2025 Madison County Fall Crawl
For the Love of Madison County
Explore 15 local businesses on the Madison County Fall Crawl, the last Sunday in September. Enjoy coffee, farms, wineries, a cidery, a brewery, local eats, unique shops & vendors and the scenic Madison County countryside while savoring food and drinks.
Google Maps Link to
all 15 Stops
Fall Crawl Lineup
- Swipe to View the Stops -
-
![Pammel Park Coffee Co]()
Pammel Park Coffee Company
8 am - Noon
Breakfast / Espresso / Cold Brew / Drip Coffee
Live Music
-
![Cedar Shake Farm]()
Cedar Shake Farm
9 - 3 pm
Small, veteran and family-owned flower & veggie farm. Specialize in microgreens, tulips, dahlias and fresh vegetables. Garden tours and free garden fresh ratatouille samples and a plethora of baked breakfast goodies for purchase. Vegan foods available!
Selfie Station
Will host various vendors and a Corn Dog Stand.
Parking located in front of the barn or along the road. Please drive slow when passing others.
-
![Bigelow Family Farm]()
Bigelow Family Farm
9 - 4 pm
Small Family farm featuring farm tours, livestock feeding, meat sales, kid’s activities to include a hay bale maze, corn pool and various vendors.
Loin sandwiches by Madison County Pork Producers from 11 - Noon pm
Parking on the east side of the barn
Selfie Station
1854 275th St, Winterset, IA 50273
Instagram @bigelow.family.farm
Facebook @bigelow.family.farm
-
![PepperHarrow Flower Farm]()
PepperHarrow
9 - 4 pm
Bloom Bar, Cut Flower Bouquets, Lavender products and 8.5 acres of production cut flowers to experience.
Live Music 10 am - 2 pm
Additional parking available on site across the single lane driveway in the field to the West.
-
![Judge Lewis House Bed & Breakfast]()
Judge Lewis House B&B
9 - 3 pm
Come check out Walley World! Come pet & see Walley, Dolly, Claire & Dell the four miniature Highlander cows; as well as pet the other goats, horses & other farm animals.
Sit & take pics with the Model A & restored antique tractors.
Tours and stories of the historic Judge Lewis House & property. Various vendors inside the 1869 barn.
Treats & desserts for sale.
Parking: Located Just off Summit Ave.
-
![The Drift]()
The Drift
9 - 2 pm
20 Iowa Craft Beers on tap. Local craft cocktails and wine. Special Brunch Menu Served. Patio seating available right in the heart of Winterset.
-
![Covered Bridges Winery]()
Covered Bridges Winery
10am - 5 pm
Sample Award-Winning 100% Iowa grown wines our famous wineritas or Iowa Craft beer. Serving up mimosas.
Live Music: 2 - 4pm
2207 170th Trail, Winterset, IA 50273
Instagram @coveredbridgeswinery
-
![Winterset Cidery]()
Winterset Cidery
10 am - 8 pm
Winterset Cidery is now under new ownership as of February 2025! Come visit us for our grand reopening, explore the orchard, enjoy live music, and take part in family-friendly activities. We can't wait to welcome you!
Live Music 11 am - 5 pm
1638 Highway 169, Winterset, IA 50273
Instagram @Wintersetcidery
Facebook @Wintersetcidery -
![Speckled Hen Farms]()
Speckled Hen Farms
10 am - 6 pm
A tiny produce farm and funky farm store located in scenic rural Madison County. Come grab a bite to eat, listen to a live band and check out the vendors.
Live Music:
Jesse Gutierres & Willie Mac
3 - 6 pm1578 N River Trail, Winterset, IA 50273
-
![Lone Oaks Farm]()
Lone Oaks Farm
10 am - 4 pm
Historic barn and event center in the scenic hills of Madison County. Located just a short jaunt down the grassy hill from Speckled Hen Farm.
Please note, no parking at Lone Oaks. Parking available at Speckled Hen Farms only.
-
![Iris Aisle]()
Iris Aisle
12 pm - 5 pm
An intimate greenhouse wedding venue surrounded by nature, tucked away in the heart of a cedar tree forest in historic Madison County, Iowa. They will host artists and vintage sellers, baked goods and custom drinks during the crawl.
Jam Session 1 - 4 pm
Please note, the house/yard area is private. Parking area holds 35 cars. Please utilize parking along the gravel road. Two public bathrooms available.
-
![Big Rack Brewery]()
Big Rack Brewery
11 am - 5 pm
Our location in the rolling hills of Madison County is a perfect fit for beer makers who love the outdoors, mother nature, and hunting the big horned monsters as much as we do. We work hard, play hard and strive to do everything to the highest standard.
-
![Kaysen Family Farms]()
Kaysen Family Farms
9 am - 4 pm
Our Pork to Your Fork
A small family farm providing quality homegrown pork to you and your family allowing you to consume our Pork in confidence. Take a tour of the farm, hold and play with a piglet. Kid friendly things to do like pet the miniature donkey, a tree swing, yard games as well as pork & beef for purchase.
-
![Simple Life Farms]()
Simple Life Farms
9 am - 6 pm
Fresh & aged goat cheese available. See the production area and meet the goats. A variety of goat milk skincare products available. Come view the production area and see the goats.
-
![Madison County Winery]()
Madison County Winery
10 am - 5 pm
Wood fire pizzas available with locally sourced pork and a wide range of wine’s available, from dry, semi-dry to sweet.
3021 St Charles Rd., St. Charles, IA 50240
Find Your Way Here:
Find Covered Bridges Here: