Baymont by Wyndham Dale

2.5 out of 5
1339 N Washington St, Dale, IN
  • 15 min drive from Holiday World and Splashin' Safari
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 ...
6.6/10 (1,003 reviews)
"Nice location, up to date building. Continental breakfast was alright but staff was very slow. Nasty and dirty shower curtain in our room."

Reviewed on Aug 10, 2025

Baymont by Wyndham Dale
Bally’s Evansville Casino & Hotel

Bally’s Evansville Casino & Hotel

3 out of 5
421 NW Riverside Drive, Evansville, IN
  • 2 hours drive from Holiday World and Splashin' Safari
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 ...
7.6/10 Good! (1,201 reviews)
"Great location! Will make sure to ask for a ribet view next time."

Reviewed on Aug 14, 2025

Bally’s Evansville Casino & Hotel
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.