The Best Hotels with a Pool in Winterset, IA from NT$1,813 in 2026

Q: What are some accommodations with pools in Winterset?

Cobblestone Inn & Suites - Winterset, IA : Features buffet, an indoor pool, and free self parking. Covered Bridge Inn : Hotel located near Jordan Creek Town Center. Offers a snack bar/deli, an indoor pool, and daily. Hotel Fort Des Moines, Curio Collection by Hilton : Hotel, 1-minute walk from Drake University. Features buffet, an indoor pool, and complimentary wired internet access. Days Inn & Suites by Wyndham Des Moines Airport : Hotel located near Jordan Creek Town Center. Offers an indoor pool, an outdoor pool, and buffet. Fairfield Inn and Suites by Marriott Des Moines West : Provides an indoor pool, an outdoor pool, and a snack bar/deli.

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Our top choices for Winterset hotels with a pool

Lakeside Hotel Casino, a Travelodge by Wyndham

Osceola

Retreat to an all-seasons indoor pool and fitness center at this lakeside hotel where every swim is a refreshing escape.

NT$2,990 total

includes taxes & fees

Jun 22 - Jun 23

Tru By Hilton Norwalk Des Moines

Norwalk

NT$2,440 total

includes taxes & fees

Jun 21 - Jun 22

AmericInn by Wyndham Osceola

Osceola

Float in year-round bliss at this countryside hotel with a pristine indoor pool and hot tub.

NT$4,517 total

includes taxes & fees

Jun 21 - Jun 22

Drury Inn & Suites West Des Moines

West Des Moines

Soak in splendid relaxation at this hotel's dual-pool paradise, where indoor and outdoor aquatic havens await.

NT$3,542 total

includes taxes & fees

Jul 5 - Jul 6

Days Inn & Suites by Wyndham Des Moines Airport

Greater South Side

Plunge into aquatic relaxation at this hotel's indoor sanctuary pool, just minutes from Des Moines Airport and Drake University.

NT$2,551 total

includes taxes & fees

Jun 15 - Jun 16

Quality Inn Indianola

Indianola

Rejuvenating aquatic retreat awaits year-round in this cozy hotel with a pristine indoor pool.

NT$3,029 total

includes taxes & fees

Jun 16 - Jun 17

Quality Inn West Des Moines - Clive

West Des Moines

Indoor pool sanctuary minutes from Drake University offers a relaxing swim experience.

NT$1,813 total

includes taxes & fees

Jun 21 - Jun 22

Country Inn & Suites by Radisson, Indianola, IA

Indianola

Splash into family-friendly fun with this hotel's tranquil indoor pool and relaxing hot tub setup.

NT$4,186 total

includes taxes & fees

Jul 5 - Jul 6

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Choose what matters most at hotels with a pool in Winterset

Breakfast included

Hot tub

Top Winterset Hotel Reviews

Motel 6 West Des Moines, IA

6/10 Okay

"The 1st room the sink was clogged and hair coming out the drain. The floors had weak spots and the phones in rooms don’t work. Paint chipping everywhere and they let crack heads hang out in the entryway and an over all smell inside the building. If your needing a bed only it works."

Sonesta Simply Suites Des Moines

6/10 Okay

"The room had an odor that was unpleasant. When we got to the room the air conditioner was set at 60 degrees, it was freezing in there. There was a noxious odor coming from the a/c unit; turned the heat on to warm the room and the odor was worse. The drain in the bath was very slow to drain. There was a security light that came on about 10:00 pm and it provided more light than was expected. There was broken glass on the carpet, made me curious as to how clean the room actually was. The bathroom appeared clean. We were told the ice maker in the freezer would take an hour to start working; however we never did have any ice while we were there. No complaints against the staff member working when we checked in. The overall appearance of the hotel was good."

Days Inn & Suites by Wyndham Des Moines Airport

10/10 Excellent

"Parking was easy and spacious, stayed in a non-smoking room and didn’t have a whiff of smoke at all. Can’t comment on breakfast as we chose to sleep in, but from 4am-10am the longest I’ve ever seen from a hotel which was awesome. Rooms were clean and spacious, the bed was comfortable and the bathroom was clean as well. Staff was great needed an extra blanket for my girlfriend as i like to sleep cold and staff was fast and kind about it. Next time i come out to Iowa will definitely be staying there again!!"

Frequently asked questions

What are some accommodations with pools in Winterset?

Cobblestone Inn & Suites - Winterset, IA: Features buffet, an indoor pool, and free self parking. Covered Bridge Inn: Hotel located near Jordan Creek Town Center. Offers a snack bar/deli, an indoor pool, and daily. Hotel Fort Des Moines, Curio Collection by Hilton: Hotel, 1-minute walk from Drake University. Features buffet, an indoor pool, and complimentary wired internet access. Days Inn & Suites by Wyndham Des Moines Airport: Hotel located near Jordan Creek Town Center. Offers an indoor pool, an outdoor pool, and buffet. Fairfield Inn and Suites by Marriott Des Moines West: Provides an indoor pool, an outdoor pool, and a snack bar/deli.

What is there to see and do in Winterset?

Make a point to visit attractions like Pammel State Park and Rotary Hedge Maze. Discover sights such as John Wayne Birthplace Museum, Roseman Bridge, and Clark Tower during your stay.

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

You may want to consider a place to stay that has an outdoor pool if you plan to visit Winterset in the hottest months of July, August, or June when the average temperature is 72°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 29°F.

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