Monticello Main Street, Monticello Chamber of Commerce, and The City of Monticello invite you to Make it Monticello, September 19-22, 2019! Whether you’ve come from afar or aren’t far from home, we hope you’ll stay and play with us as we celebrate all that is truly Americana this Fall season. From our charming, historic downtown to the crown jewel of the Midwest at Allerton; from the steam engine rides to the places our little, local theatre company will take you, there’s something for everyone in unique Monticello!

THURSDAY, SEPT. 19…We’re celebrating 20 years at the Monticello Farmers’ Market on Thursday, Sept. 19 from 3:30 – 6:30 on State Street; local farmers, makers, bakers and small-batchers await, in addition to easy-listening, live music!

FRIDAY, SEPT. 20… Make it a date night or grab some girlfriends and come back out on Friday night for a nostalgic night with Deana Carter at Allerton’s Prairie Sky Concert, presented by U of I Credit Union!

SATURDAY, SEPT. 21… Monticellobration happens in historic, downtown Monticello. From Kirby Kids Corner full of bounce houses and face-painting, to the local 4-H petting zoo; pop-up makers, food trucks, and our beloved brick-and-mortar boutiques, restaurants and bars; a professionally DJ’d Kids Dance Party on the Square, the Arcola Kiddie Tractor Pull Competition; and Sundowners Car Show; it’s a jam-packed day of FREE fun that begins at 10 AM! Stroll downtown with your favorite libation from one of our bars, 5 PM until midnight and enjoy live, national music acts!

SATURDAY, SEPT. 21-SUNDAY, SEPT. 22… Hit the regionally-recognized Railroad Days Saturday or Sunday and enjoy vintage passenger and freight train rides from 10 AM – 5 PM. More food trucks, vintage Hodge-hand Cars, and all kinds of kid-friendly fun await. Live theatre is also happening all weekend long, as the Monticello Theatre Association presents, Witness for the Prosecution.

Explore lodging options here on our site, and find a few other charming accommodations on this “Monticello” Airbnb search list. The Monticello Best Western has offered a special rate of $119/night for “Make it Monticello 2019.” September 19-22 is the weekend to Make it Monticello! See you soon! #makeitmonticello2019