John Prine Songs & Souvenirs w/Jason Wilber & Dave Jacques

A big old goofy evening with John Prine’s faithful long-time sidemen, Dave and Jason. 

If you’re a Prine fan, you’ll love hearing them share memories of their beloved, one-of-a-kind friend and boss. Also, they will perform some of John’s classic songs. A portion of the proceeds will benefit The Hello in There Foundation.

Irish Christmas in America

The hugely popular Irish Christmas in America show features top Irish music, song and dance. The show, produced by Sligo fiddler Oisín Mac Diarmada is an engaging performance rich in humour and boundless energy. The 2024 tour featured the return of vocalist Caitríona Sherlock. Moreover, she is a stunning example of the very best of new Irish female vocal talent.

Flor de Toloache

Flor de Toloache is a Latin Grammy-winning and two-time Grammy-nominated group lead by Mireya Ramos and Shae Fiol. Here, this duo has revolutionized mariachi with fearless artistry, magnetic vocals, and genre-blending brilliance. They founded the group in 2008 as New York City’s first all-women mariachi band. Then, the group began with traffic-stopping performances in subways, dive bars, and music clubs. Moreover, they quickly rose to national acclaim with appearances on NPR’s Tiny Desk, the White House, and the Kennedy Center.

The Fabulous Armadillos

We can’t tell you the theme quite yet, but with the Armadillos, no doubt you’re going to be blown away. Join the entire ‘Dillos crew for a show you will love!
Happens on the following Dates:

  • Nov 18, 2025, 7:30pm to 9:30pm Timezone: CST
  • Nov 19, 2025, 7:30pm to 9:30pm Timezone: CST
  • Nov 20, 2025, 7:30pm to 9:30pm Timezone: CST

Dee Dee Bridgewater & Bill Charlap

Effortless. Spontaneous. Inimitable. The convergence of two of jazz’s most legendary forces of nature.

Moreover, their virtuosic interpretations traverse the musical spectrum. For example, they draw on the canons of luminary composers: Ellington, Porter, Sondheim, LeGrand, Simon, and others. Here, they range from intimate ballads to soulful grooves, delivered with daring expression born of their musical chemistry.

Each performance is a sublime tour-de-force.

The Bad Plus

The Bad Plus are the ultimate originals. A democratic unit with a clear vision and a refusal to conform to convention. For the past two decades, they have played with spirit and adventure and have made their own rules. Moreover, they do so with a bold sense of creativity and intent. Avoiding easy categorization, The Bad Plus has won critical acclaim and a legion of fans worldwide. Further, their unique sound and flair for live performance make them a must-see ensemble.

Time Travelers Trek

Step into the past and experience Sauk Centre like never before at the Time Travelers Trek! This unique, family-friendly event invites visitors to journey through history with live reenactments, guided tours, hands-on activities, and captivating stories of the people and places that shaped this central Minnesota community.

Rosemount Country Faire

Free annual event from 10am – 4pm. Includes artists, authors, live music, food trucks and children's activities. Balloon artist will be making free balloon creations for kids from 11am-1pm

Let’s Chalk Monticello!

Watch Artists Turn the Streets Into a Canvas!

Tour & Take in Street Art, Entertainment, Food, & Fun for everyone!

September 20 & 21

Let’s Chalk is a two-day street art festival with entertainment, food, and family fun! This free event will feature bright, bold, and even 2D and 3D art from professionals, amateurs, and enthusiasts from across the globe! Join us Sept. 20 and 21, to watch these masterpieces taking shape in downtown Monticello.

Sampling of 2025 Featured Artists

SHAWN MCCANN, MINNEAPOLIS