May 13, 2017: Winterset Wine Walk
4pm to 7pm
One of our most popular events! Sample locally-made wine and enjoy shopping specials, prizes and more at participating businesses around Winterset’s town square. Participants may purchase a commemorative wine glass at the Chamber of Commerce. Watch for registration link coming soon.
June 9, 2017: Ladies' Night Out
6pm to 9pm
Participating merchants around Winterset’s courthouse square host a special evening of shopping. The first 200 ladies to pre-register for this event receive a swag bag when they arrive at the Chamber of Commerce, and then enjoy an evening of deals, pampering, wine tasting, food samples, and much more. Watch for registration link coming soon.
May 26-27, 2017: John Wayne Birthday Celebration
Actor/singer Johnny Crawford will be this year’s guest of honor at the 10th Anniversary John Wayne Birthday Celebration. Johnny starred in The Rifleman from 1958-63, and had the honor of ‘being shot’ by John Wayne in 1967’s El Dorado. Celebration activities include a benefit dinner, live music, an all-horse parade, a country barn dance, breakfast at the Winterset Firehouse, a 5K run/walk and more. Click the link for additions to the lineup as they occur, and to purchase tickets to the benefit dinner and auction.
June 17, 2017: Macksburg National Skillet Throw
Featuring a parade, pedal tractor pull, RC car demo, food and craft vendors, and of course, a skillet throw. Click to see the full lineup as it develops.
July, 2017: Freedom Fest, Earlham
Celebrate Independence Day in Earlham! Take part in a street dance, a parade, a pancake breakfast, tons of contest (including watermelon-eating and bubble gum blowing!), and fireworks, to name just a few. More details coming soon.
July 19-23, 2017: Madison County Fair
Bring the whole family for events and activities, livestock and pet shows, grandstand events, contests, carnival rides and games, food and much more!
August 4 and 5, 2017: Hinterland Music Festival
Two days of music curated for all who love both music and the great outdoors. This annual festival features a blend of live music, camping, art, craft and food vendors, family activities and more. Held at the Avenue of the Saints Amphitheater in St. Charles.
October 14 & 15, 2017: Madison County Covered Bridge Festival
We invite you to visit the 2017 Madison County Covered Bridge Festival on October 14th & 15th to experience the world famous covered bridges, crafts and old-time demonstrations, annual quilt and car shows, cowboys from the wild west, continuous entertainment, family fun — and the many people and places that make it a very special place to visit and a beautiful place to call “home.”
November 24, 2017: Festival of Lights
Kick off the holiday season with a visit from Santa Claus, lighted Christmas parade, live music, and more!
November 25, 2017: Small Business Saturday
Shop Madison County this holiday season for a hometown shopping experience like none other. In Winterset, enjoy a pancake breakfast, strolling carolers, horse-drawn carriage rides, and take part in a community canned food and winter wear drive. Warm up with hot chocolate by the burn barrels, and take home fresh greenery and locally-made items!
December 9, 2017: Children's Old Fashioned Christmas Party
From 11:00 am to 12:30 pm, come out to the Madison County Historical Complex for some fun with Santa Clause, photos, and cookie decorating. Complementary photos taken with Santa.
December 14, 2017: "Lights, Christmas, Action" Downtown Winterset
From 5:00 to 7:00 pm, participating stores around Winterset’s courthouse square will have live and in-motion holiday window displays, plus extended hours for your holiday shopping needs. There will also be lighted luminaries around the courthouse.