Winterset
Travel Guide





Visit Winterset

Cobblestone Inn & Suites - Winterset, IA
Really nice, well kept hotel. Room and bathroom were big enough. Very comfortable beds and linens, Fluffy towels. Enjoyed our stay and the breakfast!
Reviewed on 21 Mar 2026

Covered Bridge Inn
The room was clean and comfortable and climate control worked well. The pet fee was reasonable, BUT there needs to be more parking lot lighting to make it safe to walk dogs, and there needs to be a trash container for bagged pet waste. The lack of lighting was a BIG problem. Only one working outdoor ...
Reviewed on 23 Mar 2026

Modern home on acreage with pond, trails, rolling hills, and sunset views

The Little Brick House - Walkable to the Square Dining & Shopping
Oh my goodness where do I begin?Very clean, beautifully updated bungalow with all the charm possible! All the basic things you need for a stay are available, one of the BEST stocked kitchen with not only utensils but cooking basics. Comfortable king bed (only 2 of us) but both bedrooms lovely! LOVED ...
Reviewed on 18 Mar 2026

Modern home on acreage with pond, trails, rolling hills, and sunset views

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Great stay overall! The property was clean, comfortable, and exactly as described. Everything we needed was provided. Would definitely stay here again.
Reviewed on 20 Mar 2026
Popular places to visit

Roseman Bridge
You can learn about the history of Winterset when you stop by Roseman Bridge. Make some time to visit the monuments while you're in the area.

Holliwell Bridge
Learn about the local history of Winterset when you take a trip to Holliwell Bridge. Make some time to visit the monuments while you're in the area.

Clark Tower
You can find out about the history of Winterset with a trip to Clark Tower. Make some time to visit the shops while you're in the area.

Cedar Bridge
You can learn about the history of Winterset with a trip to Cedar Bridge. Make some time to visit the monuments while you're in the area.
John Wayne Birthplace Museum
You can spend an afternoon studying the exhibits at John Wayne Birthplace Museum in Winterset. While you're in the area, wander around the natural setting.
Madison County Courthouse
Madison County Courthouse is just one of the places to see in Winterset, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the natural setting.
