What are the Entertainment events happening in Highland This Weekend January 16-18 2026?

Here are the Entertainment events happening this weekend January 16-18 2026 in Highland: Sheriff Jeff Connor's 5th Annual Trivia Night is happening on Sat 17 Jan 2026 from 7:00 PM onwards at KC Hall Highland Il Winter Party is happening on Sun 18 Jan 2026 from 5:30 PM onwards at Korte Rec Center, Highland

What are the top Entertainment events happening in Highland?

Here are the top Entertainment events in Highland: Sheriff Jeff Connor's 5th Annual Trivia Night is happening on Sat 17 Jan 2026 from 7:00 PM onwards at KC Hall Highland Il Pre-Valentine’s Day Dueling Pianos at Olde Wicks Factory! is happening on Fri 13 Feb 2026 from 7:00 PM onwards at The Olde Wicks Factory, Highland Mardi Gras Party @ Old Time Pub with Cajun Buffet & Live Music: Zydeco Crawdaddy's is happening on Sat 21 Feb 2026 from 12:00 PM onwards at 12258 Highland Road, Highland, IL, United States, Illinois 62249 Spring Artisan Market is happening on Sat 25 Apr 2026 from 10:00 AM onwards at 12760 Troxler Ave, Highland, IL Highland Dance Party Night - Sat. Feb 14th - Theme: Love In Paris is happening on Sat 14 Feb 2026 from 7:00 PM onwards at 1900 VFW Rd, Highland, IL 62249-2343, United States Winter Party is happening on Sun 18 Jan 2026 from 5:30 PM onwards at Korte Rec Center, Highland THE GREENHOUSE FLORIST & GIFT SHOP with TGNY ACOUSTIC is happening on Fri 31 Jul 2026 from 5:00 PM onwards at The Greenhouse Florist & Gift Shop, Highland

What are the Entertainment events happening in Highland this January 2026?

Here are the Entertainment events happening in Highland in January 2026 : Sheriff Jeff Connor's 5th Annual Trivia Night is happening on Sat 17 Jan 2026 from 7:00 PM onwards at KC Hall Highland Il Winter Party is happening on Sun 18 Jan 2026 from 5:30 PM onwards at Korte Rec Center, Highland

Highland, IL Entertainment Events

Entertainment events in Highland

Sat, 17 Jan, 2026 - 07:00 PM

Sheriff Jeff Connor's 5th Annual Trivia Night

KC Hall Highland Il

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

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

The Olde Wicks Factory

21+ 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
Sat, 25 Apr, 2026 - 10:00 AM

Spring Artisan Market

12760 Troxler Ave, Highland, IL

129+ 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

16+ Interested
Sun, 18 Jan, 2026 - 05:30 PM

Winter Party

Korte Rec Center

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

THE GREENHOUSE FLORIST & GIFT SHOP with TGNY ACOUSTIC

The Greenhouse Florist & Gift Shop

5+ Interested

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Sat, 28 Feb • 10:00 PM

Love in Missouri

The Crack Fox

Newly Added

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USD 10
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Fri, 13 Mar • 08:00 PM

VFW Comedy Concert Fundraiser with Mike Bova

Arnold VFW Post 2593

15+ Interested

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USD 25
Fri, 30 Jan • 06:00 PM

Boozy Bingo at the Lemp Mansion

Lemp Mansion

USD 49
Thu, 15 Jan Onwards

High Ridge Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

Newly Added

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USD 10
Tue, 08 Sep • 07:00 PM

AC/DC, The Pretty Reckless in Saint Louis

The Dome at America's Center
Fri, 30 Jan • 07:00 PM

Jim Gaffigan St. Louis

St. Louis, MO

5+ Interested
Sun, 18 Jan • 03:00 PM

Monster Jam at The Dome at America's Center

The Dome at America's Center
Sun, 16 Aug • 06:25 PM

Guns N Roses at Busch Stadium

Busch Stadium
Wed, 19 Aug • 06:30 PM

The Return Of The Carnival Of Sins: Mötley Crüe

Hollywood Casino Amphitheater

1541+ Interested

Entertainment events in Highland

VFW Comedy Concert Fundraiser with Mike Bova

Entertainment events in Highland

Entertainment events in Highland

Sheriff Jeff Connor's 5th Annual Trivia Night

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

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

Spring Artisan Market

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

Winter Party

THE GREENHOUSE FLORIST & GIFT SHOP with TGNY ACOUSTIC

Explore events by date

Entertainment events from nearby cities

Love in Missouri

VFW Comedy Concert Fundraiser with Mike Bova

Boozy Bingo at the Lemp Mansion

High Ridge Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

AC/DC, The Pretty Reckless in Saint Louis

Jim Gaffigan St. Louis

Monster Jam at The Dome at America's Center

Guns N Roses at Busch Stadium

The Return Of The Carnival Of Sins: Mötley Crüe

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Here are the Entertainment events happening this weekend January 16-18 2026 in Highland:

Here are the top Entertainment events in Highland:

Here are the Entertainment events happening in Highland in January 2026 :

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Entertainment events in Highland

VFW Comedy Concert Fundraiser with Mike Bova

Entertainment events in Highland

Entertainment events in Highland

Sheriff Jeff Connor's 5th Annual Trivia Night

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

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

Spring Artisan Market

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

Winter Party

THE GREENHOUSE FLORIST & GIFT SHOP with TGNY ACOUSTIC

Explore events by date

Entertainment events from nearby cities

Love in Missouri

VFW Comedy Concert Fundraiser with Mike Bova

Boozy Bingo at the Lemp Mansion

High Ridge Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

AC/DC, The Pretty Reckless in Saint Louis

Jim Gaffigan St. Louis

Monster Jam at The Dome at America's Center

Guns N Roses at Busch Stadium

The Return Of The Carnival Of Sins: Mötley Crüe

Trending Events in Highland-IL

Explore Events around you

FAQs

Here are the Entertainment events happening this weekend January 16-18 2026 in Highland:

Here are the top Entertainment events in Highland:

Here are the Entertainment events happening in Highland in January 2026 :

Explore more in Highland

Entertainment events from nearby cities