The Best Hotels with a Pool in Winterset, IA from ￥14,664 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 : Offers an indoor pool, an outdoor pool, and a snack bar/deli. Hotel Fort Des Moines, Curio Collection by Hilton : Hotel, 1-minute walk from Drake University. Offers buffet, an indoor pool, and complimentary wired internet access. Days Inn & Suites by Wyndham Des Moines Airport : Hotel located near Jordan Creek Town Center. Provides an indoor pool, an outdoor pool, and buffet. Stoney Creek Hotel Des Moines - Johnston : Hotel located near Jordan Creek Town Center. Offers full, an indoor pool, and free self parking.

A red covered bridge over a calm river, surrounded by lush greenery and trees.

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Our top choices for Winterset hotels with a pool

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.

￥20,185 total

includes taxes & fees

Aug 9 - Aug 10

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.

￥15,477 total

includes taxes & fees

Aug 24 - Aug 25

Sleep Inn Waukee-West Des Moines

Waukee

Splash into relaxation at this hotel's pristine indoor pool, where warm waters beckon after a day exploring West Des Moines.

￥14,664 total

includes taxes & fees

Aug 24 - Aug 25

Hampton Inn & Suites West Des Moines/SW Mall Area

West Des Moines

Splash into serenity at this indoor pool oasis with adult-focused swim hours and hot tub relaxation.

￥19,412 total

includes taxes & fees

Aug 10 - Aug 11

AmericInn by Wyndham Stuart

Stuart

Splash into relaxation at this Stuart hotel's indoor pool, perfect for all-season swimming.

￥21,575 total

includes taxes & fees

Aug 24 - Aug 25

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

West Des Moines

Dive into year-round swimming bliss at this West Des Moines hotel with an indoor pool and fitness center.

￥19,269 total

includes taxes & fees

Aug 23 - Aug 24

Sleep Inn & Suites West Des Moines near Jordan Creek

West Des Moines

Splash into a refreshing retreat at this Jordan Creek hotel with a year-round indoor pool sanctuary.

￥15,990 total

includes taxes & fees

Aug 26 - Aug 27

Aloft by Marriott Waukee

Waukee

Dive into year-round aquatic bliss at this indoor pool retreat steps from Jordan Creek Town Center.

￥19,269 total

includes taxes & fees

Aug 23 - Aug 24

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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

8/10 Good

"Easy access parking. Room quiet. Good AC. Fridge but no microwave."

Stoney Creek Hotel Des Moines - Johnston

8/10 Good

"This hotel was good for what we needed it for, which was a place to stay on a road trip. We got the executive cottage room, which was very spacious and having that massager was nice after being in a car for 9 hours. It was also kind of nice to be separate from the main hotel, as it was nice and quiet. There were decent options for breakfast. The coffee was made very well. The bed was neither too hard or too soft. We did have some issues with the TV, the picture would glitch on some of the channels and the remote glitched at times as well. We talked to the young man working that evening about it, and he gave us another remote, but said since he was the only worker he couldn't come over to the room to help us with it. He showed us how, but even following his instructions, the new remote didn't do what it was supposed to either. I also don't know if he wasn't aware of the equipment in the rooms, because he said to unplug the box to reset the TV, but there wasn't a box, just a cable screwed into the back of the TV. Again, it was a good place for what we needed, but I wouldn't go out of my way to stay multiple days."

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: Offers an indoor pool, an outdoor pool, and a snack bar/deli. Hotel Fort Des Moines, Curio Collection by Hilton: Hotel, 1-minute walk from Drake University. Offers buffet, an indoor pool, and complimentary wired internet access. Days Inn & Suites by Wyndham Des Moines Airport: Hotel located near Jordan Creek Town Center. Provides an indoor pool, an outdoor pool, and buffet. Stoney Creek Hotel Des Moines - Johnston: Hotel located near Jordan Creek Town Center. Offers full, an indoor pool, and free self parking.

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, Cedar Bridge, and Roseman Bridge 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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