Happening Next

Highland Festivals Events

Festivals Happening Next in Highland, IL

Kirchenfest 2026

 1412 9th St, Highland, IL, United States, Illinois 62249 21 Aug 2026

Shotgun Creek at Highland St. Paul Kirchenfest 2026 - 4PM

 1411 Main St, Highland, IL 62249-1654, United States 22 Aug 2026
FESTIVALS

Madison County Fair

2025 Park Hill Dr, Highland, IL, United States, Illinois 62249 21 Jul 2026
MUSIC

PBJ Festival - July 31st

 Highland Square 31 Jul 2026
FESTIVALS

PBJ Festival - August 7th

 Highland Square 7 Aug 2026
FESTIVALS

Crusin on the Square presented by Rusty Rodz Car Club

 914 Main St, Highland, IL 62249, United States 30 May 2026
CAR-SHOWS

St. Paul Strassenlauf 2K, 5K, 10K

 St. Paul Catholic Church Highland 22 Aug 2026
SPORTS

Motocross

 2025 Park Hill Dr, Highland, IL, United States, Illinois 62249 24 Jul 2026

Kirchenfest 2026 with Shut Up Mark!

 Kirchenfest 22 Aug 2026
MUSIC

Amanda Wick @ St. Paul Kirchenfest 2025

 Kirchenfest 23 Aug 2026

PBJ Festival - July 17th

 Highland Square 17 Jul 2026
FESTIVALS

Street Art Festival

 Highland Square 19 Sep 2026
FESTIVALS

Soup on the Square

 914 Main St, Highland, IL 62249, United States 7 Nov 2026
NONPROFIT

Jethro Makes 3+Paul @ 2026 Moose Chili Cook-off

 Highland Square 18 Oct 2026

Madison Co. Fair - Highland, IL

 Madison County Fairgrounds 21 Jul 2026

Shakespeare in the Park

 914 Main St, Highland, IL 62249, United States 18 Aug 2026
FESTIVALS

B&B @ Kirchenfest

 St. Paul Catholic Church Highland 21 Aug 2026