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

Winterset Hotels with Swimming Pool

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Check availability on Winterset Hotels with Swimming Pools

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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, (835 reviews)
"Pleasant stay"
United States
Lindsey
The price is RM475
RM532 total
includes taxes & fees
8 Nov - 9 Nov
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, (822 reviews)
"It was nice to stay at"
United States
Cindy
The price is RM368
RM412 total
includes taxes & fees
22 Nov - 23 Nov
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

Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines

10/10 Excellent
"Cool place to take a nap."
Trent 1-night trip
Posted 12 hours ago
Drury Inn & Suites West Des Moines

Frequently asked questions

What are some accommodation options 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 high-speed (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 such as 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 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.

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