All Upcoming events

• Sat, 28 Feb, 2026 - 07:00 PM

  2nd Annual 90's Country Night

  2005 PARK HILL DRIVE, HIGHLAND IL

  124+ Interested
• Sat, 21 Feb, 2026 - 08:00 PM

  🎤 COMEDY NIGHT IS COMING TO HIGHLAND! 😂

  907 Main Street, Highland, IL, United States, Illinois 62249

  23+ Interested
• Sat, 22 Aug, 2026 - 08:00 PM

  Kirchenfest 2026 with Shut Up Mark!

  Kirchenfest

  60+ Interested
• Sat, 22 Aug, 2026 - 07:30 AM

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

  St. Paul Catholic Church Highland

  161+ Interested
• Fri, 13 Feb, 2026 - 07:00 PM

  Pre-Valentine’s Day Dueling Pianos at Olde Wicks Factory!

  The Olde Wicks Factory

  119+ Interested
• Sat, 21 Feb, 2026 - 09:00 PM

  ELT’s Performing at The Corner Keg!!

  Corner Keg
• Sat, 21 Feb, 2026 - 06:30 PM

  No Cover, All Groove: The House Shakers Live at Olde Wicks Factory

  1100 5th Street, Highland, IL, United States, Illinois 62249

  37+ Interested
• Sat, 21 Feb, 2026 - 12:00 PM

  Mardi Gras Party @ Old Time Pub with Cajun Buffet & Live Music: Zydeco Crawdaddy's

  12258 Highland Road, Highland, IL, United States, Illinois 62249

  15+ Interested
• Sun, 08 Mar, 2026 - 11:00 AM

  Olde Wicks Factory Spring Sip and Shop💐

  1100 5th Street, Highland, IL, United States, Illinois 62249

  422+ Interested
• Sat, 25 Apr, 2026 - 10:00 AM

  Spring Artisan Market

  12760 Troxler Ave, Highland, IL

  269+ Interested
• Wed, 04 Feb, 2026 - 06:00 PM

  Ladies Bible Study - Jonah

  Family Bible Church

  6+ Interested
• Thu, 05 Mar, 2026 - 06:45 PM

  HCWC Monthly Meeting - March

  Hope Lutheran Church Highland

  5+ Interested
• Fri, 13 Mar, 2026 - 06:00 PM

  Borderline & Line Dancing at The Olde Wicks Factory

  The Olde Wicks Factory

  USD 5
• Sat, 07 Feb, 2026 - 06:30 PM

  Madison County Fair Chicken Fundraiser Dance

  2025 Park Hill Dr, Highland, IL, United States, Illinois 62249

  99+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  Highland Dance Party Night - Sat. Feb 14th - Theme: Love In Paris

  1900 VFW Rd, Highland, IL 62249-2343, United States

  27+ Interested
• Sat, 21 Mar, 2026 - 10:00 AM

  St. Patty's Scavenger Hunt

  Unwind Salon•Spa•Lounge

  63+ Interested
• Sat, 16 May, 2026 - 10:00 AM

  Dairy Day at the Madison County Fairgrounds!

