Upcoming Highland Events

Check out what's happening all around Highland, IL

Street Art Festival

Sat, 20 Sep at 11:00 am Highland Square

Mosaic @ the RELEVANT Run/Walk!

Sat, 13 Sep at 08:00 am Relevant Pregnancy Options Center

2025 Fall Artisan Market

Sat, 22 Nov at 10:00 am Highland High School

B&B @ Highland Fireman's Picnic

Sat, 27 Sep at 07:00 pm Highland Square

Highland Firefighters' Picnic 2025

Sat, 27 Sep at 04:00 pm Highland Square

🎉Balanced Wellness 1 Year Anniversary Bash🎉

Fri, 26 Sep at 06:00 pm 1318 Mercantile Dr, Highland, IL 62249-1240, United States

Olde Wicks Factory Halloween Party

Fri, 31 Oct at 08:00 pm 1100 5th Street, Highland, IL, United States, Illinois 62249

Fall Sip and Shop 2025🍂

Sun, 14 Sep at 11:00 am 1100 5th Street, Highland, IL, United States, Illinois 62249

Mamas Rehab-Cheers to 7 Years!!

Sun, 28 Sep at 11:00 am 12448 Sportsman Rd, Highland, IL, United States, Illinois 62249

SCU Second Saturdays at Highland, IL - Food Drive

Sat, 13 Sep at 09:00 am 12455 State. Rt. 143 Highland, Illinois, 62249

24 Hour Laps Of Love Enduro-Race! 🐸 ♥️ 🏁

Fri, 19 Sep at 07:00 pm Highland Speedway

Sausage Supper

Sat, 11 Oct at 12:00 pm 2520 Poplar St, Highland, IL, United States, Illinois 62249

Cow Pie Bingo....

Sat, 13 Sep at 11:00 am Highland Middle School

Next Stop Comedy at Schlafly Highland Square! - Highland, IL

Sat, 18 Oct at 08:00 pm Schlafly Highland Square USD 28

Thursday Night Live Summer Concert Series - Featuring King of Pain

Thu, 18 Sep at 07:00 pm 913 Main St, Highland, IL 62249-1507, United States

Pop-Up Bloom Bar 💐☕️

Sun, 14 Sep at 11:00 am The Olde Wicks Factory

Midwest Avenue @ The Corner Keg

Sat, 01 Nov at 08:30 pm The Corner Keg Pub

Witches Walk | Highland Square District

Thu, 23 Oct at 05:00 pm Highland, IL Town Square Free

Make your own Pirate Hat

Thu, 18 Sep at 06:00 pm 1001 9th St, Highland, IL, United States, Illinois 62249

HCWC Monthly Meeting -

Thu, 02 Oct at 06:45 pm Hope Lutheran Church Highland

Line Dancing Lessons

Wed, 17 Sep at 07:00 pm 1900 VFW Rd, Highland, IL, United States, Illinois 62249

Taylor Made HHS Choir Concert Fundraiser

Sat, 04 Oct at 06:45 pm Highland Elementary Auditorium

Crusin on the Square presented by Rusty Rodz Car Club

Sat, 27 Sep at 05:00 pm 914 Main St, Highland, IL 62249, United States

The Side Hustle RETURNS to 501 Blues Club!

Sat, 13 Sep at 08:00 pm 501 Blues Club

#24hrlapsforleaps

Fri, 19 Sep at 07:00 pm Highland Speedway

Business After Hours

Thu, 18 Sep at 05:00 pm Advanced Radon Mitigation, LLC

Mutt-ster Mash: Trunk & Treat for Dogs!

Sat, 18 Oct at 05:00 pm 510 W Monroe St, Highland, IL 62249, United States

Classic Crush @ The Corner Keg

Sat, 13 Sep at 08:30 pm The Corner Keg Pub

Fall Crafty Saturday

Sat, 13 Sep at 10:00 am 1001 9th St, Highland, IL, United States, Illinois 62249

Blades in the Dark RPG

Tue, 16 Sep at 06:00 pm 820 Main Street, Highland, IL, United States, Illinois 62249

