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

Find Hotels with a Pool in Winterset, IA

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Check availability on Winterset Hotels with a Pool

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Our top choices for Winterset hotels with a pool

A hotel entrance with a stone facade, a sign above the entrance, and a covered walkway.

1. Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (834 reviews)
"Pleasant stay"
United States
Lindsey
The price is ₩156,062
₩174,791 total
includes taxes & fees
Nov 2 - Nov 3
Cobblestone Inn & Suites - Winterset, IA
A covered outdoor area with a wooden ceiling and brick pillars, overlooking a parking lot with cars and a distant landscape.

2. Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (821 reviews)
"It was nice to stay at"
United States
Cindy
The price is ₩121,806
₩136,426 total
includes taxes & fees
Nov 22 - Nov 23
Covered Bridge Inn
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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Choose what matters most at hotels with a pool in Winterset

Breakfast included
Hot tub

Top Winterset Hotel Reviews

AmericInn by Wyndham Des Moines Airport

AmericInn by Wyndham Des Moines Airport

8/10 Good
"Helpful, pleasant staff, clean room"
SUSAN 1-night trip
Posted 5 hours ago
AmericInn by Wyndham Des Moines Airport

Frequently asked questions

What are some accommodations with pools in Winterset?
Cobblestone Inn & Suites - Winterset, IA: Features an indoor pool, an outdoor pool, and a snack bar/deli. Covered Bridge Inn: Hotel located near Jordan Creek Town Center. Offers full, an indoor pool, and free self parking. Hotel Fort Des Moines, Curio Collection by Hilton: Features full, an indoor pool, and free self parking. Stoney Creek Hotel Des Moines - Johnston: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Wildwood Lodge: Hotel located near Jordan Creek Town Center. Provides a snack bar/deli, an indoor pool, and daily.
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, Clark Tower, and The Winterset Stage 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.