  Madison County Fairgrounds

  118+ Interested
• Sun, 15 Feb, 2026 - 10:30 AM

  72nd Annual Sausage Supper

  721 9th St, Highland, IL, United States, Illinois 62249

  134+ Interested
• Fri, 27 Feb, 2026 - 06:30 PM

  Daddy Daughter Date Night '26

  Mosaic Church - Highland

  Free
• Fri, 24 Apr, 2026 - 07:00 PM

  Frozen the Musical presented by Highland High School

  Highland Elementary Auditorium

  76+ Interested
• Sat, 19 Sep, 2026 - 08:30 PM

  Classic Crush @ The Corner Keg

  The Corner Keg Pub

  6+ Interested
• Sat, 07 Mar, 2026 - 08:30 AM

  3rd Annual Clays for Childhood Cancer

  Highland Pistol & Rifle Club Inc

  52+ Interested
• Fri, 31 Jul, 2026 - 05:00 PM

  THE GREENHOUSE FLORIST & GIFT SHOP with TGNY ACOUSTIC

  The Greenhouse Florist & Gift Shop

  5+ Interested
• Sat, 21 Feb, 2026 - 08:00 PM

  Next Stop Comedy at Big O's Sports Bar

  Big O's Sports Bar Highland Square IL

  12+ Interested
• Fri, 13 Feb, 2026 - 07:15 AM

  REALITY STORE

  Highland Middle School

  10+ Interested
• Sat, 28 Mar, 2026 - 11:00 AM

  2026 Clinton County Classic

  Madison County Fairgrounds, Highland, IL, United States, Illinois 62249

  26+ Interested
• Sat, 21 Mar, 2026 - 07:00 PM

  Trivia Night: Spring Fling

  Knights Of Columbus

  8+ Interested
• Sat, 07 Feb, 2026 - 06:00 PM

  Music Trivia Night

  Lindendale Park

  36+ Interested
• Sat, 28 Mar, 2026 - 08:00 AM

  HCWC's Annual Breakfast with the Easter Bunny

  Evangelical United Church-Christ

  USD 17
• Sun, 03 May, 2026 - 10:00 AM

  100 Mile Club Celebration

  2520 Poplar St, Highland, IL, United States, Illinois 62249

  14+ Interested
• Sat, 07 Feb, 2026 - 08:00 PM

  BnB @ Madison County Chicken n Beer Dance

  Madison County Fairgrounds

  68+ Interested
• Fri, 06 Feb, 2026 - 05:00 AM

  KRC Member Appreciation Day

  Korte Rec Center

  52+ Interested
• Fri, 08 May, 2026 - 06:00 PM

  Glow Golf Fundraiser

  Country Club Rd, Highland, IL 62249, United States

  18+ Interested
• Sun, 08 Feb, 2026 - 01:30 PM

  Scott and Carrie Joy, PREGAME Super Bowl Sunday @ E. L. Flanagan’s!

  E.L. Flanagan's Sports & Spirits

  15+ Interested
• Sat, 21 Feb, 2026 - 06:00 PM

  2026 Mouse Races - Supporting HHS baseball, 11U Illinois Tiger baseball, and So IL 60's Softball

  Highland Knights of Columbus Hall

  37+ Interested
• Sun, 18 Oct, 2026 - 11:00 AM

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

  Highland Square

  6+ Interested
• Fri, 20 Feb, 2026 - 06:00 PM

  3rd Annual Trivia Night

  12846 Daiber Rd, Highland, IL

  11+ Interested
• Sun, 01 Mar, 2026 - 09:00 AM

  Sunday AM Christian History Study 9:00 & 10:30 AM

  2307 Broadway, Highland, IL, United States, Illinois 62249

  10+ Interested
• Wed, 04 Feb, 2026 - 07:00 PM

  Sound Healing - Wednesday, February 4th 7:00 PM

  Balanced Wellness

  9+ Interested
• Sat, 07 Mar, 2026 - 07:00 PM

  HBCB Rock’n’Roll Bingo

  2005 Lindenthal Ave., Highland, IL

  25+ Interested
• Thu, 05 Feb, 2026 - 05:00 AM

  KRC Dollar Day

  Korte Rec Center

  49+ Interested
• Sat, 21 Feb, 2026 - 07:00 PM

  Highland Lions Club Trivia Night

  Evangelical United Church of Christ

  8+ Interested
• Thu, 05 Feb, 2026 - 06:45 PM

  HCWC Monthly Meeting - February

  Hope Lutheran Church Highland

  11+ Interested
• Thu, 05 Feb, 2026 - 09:00 AM

  Spring Women's Thursday AM Bible Study

  2307 Broadway, Highland, IL, United States, Illinois 62249
• Tue, 24 Feb, 2026 - 06:00 PM

  Free Buyer Seminar - Presented by Skyline Community Realty Team | Keller Williams Marquee

  187 Woodcrest Dr, Highland, IL 62249-1267, United States