All Upcoming events

• Sat, 13 Dec, 2025 - 10:00 AM

  Madison County's Most Wanted

  2508 Pammel Park Trl, Winterset, IA 50273-8308, United States

  18+ Interested
• Fri, 12 Dec, 2025 - 06:00 PM

  Winter Solstice Market

  The Warehouse on 2nd

  54+ Interested
• Fri, 12 Dec, 2025 - 05:00 PM

  Friday Night Magic!

  104 N. 1st Avenue, Winterset, IA, United States, Iowa 50273
• Fri, 12 Dec, 2025 - 05:00 PM

  Friday Fun Nights

  231 N 2nd Ave, Winterset, IA, United States, Iowa 50273
• Sat, 13 Dec, 2025 - 01:00 PM

  Winterset PTO - Parents Day Out!

  404 S Second AVE, Winterset, IA, United States, Iowa 50273
• Sat, 20 Dec, 2025 - 12:00 PM

  SHF & Lone Oaks Pottery Pop Up Shop at Covered Bridges Winery

  Covered Bridges Winery

  63+ Interested
• Sat, 13 Dec, 2025 - 09:00 AM

  Painting with Watercolors Demonstation

  224 S John Wayne Dr, Winterset, IA, United States, Iowa 50273
• Fri, 12 Dec, 2025 - 10:00 AM

  Winterset Christmas Open House

  101 West Jefferson St, Winterset, IA, United States, Iowa 50273

  10+ Interested
• Fri, 12 Dec, 2025 - 07:00 PM

  The Nutcracker Ballet

  The Iowa

  10+ Interested
• Wed, 10 Dec, 2025 - 05:30 PM

  KidZone – Fun, Faith, and Friends for Kids

  224 E Court Ave, Winterset, IA, United States, Iowa 50273
• Wed, 24 Dec, 2025 - 05:00 PM

  Christmas Eve Service

  224 E Court Ave, Winterset, IA, United States, Iowa 50273
• Thu, 11 Dec, 2025 - 04:00 PM

  HOLIDAY HOOTENANNY

  1968 Pammel Park Road, Winterset, IA, United States, Iowa 50273
• Thu, 11 Dec, 2025 - 10:00 AM

  Stitch In the Museum

  68 E Court Ave , Winterset, IA, United States, Iowa 50273

  5+ Interested
• Sat, 13 Dec, 2025 - 04:00 PM

  Parents Night Out - Nerf War

  New Bridge Church

  4+ Interested
• Sat, 13 Dec, 2025 - 04:00 PM

  Sensory Play & Social Hour

  Winterset Public Library

  9+ Interested
• Sun, 21 Dec, 2025 - 06:00 PM

  Living Nativity Experience

  815 South 2nd Ave, Winterset, IA, United States, Iowa 50273

  14+ Interested
• Tue, 06 Jan, 2026 - 05:00 PM

  BINGO! at the Madison County Fairgrounds

  Madison County Fair, Iowa
• Sat, 17 Jan, 2026 - 06:00 PM

  Bunco Night

  1026 N 8th Ave, Winterset, IA, United States, Iowa 50273

  7+ Interested
• Fri, 12 Dec, 2025 - 02:00 PM

  Jackie Howard's Retirement Celebration

  Madison County Health Care System

  14+ Interested
• Sat, 20 Dec, 2025 - 01:00 PM

  Santa on The Hill!

  Madison County Historical Complex

  15+ Interested
• Sat, 07 Feb, 2026 - 03:00 PM

  Heart Pendant Workshop with Amy Maiers

  224 S John Wayne Dr, Winterset, IA, United States, Iowa 50273
• Wed, 31 Dec, 2025 - 07:00 PM

  New Years Eve UNDERGROUND | Winterset

  Haynes Homestead and The Honey Lounge

  40+ Interested
• Sat, 13 Dec, 2025 - 10:00 AM

  Madison County's Most Wanted: Encounters with the Most Wanted

  Winterset Public Library

  16+ Interested
• Fri, 06 Mar, 2026 - 05:30 PM

  Madison County Covered Bridge Chapter's 2026 Annual Banquet and Auction

  1146 W Summit St, Winterset, IA 50273-2276, United States
• Sat, 20 Dec, 2025 - 08:00 AM

  Inclusive Holiday Photo Event

  Winterset Public Library

  33+ Interested
• Sat, 30 May, 2026 - 06:30 PM

  Covered Bridge Winery

  Covered Bridges Winery
• Wed, 10 Dec, 2025 - 05:30 PM

  UTurn Youth Group – Connecting, Growing, and Having Fun

  224 E Court Ave, Winterset, IA, United States, Iowa 50273
• Mon, 22 Dec, 2025 - 06:00 PM

  Holiday Movie Night with Hold Our Youth Tight

  The Iowa
• Sat, 28 Feb, 2026 - 05:30 PM

  Madison County Fair Capital Campaign Kickoff Dinner

  Jackson Building, Madison County Fairgrounds, 1146 W Summit Street, Winterset, IA 50273

  53+ Interested
• Sat, 27 Dec, 2025 - 07:00 AM

  Pancake Breakfast

  103 W Green St, Winterset, IA, United States, Iowa 50273

  5+ Interested
• Tue, 09 Dec, 2025 - 09:00 AM

  Hill O'Beans

  815 South 2nd Ave, Winterset, IA, United States, Iowa 50273

  11+ Interested
• Sun, 27 Sep, 2026 - 03:00 PM

  Speckled Hen Farms

  Speckled Hen Farms Iowa
• Fri, 12 Dec, 2025 - 09:00 AM

  Esther Unearthed at Winterset's Winter Solstice

  116 S 1st Ave, Winterset, Iowa

  11+ Interested