Hotels with Pool & Resorts in Winterset from AU$88

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winterset Hotels with Pool

This weekend
Next weekend

Best Winterset Hotels with Pool

AmericInn by Wyndham Osceola

2.5 star property
Osceola
8.8 out of 10, Excellent, (595)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is AU$182
includes taxes & fees
26 Dec - 27 Dec
AmericInn by Wyndham Osceola

Lakeside Hotel Casino

3.0 star property
Osceola
8.0 out of 10, Very good, (1002)
"We had a great time "
United States
Todd
The price is AU$130
includes taxes & fees
17 Dec - 18 Dec
Lakeside Hotel Casino

Evergreen Inn

2.5 star property
Osceola
9.0 out of 10, Wonderful, (687)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
The price is AU$88
includes taxes & fees
9 Dec - 10 Dec
Evergreen Inn

La Quinta Inn & Suites by Wyndham Des Moines West Clive

3.0 star property
Clive
8.6 out of 10, Excellent, (1003)
"Great place to stay! "
United States
Kirsten
The price is AU$110
includes taxes & fees
25 Dec - 26 Dec
La Quinta Inn & Suites by Wyndham Des Moines West Clive

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1793)
"Staff friendly. Hotel clean, cute and cozy. "
United States
Nick
The price is AU$165
includes taxes & fees
1 Jan - 2 Jan 2026
Stoney Creek Hotel Des Moines - Johnston

Fairfield by Marriott Inn & Suites Norwalk

3.0 star property
Norwalk
9.4 out of 10, Exceptional, (71)
"We enjoyed our stay!"
United States
Mary Anne
The price is AU$162
includes taxes & fees
11 Dec - 12 Dec
Fairfield by Marriott Inn & Suites Norwalk

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 AU$134
includes taxes & fees
21 Dec - 22 Dec
Tru By Hilton Grimes Des Moines

Hampton Inn & Suites West Des Moines/SW Mall Area

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (925)
"Clean room, polite staff, great accommodations!"
United States
Jenna
The price is AU$134
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites West Des Moines/SW Mall Area

Fairfield Inn and Suites by Marriott Des Moines West

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1003)
"rooms was clean and hotel pool area was nice"
United States
Leslie
The price is AU$147
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn and Suites by Marriott Des Moines West

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 AU$152
includes taxes & fees
1 Jan - 2 Jan 2026
Quality Inn Osceola
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.

Top Winterset Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Winterset?
Cobblestone Inn & Suites - Winterset, IA: Hotel located near Casey's Center. Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Covered Bridge Inn: Offers buffet, an indoor pool and free self parking. Hotel Fort Des Moines, Curio Collection by Hilton: Offers an indoor pool, an outdoor pool and a snack bar/deli. 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. Days Inn & Suites by Wyndham Des Moines Airport: 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 offers an outdoor pool if you'll be visiting Winterset in the warmest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is -2°C.