Photo by Jamie Stacy

Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Pet-friendly vacation packages in Southwestern Indiana

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

DoubleTree by Hilton Evansville

Downtown Evansville

$819

per person

May 25 - May 30

found 1 day ago

Roundtrip non-stop flight included

San Diego (SAN) to Evansville (EVV)

8.6/10 Excellent! (1,012 reviews)

Even though the initial room i reserved was hiven to someone else, my reassigned room came at no charge.So a win is a win

Reviewed on Mar 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwestern Indiana

View all trips

4 Night Pet-friendly vacations in Southwestern Indiana

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

Envi Boutique Hotel Henderson-Evansville South

$708

per person

Apr 16 - Apr 20

found 7 hours ago

Roundtrip non-stop flight included

Seattle (SEA) to Evansville (EVV)

8/10 Very Good! (291 reviews)

Room was good but the check in is by internet with a person from another country and it was difficult to understand them.

Reviewed on Feb 22, 2026

New Harmony Inn Resort and Conference Center

$922

per person

Jun 1 - Jun 5

found 10 hours ago

Roundtrip non-stop flight included

Rapid City (RAP) to Evansville (EVV)

9/10 Wonderful! (503 reviews)

Very nice facility. Clean, comfortable, great restaurant on site, and very walkable to downtown.

Reviewed on Feb 16, 2026

Howard Johnson by Wyndham Evansville East

$863

per person

Jun 1 - Jun 5

found 10 hours ago

Roundtrip non-stop flight included

Rapid City (RAP) to Evansville (EVV)

8/10 Very Good! (1,003 reviews)

Staff was friendly and room was clean. Facilities is in need of update. Room furniture showed wear and tear. Bathtub has been resurfaced at some point and was cracking and peeling. Mattress was a little lumpy. Overall cleanliness was excellent. Continental breakfast was limited but satisfactory.

Reviewed on Feb 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwestern Indiana

View all trips

Top Pet-friendly Southwestern Indiana Hotels

Bally’s Evansville Casino & Hotel

421 NW Riverside Drive Evansville IN

2 hours drive from Holiday World and Splashin' Safari

This pet-friendly, city-center hotel welcomes dogs for an additional fee. Nearby Le Merigot Park is a good place to stretch your legs if you need a walk.

7.8/10 Good! (1,275 reviews)

Room was clean and comfortable. Staff and food were excellent. Only complaint was the homeless guys that were sleeping in the chairs near the parking garage entrance inside and one was sitting near the elevator to the hotel rooms above check in desk that stunk the entire place up in a foul way. It ...

Reviewed on Mar 13, 2026

Drury Inn & Suites Evansville East

100 Cross Pointe Blvd Evansville IN

1 hour drive from Holiday World and Splashin' Safari

This pet-friendly hotel welcomes dogs and cats (fees apply).

9.4/10 Exceptional! (1,000 reviews)

Food was surprisingly good in the evening. Staff was great and friendly throughout the property. Would stay there again

Reviewed on Mar 9, 2026

Hyatt Place Evansville

202 Se 2nd St Evansville IN

2 hours drive from Holiday World and Splashin' Safari

This pet-friendly, city-center hotel welcomes dogs for an additional fee. Nearby 4th and Main Park is a good place to stretch your legs if you need a walk.

9.4/10 Exceptional! (1,001 reviews)

The rooms were very clean and great location. Within walkable distance of Ford Center and downtown area.

Reviewed on Mar 9, 2026

See all 803 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.