Paint Madison County (A Plein Air Festival)

September 21, 2025
9:00 am to 7:00pm

We hope you'll join us for Paint Madison County (A Plein Air Festival) on Sunday, September 21st! Details below. 

A huge thank-you to our sponsors:

Event Sponsors

Event Sponsors 2

Event Sponsors

What to Expect:

  • From 9:00 AM to 1:00 PM, artists will be spread across Madison County (locations will be released after dark on Saturday, September 20th), creating live artworks in various outdoor locations. The public is welcome to watch the process, interact with painters, and get inspired by the region’s landscapes and hidden gems. (Note: artists will choose their locations; no guarantee they’ll be at every site for the full morning.)
  • 1:00 PM – 4:00 PM – Shop and explore Winterset! Many local merchants will open their doors for festival-goers to enjoy an afternoon of unique shopping and experiences before the evening reception, including:
    • Winterset Art Center (12–4 pm)
    • Pieceworks Quilt Shop (12–4 pm)
    • Iowa Quilt Museum (12–4 pm)
    • John Wayne Birthplace Gift Shop (10 am–5 pm)
    • SKR Vintage (formerly Kountry Farmhouse/Salvage This) (12–4 pm)
    • Angel Wings & CT (1–3 pm)
    • White Cottage Market (1–3 pm)
    • Quest Haven Books & Comics (12–4 pm)
    • Pepper Harrow – Dahlia Day (12–7 pm)
    • The Drift
    • Restaurants around the Winterset Square during their regular Sunday hours
  • An evening reception will be held from 4:00 to 7:00 PM at Covered Bridges Winery (2207 170th Trail, Winterset, IA). This is when the day’s works are displayed, judged, and made available for purchase.

Event Location

Covered Bridges Winery
2207 170th Trail
Winterset, IA
(515) 462-1185

Paint Madison County (A Plein Air Festival) photo