January 21, 2022:
Madison County Chamber Banquet & Annual Meeting

Join the Madison County Chamber of Commerce membership as we celebrate the achievements of 2021 and look ahead to an exciting year in 2022! Click for a list of voting members.

May, 2022:
Winterset Wine Walk

A great outing enjoy with Mom on Mother’s Day weekend! Join the Madison County Chamber of Commerce, downtown Winterset merchants, and area wineries for shopping, wine sampling, music, and more.  

Must be 21 years of age or older to participate; wristbands will be required.

June 2022: Date TBA
Airing of the Quilts

The Madison County Airing of the Quilts celebrates the history, tradition, and artistry of quilting in Iowa! Hundreds of quilts are displayed in dozens of historical and cultural landmarks across our picturesque county. This unique event is one that you don’t want to miss!

June – August (no July 4):
Levitt Amp Music Series

In Earlham City Park, every Sunday from 6-9pm. Find more details about the weekly musical guests, food and entertainment here: Levitt AMP Earlham Music Series

June, 2022: Date TBA
Macksburg National Skillet Throw

Featuring a parade, pedal tractor pull, RC car demonstration, food and craft vendors, and of course, a skillet throw. See Macksburg National Skillet Throw for more information.

July 4, 2022:
Earlham Freedom Fest

Celebrate Independence Day in Earlham! Take part in a street dance, a parade, a pancake breakfast, tons of contests (including watermelon-eating and bubble gum blowing), and fireworks, to name just a few. Find more information at Earlham Freedom Fest.

July, 2022: Date TBA
9th Annual Chamber of Commerce Golf Outing

Gather your team of four and come enjoy a morning of fun, fresh air and networking with your fellow chamber members At Lakeview Golf & Country Club in Winterset. Registration at 8:00 am, shotgun start at 9:00 am. Presented by Fareway Grocery Store and Union State Bank.

July, 2022: Date TBA
Old Settlers Days, St. Charles

The Old Settlers event celebrates family fun and community involvement. St. Charles, Iowa, is proud of its heritage and traditions. Many Old Settlers worked hard to build this little community! Lots of family entertainment all weekend long, from Cow Pie Bingo to entertainment on the Community Stage. Learn more on Facebook at St. Charles Old Settlers on Facebook and at scoldsettlers.org.

July 20-24, 2022:
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! View the full schedule and details as they develop at madisoncountyfair.net.

August, 2022: Date TBA
Hinterland Music Festival

Three 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 a the Avenue of the Saints Amphitheater in St. Charles. View the full lineup and details as they develop at hinterlandiowa.com.

October 8-9, 2022:
Madison County Covered Bridge Festival

Two full days of arts & crafts, food, demonstrations, covered bridges, and special events to celebrate being reunited!

Friday, November 25, 2022
Festival of Lights

Join us in Winterset’s courthouse district for a holiday experience like none other! At 5:00 pm, the whole family will enjoy food, live entertainment, free horse-drawn carriage rides, and photos with Santa, all around the Madison County courthouse. A lighted parade featuring holiday movies gets underway at 7:15 pm, ending with an appearance by Santa who will light up the courthouse square!

Saturday, November 26, 2022:
Small Business Saturday

Shop small, local businesses and enjoy special holiday festivities throughout the day.

7-11 am – Start with a pancake breakfast at the American Legion Hall hosted by the local Kiwanis. $6 per person.

10 am to 2 pm – Enjoy a free horse-drawn carriage ride around the courthouse square while shopping in Winterset’s award-winning retail district!

Friday, December 10 & Saturday, December 11:
Bells, Bows & Boutiques Tour

From 10:00 am to 5:00 pm (both days)

The Adel Partners, Madison County, and Indianola Chambers of Commerce have partnered up to create a self-guided holiday shopping and dining rural road trip through their communities, as well as the City of Earlham. Shoppers are encouraged to visit as many of these communities as they can for a shopping and dining experience like no other. Each town has a map highlighting their Chamber members’ retail, dining and beverage businesses, which visitors can pick up at select merchants in each community or access here. Over 55 shops, 24 restaurants, and 13 wineries/breweries/pubs are being featured throughout.

During the Bells, Bows & Boutiques event on Friday and Saturday, find one of six hidden bells (watch our Facebook page for clues) and instantly win either $15 or $20 in Chamber bucks!

In addition, Winterset is hosting its live and lighted window event, Lights! Christmas! Action!, on Friday, December 10th between 5-7 pm. On Saturday, December 11th, visitors can shop at an additional 26 arts, crafts and food vendors at the indoor Winter Solstice Market at the Winterset Livery between 12-6 pm. (The Winter Solstice Market will also take place on Sunday, December 12th from 12-6 pm.)

Indianola is hosting their festive Merry Little Christmas Party on Saturday, December 11th from “1-4pm to coincide with the “Bells, Bows, and Boutiques Tour”. In addition to shopping, guests will enjoy hot cocoa, hot cider, cookies, mulled wine, visits with Santa, and much more.

Live window displays feature “Christmas around the World” all around the Winterset Courthouse Square. Enjoy live or lighted window displays and extended shopping hours!

Friday, December 10, 2021:
Lights! Christmas! Action

From 5:00 pm to 7:00 pm

Live window displays feature “Christmas around the World” all around the Winterset Courthouse Square. Enjoy live or lighted window displays and extended shopping hours!

Saturday, December 11 and Sunday, December 12, 2021:
Winter Solstice Market

From Noon to 6:00 pm (both days)

Join us for a brand new event – a two-day indoor shopping experience featuring 26 curated arts, crafts and food vendors in the newly restored Winterset Livery building on the Winterset Courthouse Square, 116 S. 1st Ave. Savor the sights, sounds and scents of the holiday season while shopping for handcrafted items for everyone on your list. On Sunday, enjoy free horse-drawn carriage rides from 12-4 pm, and enter for a Grand Prize Giveaway for a six-course dinner for two!

The vendor lineup is as follows:

Backwoods Laser LLC
b.e.good
Bristol Tadlock
Clay and Oil
Easton’s
Jensy Lane
Joyful Heart Design
Lone Oaks Farm

Mama Rid’s LLC
Miss Elainious
Mystic Pine Acres
Olga’s Organics
Pickle Creek Herbs
Pink Tulip Boutique
RayMels
Round Robin Restyle
Rusty Stars Alpacas

She Bakes
Simple Life Farms
Speckled Hen Farms
The Iowa Theater
The Kringle Man
Tosche LLC
Walden Run
Woodland & Rye
Yours Truly & Co.