Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Hotels with Pool & Resorts in Winterset

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Best Winterset Hotels with Pool

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

What are some accommodation options with pools in Winterset?
Covered Bridge Inn: Hotel located near Jordan Creek Town Center. Provides a snack bar/deli, an indoor pool and daily. Cobblestone Inn & Suites - Winterset, IA: Features an indoor pool, an outdoor pool and a snack bar/deli. Fairfield Inn and Suites by Marriott Des Moines West: Offers buffet, an indoor pool and free self parking. Stoney Creek Hotel Des Moines - Johnston: Provides complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Days Inn & Suites by Wyndham Des Moines Airport: Hotel, 6-minute walk from Jordan Creek Town Center. Features a snack bar/deli, an indoor pool and buffet.
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, 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 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.