The Winterset hotels listed below are available to book online at low discount rates. Whether you're booking a block of rooms for your wedding party or simply going on a Familiarization or Fam Trip for your destination wedding, our guide makes booking your accommodations simple. You'll find amenity information and much more. Many of the hotels in Winterset provide photos that give you a clear picture of what they look like. Enter your travel dates into the search box on the right to see which hotels have rooms available and are offering the best rate. The best rate possible is offered when you book online. Thanks for making your reservation with the Association for Wedding Professionals!