Find Hotels with a Pool in Winterset, IA

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Check availability on Winterset Hotels with a Pool

Our top choices for Winterset hotels with a pool

Indoor pool
Lakeside Hotel Casino

Lakeside Hotel Casino

Lakeside Hotel Casino
3.0 star property
Osceola
8.2 out of 10, Very Good, (1003)
"We had a great time "
United States
Todd
The price is ₩106,380
₩139,687 total
includes taxes & fees
Dec 17 - Dec 18
Lakeside Hotel Casino
Indoor pool
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
2.5 star property
Osceola
8.8 out of 10, Excellent, (596)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is ₩159,519
₩178,661 total
includes taxes & fees
Dec 26 - Dec 27
AmericInn by Wyndham Osceola
Indoor pool
Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA
2.5 star property
Indianola
9.0 out of 10, Wonderful, (712)
"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
The price is ₩162,031
₩181,476 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Country Inn & Suites by Radisson, Indianola, IA
Indoor pool
La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive
3.0 star property
Clive
8.6 out of 10, Excellent, (1004)
"Great place to stay! "
United States
Kirsten
The price is ₩96,199
₩107,743 total
includes taxes & fees
Jan 4 - Jan 5, 2026
La Quinta Inn & Suites by Wyndham Des Moines West Clive
Lobby
Evergreen Inn

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (690)
"The room was very clean and comfortable. Kari was super friendly and helpful as we checked in. "
United States
Randy
The price is ₩76,658
₩85,851 total
includes taxes & fees
Dec 17 - Dec 18
Evergreen Inn
Indoor pool, outdoor pool, sun loungers
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston
2.5 star property
Johnston
8.8 out of 10, Excellent, (1797)
"The breakfast and coffee was absolutely amazing. "
United States
Brenda
The price is ₩143,456
₩160,671 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stoney Creek Hotel Des Moines - Johnston
Seasonal outdoor pool
Fairfield by Marriott Inn & Suites Norwalk

Fairfield by Marriott Inn & Suites Norwalk

Fairfield by Marriott Inn & Suites Norwalk
3.0 star property
Norwalk
9.4 out of 10, Exceptional, (72)
"We would stay there again"
United States
Mark
The price is ₩140,981
₩157,898 total
includes taxes & fees
Dec 19 - Dec 20
Fairfield by Marriott Inn & Suites Norwalk
Indoor pool
Quality Inn Osceola

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very Good, (61)
"Great place to stay!!!"
United States
Cynthia
The price is ₩132,994
₩148,953 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Quality Inn Osceola
Indoor pool, outdoor pool
Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines
3.0 star property
West Des Moines
9.4 out of 10, Exceptional, (1007)
"The location was great."
United States
Sherri
The price is ₩146,840
₩164,463 total
includes taxes & fees
Dec 22 - Dec 23
Drury Inn & Suites West Des Moines
Indoor pool
Tru By Hilton Grimes Des Moines

Tru By Hilton Grimes Des Moines

Tru By Hilton Grimes Des Moines
2.5 star property
Grimes
9.2 out of 10, Wonderful, (21)
"Staff was friendly and welcoming. Facilities were extremely tidy and this location is easy to find and many amenities nearby."
United States
Martha
The price is ₩117,034
₩131,079 total
includes taxes & fees
Dec 22 - Dec 23
Tru By Hilton Grimes Des Moines
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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Top Winterset Hotel Reviews

Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

10/10 Excellent
"Old outside appearance but when you get inside the room was like brand new. Super clean. Staff accommodated the hockey equipment of the boys. Great experience!"
Jeff 1-night trip
Posted 1 day ago
Days Inn & Suites by Wyndham Des Moines Airport

Frequently asked questions

What are some accommodations with pools in Winterset?
Cobblestone Inn & Suites - Winterset, IA: Hotel located near Casey's Center. Features buffet, an indoor pool, and complimentary wired internet access. Covered Bridge Inn: Offers an indoor pool, an outdoor pool, and a snack bar/deli. Hotel Fort Des Moines, Curio Collection by Hilton: Features buffet, an indoor pool, and free self parking. Home2 Suites by Hilton Des Moines at Drake University: Hotel, 6-minute walk from Jordan Creek Town Center. Provides a snack bar/deli, an indoor pool, and buffet. Stoney Creek Hotel Des Moines - Johnston: Hotel located near Jordan Creek Town Center. Features a snack bar/deli, an indoor pool, and daily.
What is there to see and do in Winterset?
Take in the natural beauty with a stop at Pammel State Park. Discover sights such as John Wayne Birthplace Museum, Clark Tower, 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.