Winterset
Travel Guide





Visit Winterset

Cobblestone Inn & Suites - Winterset, IA
The breakfast would have been good had it not been for the awful eggs. They were dry and inedible. Otherwise, the hotel was clean and efficient for a one night stay.
Reviewed on Mar 29, 2026

Covered Bridge Inn
Our stay was very pleasant. The variety of choices at breakfast was actually quite a surprise! Great job!
Reviewed on Mar 30, 2026

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

The Little Brick House - Walkable to the Square Dining & Shopping
Peaceful. Reminded me of my great-grandparent's 1920s era home I used to visit, though with modern conveniences. Well-appointed. Pleasant, short walk to the town square. Enjoyable stay at reasonable cost. When back in Winterset will try to book again.
Reviewed on Mar 31, 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!
Perfect for my bachelorette party!!We were unaware that the pools would be so far away, a bummer on an 85 degree day in March, but the girls loved the hot tub.The downstairs was PERFECT for late night socializing and fun. It's a beautiful home with comfortable beds. Top that off with a full kitchen ...
Reviewed on Mar 28, 2026
Popular places to visit

Roseman Bridge
You can learn about the history of Winterset with a stop at 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 spend time at 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 stop at 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 when you stop by Cedar Bridge. Make some time to visit the monuments while you're in the area.
John Wayne Birthplace Museum
You can spend an afternoon browsing 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.