Ruff Housing Jeep Run

Sat, 13 Sep at 10:30 am Alphas Gym

RHB Acoustic at 501 Blues

Sat, 13 Sep at 07:00 pm 501 Blues Club

Book Club

Thu, 25 Sep at 06:30 pm 1001 9th St, Highland, IL, United States, Illinois 62249

Blessing of the Pets

Sun, 21 Sep at 12:00 pm 12846 Daiber Rd, Highland, IL

Indoor moving / Family Garage Sale Event

Wed, 17 Sep at 11:00 am 124C Poplar Street OPEN Wednesday through Friday 11-5 Saturdays 10-2, Highland, IL

Dementia Support Group- San Gabriel Highland

Thu, 09 Oct at 06:00 pm 2509 Frank Watson Pkwy, Highland, IL, United States, Illinois 62249

HIGHLAND DANCE Night - Sat, Sept 13th - THEME: Musical Artist Night

Sat, 13 Sep at 07:00 pm 1900 VFW Rd, Highland, IL 62249-2343, United States

Women's Wellness Walk

Tue, 23 Sep at 06:00 pm Gardens at Glik Park

Vaccine & Microchip Clinic

Sat, 20 Sep at 08:00 am 510 W Monroe St, Highland, IL 62249, United States

Highland Chamber of Commerce Lighted Christmas Parade

Fri, 28 Nov at 06:30 pm Highland Square

Fall Women's Thursday AM Bible Study: Live Free

Thu, 18 Sep at 09:00 am 2307 Broadway, Highland, IL, United States, Illinois 62249

Witches Walk

Thu, 23 Oct at 05:00 pm 914 Main Street, Highland, IL, United States, Illinois 62249

Small Business Saturday - Caught in the Act

Sat, 29 Nov at 09:00 am 1216 Main St, Highland, IL, United States, Illinois 62249

HCWC Monthly Meeting - November

Thu, 06 Nov at 06:45 pm Hope Lutheran Church Highland

Little Known Fact Band Rocks The Corner Keg!

Sat, 11 Oct at 08:30 pm The Corner Keg Pub

Let's Play: Fire Tower

Sat, 27 Sep at 06:00 pm 820 Main Street, Highland, IL, United States, Illinois 62249

Fall Family Bible Study

Tue, 23 Sep at 05:45 pm 3207 Daiber Ln, Highland, IL 62249-2819, United States

Chamber Holiday Happy Hour

Fri, 12 Dec at 05:00 pm Lindendale Park Ballroom

Yoga Teacher Training

Sat, 18 Oct at 08:00 am 1318 Mercantile Dr , Highland, IL, United States, Illinois 62249

Chili Dogs and Cozy Logs

Sat, 20 Sep at 05:00 pm 1450 26th St. , Highland, IL, United States, Illinois 62249

Lego Club

Tue, 16 Sep at 06:00 pm 1001 9th St, Highland, IL, United States, Illinois 62249

Fall Sip & Shop

Sun, 14 Sep at 11:00 am The Olde Wicks Factory

Yoga Sculpt-Continuing Education Class

Sat, 25 Oct at 08:00 am 1318 Mercantile Dr , Highland, IL, United States, Illinois 62249

Conversations@TheStation

Thu, 18 Sep at 06:30 pm Family Bible Church

Goat yoga @ Highland il Band and Choir Fundraiser

Sat, 13 Sep at 09:00 am Highland Middle School USD 39

Pokemon Trade Night

Sat, 27 Sep at 05:00 pm 820 Main Street, Highland, IL, United States, Illinois 62249

Business After Hours

Thu, 16 Oct at 05:00 pm Beauty on Broadway

Every Little Thing Band Performing at Corner Keg!!

Sat, 06 Dec at 09:00 pm The Corner Keg Pub

Business After Hours

Thu, 20 Nov at 05:00 pm Lee's Fine Jewelry

Fall Women's Monday Bible Study: Managing Money Wisely

Mon, 15 Sep at 03:30 pm 2307 Broadway, Highland, IL, United States, Illinois 62249

Fall Membership Class

Sun, 19 Oct at 09:00 am 2307 Broadway, Highland, IL, United States, Illinois 62249

Cookie Crumb Trail

Sat, 06 Dec at 10:00 am Highland Square

Highland Farmers Market

Tue, 16 Sep at 04:00 pm 914 Main St, Highland, IL 62249, United States

Highland - Line Dance Lessons 7-9PM

Wed, 24 Sep at 07:00 pm 1900 VFW Rd, Highland, IL 62249-2343, United States

Meal Packing Event

Sat, 20 Sep at 09:00 am 1100 Main St, Highland, IL, United States, Illinois

Fall Oil Change Project

Sat, 25 Oct at 08:00 am 2307 Broadway, Highland, IL, United States, Illinois 62249

