The Best Hotels with a Pool in Winterset, IA from AED 227 in 2026

Q: What are some accommodations with pools in Winterset?

Cobblestone Inn & Suites - Winterset, IA : Hotel located near Jordan Creek Town Center. Offers full, an indoor pool, and free self parking. Covered Bridge Inn : Hotel located near Casey's Center. Features buffet, an indoor pool, and complimentary wired internet access. Modern home on acreage with pond, trails, rolling hills, and sunset views : Offers buffet, an indoor pool, and free self parking. Hotel Fort Des Moines, Curio Collection by Hilton : Hotel, 6-minute walk from Jordan Creek Town Center. Provides a snack bar/deli, an indoor pool, and buffet. Wildwood Lodge : Hotel located near Jordan Creek Town Center. Features an indoor pool, an outdoor pool, and buffet.

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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.

AED 347 total

includes taxes & fees

9 Apr - 10 Apr

Evergreen Inn

Osceola

Dive into refreshing poolside bliss with access to a nearby outdoor swimming spot.

AED 227 total

includes taxes & fees

10 Apr - 11 Apr

AmericInn by Wyndham Osceola

Osceola

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

AED 434 total

includes taxes & fees

19 Apr - 20 Apr

Tru By Hilton Norwalk Des Moines

Norwalk

AED 334 total

includes taxes & fees

19 Apr - 20 Apr

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.

AED 453 total

includes taxes & fees

12 Apr - 13 Apr

Hyatt Place West Des Moines Jordan Creek

West Des Moines

Slip into the cool blue waters of the indoor pool at this hotel; a refreshing aquatic oasis awaits year-round.

AED 403 total

includes taxes & fees

21 Apr - 22 Apr

Quality Inn Osceola

Osceola

Splash into a serene indoor oasis at this centrally-located hotel with extended pool hours.

AED 411 total

includes taxes & fees

13 Apr - 14 Apr

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.

AED 278 total

includes taxes & fees

21 Apr - 22 Apr

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Choose what matters most at hotels with a pool in Winterset

Breakfast included

Hot tub

Top Winterset Hotel Reviews

Hyatt Place West Des Moines Jordan Creek

10/10 Excellent

"Clean, nice, friendly staff. No complaints"

Wildwood Lodge

10/10 Excellent

"We had a great stay at Wildwood. The WiFi worked well, the rooms were clean, the pool was fun, the fire pit and fireplace were on and ready for guest, and the staff was helpful and kind. The breakfast had a lot of options (waffles, biscuits and gravy, eggs, cereal, apples, toast, bagels, yogurt, juice) and was what you’d expect for continental breakfast. We would definitely stay there again!"

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Frequently asked questions

What are some accommodations with pools in Winterset?

Cobblestone Inn & Suites - Winterset, IA: Hotel located near Jordan Creek Town Center. Offers full, an indoor pool, and free self parking. Covered Bridge Inn: Hotel located near Casey's Center. Features buffet, an indoor pool, and complimentary wired internet access. Modern home on acreage with pond, trails, rolling hills, and sunset views: Offers buffet, an indoor pool, and free self parking. Hotel Fort Des Moines, Curio Collection by Hilton: Hotel, 6-minute walk from Jordan Creek Town Center. Provides a snack bar/deli, an indoor pool, and buffet. Wildwood Lodge: Hotel located near Jordan Creek Town Center. Features an indoor pool, an outdoor pool, and buffet.

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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Our top choices for Winterset hotels with a pool