We know how to throw a party! We’ve been doing this since 1809….there is ALWAYS something to do when you come to Madison. There are home tours, music events, garden tours, holiday events, parades, arts/crafts shows, 5Ks, car shows, food & wine tastings, and beer on tap – just to name a few.

Our largest events include Madison River Jam (formerly RiverRoots), Madison Regatta, Madison Ribberfest BBQ & Blues, Madison Chautauqua Festival of Art, Soup, Stew, Chili & Brew Festival, Nights Before Christmas Candlelight Tour of Homes, and Wonderland in the Park.

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Main Street

Madison, IN 47250 United States

July 2021

Slice of Summer Sidewalk Sale

July 22 - July 24
Main Street Madison, IN 47250 United States + Google Map

Join Main Street merchants for the biggest sale of the summer season! Free lemonade and treats too! Begins 11am Friday and ends at 8pm Saturday, downtown merchants.  812-274-0195. Fri. 11:00am -8:00pm Sat. 11:00am - 6:00pm  

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October 2021

Madison Main Street Downtown Loft Tour

October 2 @ 10:00 am - 4:00 pm
Main Street Madison, IN 47250 United States + Google Map
$15

Enjoy a self-guided tour of downtown loft spaces in varying stages of development. For more info 812-274-0195. This event is biennial on odd years.

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Soup Stew Chili & Brew

October 9 @ 11:00 am - 5:00 pm
Main Street Madison, IN 47250 United States + Google Map
FREE

On Madison's Main Street. The event features music, food, fun activities, live music, beer and wine gardens, carnival rides and shopping and all the great tastes of fall!  11am to 5pm. Call 812-265-3135. Sponsored by the Madison Area Chamber of Commerce. Free admission. Tickets available for tasting & games. Family Friendly!

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November 2021

Downtown Holiday Open House

November 12 @ 5:00 pm - 9:00 pm
Main Street Madison, IN 47250 United States + Google Map
Free

Main Street's Signature Event!  Elaborate holiday displays, new releases of holiday items, special promotions, and goodies for customers. For more info see the Facebook event here.

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Small Business Saturday

November 27 @ 10:00 am - 8:00 pm
Main Street Madison, IN 47250 United States + Google Map
Free

Shop Small. Shop Local. Shop Madison's downtown.  Holiday shopping at its best!

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If you have an Event or Festival that is not listed here, or if you see a date that is incorrect, contact us.
Dates & Times subject to change. Please call ahead.