Monticello Live Music Events

Live Music Happening Next in Monticello, IL

Fall Car Show and Vendor Market @ The Villas of Holly Brook

 901 Medical Center Drive, Monticello, IL 61856 20 Sep 2025
CAR-SHOWS

Weekend Wind Down: Oct. 3

 Allerton Park and Retreat Center 3 Oct 2025
MUSIC

Homecoming on the Square 2025

 108 S Charter St, Monticello, IL, United States, Illinois 61856 19 Sep 2025
KIDS

Weekend Wind Down: Oct. 17

 Allerton Park and Retreat Center 17 Oct 2025
MUSIC

Weekend Wind Down: Nov. 7 & 8

 Allerton Park and Retreat Center 7 Nov 2025
MUSIC

Paint Piatt Pink Pop-Up

 The Gathering Place 9 Oct 2025
POP-UPS

Jimm Wood at 3 Ravens

 3Ravens Food&Spirits 2 Oct 2025
WORKSHOPS

Weekend Wind Down: Oct. 31 & Nov. 1

 Allerton Park and Retreat Center 31 Oct 2025
MUSIC