Upcoming Food & Drinks Events

Fall Sip and Shop 2025🍂

 1100 5th Street, Highland, IL, United States, Illinois 62249 14 Sep 2025
FOOD-DRINKS

Sausage Supper

 2520 Poplar St, Highland, IL, United States, Illinois 62249 11 Oct 2025
DRIVE-THRU

B&B @ Highland Fireman's Picnic

 Highland Square 27 Sep 2025
TRIPS-ADVENTURES

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Upcoming Live Music Events

Wicked Mojo rocks the 15-50 Party at The Corner Keg

 The Corner Keg Pub 30 Aug 2025
PARTIES

Thursday Night Live Summer Concert Series - Featuring Kobanova

 913 Main St, Highland, IL 62249-1507, United States 4 Sep 2025
CONCERTS

Little Known Fact Band Rocks The Corner Keg!

The Corner Keg Pub 11 Oct 2025
MUSIC

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Upcoming Halloween Events

Witches Walk

 914 Main Street, Highland, IL, United States, Illinois 62249 23 Oct 2025

Mutt-ster Mash: Trunk & Treat for Dogs!

 510 W Monroe St, Highland, IL 62249, United States 18 Oct 2025
DOG

Spooky Night in Highland with DARK HORSE

The Corner Keg Pub 25 Oct 2025
HALLOWEEN

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Upcoming Festivals Events

Street Art Festival

 Highland Square 20 Sep 2025
ART

Thursday Night Live Summer Concert Series - Featuring King of Pain

 913 Main St, Highland, IL 62249-1507, United States 18 Sep 2025
CONCERTS

Dogs’ Day Out with Aunt Nicki

 KC Hall Highland IL 6 Sep 2025
DOG

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Trending Events in Highland

Midwest Avenue @ The Corner Keg

 The Corner Keg Pub 1 Nov 2025

Crusin on the Square presented by Rusty Rodz Car Club

 914 Main St, Highland, IL 62249, United States 30 Aug 2025
CAR-SHOWS

Service in the Park--Labor Day Weekend

 2307 Broadway, Highland, IL, United States, Illinois 62249 31 Aug 2025
TRIPS-ADVENTURES

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

 Schlafly Highland Square 18 Oct 2025
COMEDY USD 28

Cow Pie Bingo hosted by the Highland Band & Choir Boosters

 Highland Middle School, Highland, IL, United States, Illinois 62249 13 Sep 2025
MUSIC

Pop-Up Bloom Bar 💐☕️

 The Olde Wicks Factory 14 Sep 2025
POP-UPS

Golden Hour Glow-up

180 woodcrest highland il 29 Aug 2025
POP-UPS

Highland Chamber of Commerce Lighted Christmas Parade

 Highland Square 28 Nov 2025
CHRISTMAS-PARADES

2025 Fall Artisan Market

 Highland High School 22 Nov 2025

Let's Play: Rebirth

 820 Main Street, Highland, IL, United States, Illinois 62249 30 Aug 2025
WORKSHOPS

Ruff Housing Jeep Run

Alphas Gym 13 Sep 2025

MTG: Two-Headed Giant Commander Party - Edge of Eternities

 820 Main Street, Highland, IL, United States, Illinois 62249 29 Aug 2025
PARTIES

Ruff Housing

KC Hall Highland Il 6 Sep 2025
DOG

Xtreme Outlaw-POWRi Challenge Series Finale

 Highland Speedway 6 Sep 2025
CONTESTS

Highland Firefighters' Picnic 2025

 Highland Square 27 Sep 2025
TRIPS-ADVENTURES

More things to do in Highland

Food & Drinks
Live Music
Parades
Halloween
Pop-Ups
Festivals
Comedy
Labor Day
Car Shows
Music Festivals