Madison County Fall Crawl

8:00 AM — 6:00 PM on Sunday, September 27, 2026

The Madison County Fall Crawl is a small, local event near Winterset, IA that takes place on the last Sunday in September. 

Take a drive with friends around Madison County to see 15 small local businesses in their rural setting. There are a few stops along the crawl that have normal business hours where you can grab a glass of coffee, wine, cider, beer, or a bite to eat. 
The fall crawl is a free event for the entire family, with lots of fun things to do with 75+ vendors. Earliest businesses opening at 9am. Varies by stop location.

Ticket or Registration Details

Free to attend! Bring the whole family!

Event Cost
Free

Venue

Event Location

1823 225th St
Winterset, IA 50273
United States

Venue Phone Number

The Choose Iowa events calendar is provided as a convenience to Choose Iowa program participants and affiliated agriculture organizations. Neither Choose Iowa nor the Iowa Department of Agriculture and Land Stewardship endorses or sponsors the event, conduct or management and cannot guarantee the accuracy or completeness of the information.