"Rogues' Gallery" - Night #2

Sat, 15 Nov at 07:00 pm Highland High School

Spooky Night in Highland with DARK HORSE

Sat, 25 Oct at 08:00 pm The Corner Keg Pub

MTG: Pauper-palooza

Sat, 04 Oct at 12:00 pm 820 Main Street, Highland, IL, United States, Illinois 62249

HHS Fall Play Fundraiser @ Scooter's Coffee Fundraiser

Sat, 11 Oct at 06:00 am Scooter's Coffee, Highland, IL, 62249

Cow Pie Bingo hosted by the Highland Band & Choir Boosters

Sat, 13 Sep at 10:00 am Highland Middle School, Highland, IL, United States, Illinois 62249

💅Rockin’ Nails at Olde Wicks 🍹🛍️🍂

Sun, 14 Sep at 11:00 am The Olde Wicks Factory

September Potluck: Crazy Good Sandwiches

Sun, 21 Sep at 11:45 am 2307 Broadway, Highland, IL, United States, Illinois 62249

HCC Team at Relevant Pregnancy Options Center 5k Run/Walk

Sat, 13 Sep at 08:00 am Relevant Pregnancy Options Center

HIGHLAND DANCE Night - Sat, Oct 25th - THEME: Costume / Masquerade Night

Sat, 25 Oct at 07:00 pm 1900 VFW Rd, Highland, IL 62249-2343, United States

Preschool Storytime

Mon, 15 Sep at 10:00 am 1001 9th St, Highland, IL, United States, Illinois 62249

Jethro Makes 3 + Paul @ The Highland Moose Chili Cook-off

Sun, 19 Oct at 11:00 am Highland Square

Grief Share Support Group

Mon, 22 Sep at 06:00 pm 2520 Poplar St, Highland, IL, United States, Illinois 62249

Mega Evolution Prerelease

Sun, 21 Sep at 12:00 pm 820 Main Street, Highland, IL, United States, Illinois 62249

1965 Class Reunion

Sat, 27 Sep at 01:00 pm Michael's Restaurant - Highland, IL

29th Annual Golf Scramble

Sat, 04 Oct at 12:00 pm Highland Country Club 13403 Country Club Road Route 40, Highland, IL 62249

Highland Arts Council Drawing Class

Thu, 02 Oct at 06:00 pm Korte Rec Center

October 11 Day Retreat: Learning from Labyrinths

Sat, 11 Oct at 09:00 am Mosaic Church - Highland

MTG: Spider-Man Prerelease

Tue, 23 Sep at 05:30 pm 820 Main Street, Highland, IL, United States, Illinois 62249

HIGHLAND DANCE Night - Sat, Nov 22nd - THEME: Goin' Country

Sat, 22 Nov at 07:00 pm 1900 VFW Rd, Highland, IL 62249-2343, United States

Business After Hours

Thu, 15 Jan at 05:00 pm Knights of Columbus

Springfield Diocesan Council of Catholic Women 2025 Convention

Wed, 01 Oct at 09:00 am 1411 Main St, Highland, IL 62249-1654, United States

Bake Sale!

Fri, 24 Oct at 11:00 am Highland's Tru-Buy

ShortMist @ Old Time Pub

Sun, 05 Oct at 03:00 pm Old Time Pub

Devin Bowl

Sat, 20 Sep at 02:00 pm Hi-Top Bowl

Sunday Afternoon Dance, Highland, Illinois Knights of Columbus (2:00 P.M. - 5:00 P.M.)

Sun, 19 Oct at 02:00 pm Highland KC Hall, 12454 State Route 143, Highland, Illinois

ShortMist @ Old Time Pub

Sun, 14 Dec at 03:00 pm Old Time Pub

Fry Project returns to Corner Keg in Highland IL! 🎶🍻🎶

Sat, 15 Nov at 08:30 pm The Corner Keg Pub

"Rogues' Gallery" - Night #1

Fri, 14 Nov at 07:00 pm Highland High School

November 8 Day Retreat: Giving Thanks - The Power of Gratitude

Sat, 08 Nov at 09:00 am Mosaic Church - Highland

Day Retreat: Thriving (Not Just Surviving) Through the Holidays

Sat, 06 Dec at 09:00 am Mosaic Church - Highland

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