The Best Hotels with a Pool in Oakland City, IN from NT$2,978 in 2026

Q: What are some accommodations with pools in Oakland City?

Oakland Courtyard : Hotel, 13-minute walk from Holiday World and Splashin' Safari. Offers a seasonal outdoor pool, an indoor pool, and daily. Santas Lodge and Resort : Provides a sauna, an indoor pool, and a snack bar/deli. Jasper Inn : Features a snack bar/deli, a seasonal outdoor pool, and daily. Fairfield Inn By Marriott Evansville East : Offers daily, an indoor pool, and free self parking. Comfort Inn Ferdinand : Features buffet, an indoor pool, and free self parking.

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Our top choices for Oakland City hotels with a pool

1. Holiday Inn Express & Suites Evansville North by IHG

Evansville

Serene indoor pool oasis creates year-round swimming sanctuary with premium bedding awaits.

NT$4,144 total

includes taxes & fees

Sep 4 - Sep 5

Indoor pool, open 9 AM to 10 PM, sun loungers

2. Hampton Inn Princeton

Princeton

Take a dip in the pristine indoor pool where sun loungers invite post-swim relaxation.

NT$4,293 total

includes taxes & fees

Aug 21 - Aug 22

3. Jasper Inn

Jasper

Dive into relaxation with a refreshing swim in the pristine indoor pool, perfect after exploring nearby attractions.

NT$2,978 total

includes taxes & fees

Aug 9 - Aug 10

4. Drury Inn & Suites Evansville East

Evansville

Splash into pool bliss with year-round indoor swimming and relaxation in the crystal-clear hot tub.

NT$4,368 total

includes taxes & fees

Aug 19 - Aug 20

5. Fairfield Inn & Suites Jasper

Jasper

Serene indoor pool experience with 24-hour access and scenic river views, nestled near hiking trails for nature lovers.

NT$4,876 total

includes taxes & fees

Aug 26 - Aug 27

6. Comfort Inn Jasper South

Jasper

Splash into pure refreshment at this hotel's indoor aquatic oasis for year-round swimming pleasure.

NT$3,894 total

includes taxes & fees

Aug 24 - Aug 25

7. Baymont by Wyndham Washington

Washington

Indoor pool paradise awaits with hot tub relaxation and extended hours until 10 PM.

NT$4,770 total

includes taxes & fees

Aug 18 - Aug 19

Indoor pool, open 10:00 AM to 10 PM, sun loungers

8. Comfort Inn & Suites Evansville Airport

Evansville

Soothing indoor pool sanctuary offers relaxation with cozy hot tub and comfy loungers.

NT$3,188 total

includes taxes & fees

Sep 3 - Sep 4

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Choose what matters most at hotels with a pool in Oakland City

Breakfast included

4 stars

Top Oakland City Hotel Reviews

Comfort Inn & Suites Evansville Airport

10/10 Excellent

"The room was clean but dated. I have stayed at this location before and the first stay was a much nicer room than this room. It felt like they have been remodelling the hotel floor by floor and simply hadn’t started on the fourth floor yet. The staff were excellent. And the room was clean."

Frequently asked questions

What are some accommodations with pools in Oakland City?

Oakland Courtyard: Hotel, 13-minute walk from Holiday World and Splashin' Safari. Offers a seasonal outdoor pool, an indoor pool, and daily. Santas Lodge and Resort: Provides a sauna, an indoor pool, and a snack bar/deli. Jasper Inn: Features a snack bar/deli, a seasonal outdoor pool, and daily. Fairfield Inn By Marriott Evansville East: Offers daily, an indoor pool, and free self parking. Comfort Inn Ferdinand: Features buffet, an indoor pool, and free self parking.

What is there to see and do in Oakland City?

Discover sights such as Oakland City University during your stay.

When is the best time to book a hotel with a pool in Oakland City?

You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Oakland City in the hottest months of July, August, or June when the average temperature is 74°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 38°F.

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