Monticello Main Street | Monticello Main Street

Full steam ahead! The 14th annual Monticellobration festivities are quickly approaching! The event is growing in offerings this year as Main Street collaborates with the Railroad Museum during their Railroad Days celebration on September 19th and 20th. From Nelson Crossing, to Wabash Station and around the Courthouse Square, fun, food, and family activities can be enjoyed throughout the weekend.

On Saturday the 19th you'll find us celebrating the Golden Age of the railroad. We are looking at life during the late 1890s through 1930s. So be on the lookout for hobos, newsboys, flappers and maybe even a gangster! Our downtown restaurants will be converted into 1920s Speak Easy, complete with ladies and gents ready to serve you. Out on the street, the lively music of the Jim Markum Band as well as the Donna Weghorst and Friends Band during the day, along with swing dancing. Test your abilities on the rail road hand cart. Learn who won the contest for our first ever Little Miss and Mr Engineer! Of course you dont want to miss Dr. Cochrans scheduled return visit to peddle his famous elixir. Try out the Pump Rail Car Ride right on the street. Dont miss our perennial favorites; Paint The Towns squares by the Monticello Area Arts Council, and the Kids Corner. From the Wabash Station leading to the downtown youll want to check out The Sundowners Car Show and an exhibit of Monticellos school Box Car trains. On the Courthouse lawn, a structure straight out of Hooverville, will be presented by local 6th graders.

On Saturday if you stay around to the evening hours you will enjoy the music of Bad Medicine and Feudin Hillbillies! Make sure you make take a trip out to the Rail Museum at Nelsons Crossing and partake in the parade of the greatest engines ever made, ride the rails and enjoy a grand variety of other events on both days. Downtown Sunday out on the Courthouse Square the local praise band from Crossroads Church will be there from 1pm to 4pm. Join an Ice Cream Social out on the street at the same time, sponsored by Kirby Medical Hospital!

Gold Sponsors




Silver Sponsors

Rotary of Monticello


Farmers market 2015


Become a sponsor or Partner Download the forms below:


Click here to see map of downtown area

Upcoming Events

Whites of Spring-May 1st
Mid Summer Night Swing-August 1st
Farmer’s Market-June thru mid-October
Monticellobration-September 19 & 20
Pumpkins, Goblins, and Brews-October 9th
Reds of Christmas-November 27th


What: Monticellobration
When: Saturday, September 19th & Sunday, September 20
Where: From Nelson Crossing, to Wabash Station and around the Courthouse Square
Contact Info: Monticello Main Street (217) 762-9318 or
To become a vendor, send an email to:

Polar Express Raffle tickets

Raffle tickets will be sold at Main Street events- the Swing Event in August; Monticellobration on September 19th; and at the October 9th beer sampling event. Tickets will also be available online. Order tickets online here! Tickets bought online will enter your name into the drawing. Tickets will soon be available at participating retailers.


All tickets will be combined and two winners will be picked on October 12th.