Winterset
Travel Guide
Visit Winterset
Cobblestone Inn & Suites - Winterset, IA
Clean rooms. Friendly staff and easy to find
Reviewed on 18 Jan 2026
Hotel Fort Des Moines, Curio Collection by Hilton
Room was great staff were very kind had to leave due to family emergency huge thank you to the staff that helped out that night and got my car out of valet for me will be coming back soon!!
Reviewed on 1 Feb 2026
Home2 Suites by Hilton Des Moines at Drake University
Room and hotel was very clean, staff were friendly, would definitely stay again!
Reviewed on 31 Jan 2026
The Little Brick House - Walkable to the Square Dining & Shopping
An absolutely wonderful place to stay. Comfortable beds, great living room space to relax, and although we didn't really use the kitchen, it was one of the best stocked ones in all of our stays in VRBOs. Definitely will stay here again when in the area!
Reviewed on 12 Jan 2026
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
We had lots of fun. Several things broken and not real clean. But still had lots of fun.
Reviewed on 5 Jan 2026
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
The house was extremely well-stocked and had tons of space for our group. Everyone enjoyed the activities in the basement!
Reviewed on 21 Jan 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.
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.
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.
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.
