Running Races in Highland, IL

Marathons, 1-milers, 5Ks, half-marathons, 10Ks & more

See below for a frequently-updated, comprehensive list of upcoming running events in the local Highland, IL area. Races listed here include both walking and running events of various distances — from 1-milers, to 5Ks, to marathons, and everything else in between.

Running-5K (Competitive) - Competitive

Organization: St. Clare Oktoberfest

Date of Race: 09-26-2026

Description: All adult runners will receive a free beverage, as per ...

Running-5K - 5K Registration

Organization: Cahokia Mounds Museum Society

Date of Race: 11-08-2026

Description: Mark your calendars and plan to join us on Sunday, November ...

Running-5K - Family 5K Registration

Organization: Cahokia Mounds Museum Society

Date of Race: 11-08-2026

Description: Mark your calendars and plan to join us on Sunday, November ...

Run/Walk-5K - (8:00am) - 5K Run/Walk

Organization: O'Fallon's Habitat For Humanity

Date of Race: 10-31-2026

Description: COSTUME CONTEST, 5K RUN/WALK, KID'S FUN RUN!! ...

12 & Under Running-5K (start 8:00am) - 12yr ...

Organization: O'Fallon's Habitat For Humanity

Date of Race: 10-31-2026

Description: COSTUME CONTEST, 5K RUN/WALK, KID'S FUN RUN!! ...

Howling Habitat 5K/Fun Run

Organization: O'Fallon's Habitat For Humanity

Date of Race: 10-31-2026

Description: COSTUME CONTEST, 5K RUN/WALK, KID'S FUN RUN!! ...

Family Registration $100 (2 adult & 2 kids ...

Organization: O'Fallon's Habitat For Humanity

Date of Race: 10-31-2026

Description: COSTUME CONTEST, 5K RUN/WALK, KID'S FUN RUN!! ...

Kids' Fun Run at 8:45am (Run around Public ...

Organization: O'Fallon's Habitat For Humanity

Date of Race: 10-31-2026

Description: COSTUME CONTEST, 5K RUN/WALK, KID'S FUN RUN!! ...

City of the Sun 5K Trail Run 2026

Organization: Cahokia Mounds Museum Society

Date of Race: 11-08-2026

Description: Mark your calendars and plan to join us on Sunday, November ...

2026 Oktoberfest 5K Rennen & Weg

Organization: St. Clare Oktoberfest

Date of Race: 09-26-2026

Description: All adult runners will receive a free beverage, as per ...

New Year, New Pieces Puzzle Palooza (50Y+)

Organization: City of Belleville

Date of Race: 01-08-2027

Description: DescriptionNew Year, New Pieces! Join us for this special Puzzle Palooza ...

Hot Cocoa Hustle

Organization: City of Belleville

Date of Race: 01-24-2027

Description: DescriptionWarm up this winter with the Hot Cocoa Hustle 2-mile fun ...

Kids Fun Run - Kids Fun Run (10 ...

Organization: St. Clare Oktoberfest

Date of Race: 09-26-2026

Description: All adult runners will receive a free beverage, as per ...

Puzzle Palooza: Wrapping up the Pieces

Organization: City of Belleville

Date of Race: 12-11-2026

Description: DescriptionDive into this holiday edition of our fan-favorite Puzzle Palooza. Teams ...

Hocus Pocus Puzzle Palooza

Organization: City of Belleville

Date of Race: 10-16-2026

Description: DescriptionIt’s just a bunch of hocus pocus… and a whole ...

Puzzle Palooza: Love is in the Pieces!

Organization: City of Belleville

Date of Race: 02-05-2027

Description: DescriptionPut your hearts together and race to the finish! Gather ...

Walking-5K (non-competitive) - 5K Walk (non competitive)

Organization: St. Clare Oktoberfest

Date of Race: 09-26-2026

Description: All adult runners will receive a free beverage, as per ...

2026 Howlin' Hayride & Moonlight Movie

Organization: City of Belleville

Date of Race: 10-03-2026

Description: DescriptionJoin us for our annual fall tradition at the ...

Spring Training 1- T-ball ages 5-7

Organization: City of Belleville

Date of Race: 02-03-2027

Description: DescriptionGet ready to hit the field! Our Youth Baseball Spring ...

Spring Training 1- T-ball ages 5-7

Organization: City of Belleville

Date of Race: 02-03-2027

Description: DescriptionGet ready to hit the field! Our Youth Baseball Spring ...