Big O’s Bar & Grill - Highland Square

08/29/2026

🎸 LIVE MUSIC TONIGHT AT BRICK & BARRELS! 🥃🍷

Come spend your Saturday night with us and enjoy Bill Tracy LIVE starting at 7 PM!

🎶 Country • Classic Rock • Blues
🥃 Great Bourbon & Wh***ey
🍷 W**e
🍸 Handcrafted Cocktails
🎤 Live Music & Good Times

Grab some friends, find a seat, order your favorite drink, and enjoy a great night of live music in Highland!

📍 Brick & Barrels
1014 Laurel St.
Highland, IL 62249

⏰ TONIGHT — MUSIC STARTS AT 7 PM

🔥 See you tonight at Brick & Barrels!

**eBar

08/28/2026

08/27/2026

🚨 WE’RE HIRING AT BIG O’S SPORTS BAR & GRILL! 🚨

Big O’s in Highland is looking for some great people to become part of our team!

We are currently hiring:
⭐ SERVERS
🍹 BARTENDERS
👨‍🍳 COOKS / KITCHEN STAFF
Full-time and part-time positions are available!

If you’re looking for more than just another restaurant job, come be part of the Big O’s team!

We’re looking for people who are dependable, energetic, hardworking, friendly, and ready to work as part of a team.

Big O’s is a busy sports bar and restaurant with live entertainment, special events, trivia, bingo, poker, pool, game days, festivals, and more. That means there are plenty of opportunities to work, make great tips, meet people, and grow with us.

💵 Great Tips
📅 Flexible Schedules
"Must be flexible available to work evenings and weekends"
🍔 Employee Discounts
🏈 Fun, Fast-Paced Sports Bar Atmosphere
🎶 Special Events & Entertainment
🤝 Team-Oriented Environment

Experience is great, but attitude, dependability, and willingness to learn are just as important to us.

Whether you’re an experienced bartender, a server who loves working with people, or a cook looking for a place where you can become part of a team, WE WANT TO MEET YOU!

👉 APPLY IN PERSON AT BIG O’S SPORTS BAR & GRILL
📍 907 Main St. Highland, Illinois 62249

🔥 GOOD FOOD. COLD DRINKS. SPORTS. ENTERTAINMENT. GREAT PEOPLE. 🔥

Come work where the action is and become part of the Big O’s team! 🍔🍺🏈🎱

08/22/2026

🎱 BIG NEWS AT BIG O’S SPORTS BAR! 🎱

We’ve got a NEW POOL TABLE ready to go!

💵 ONLY $1 PER GAME!
Grab a friend, rack ’em up, and come shoot some pool while enjoying a cold drink and great food at Big O’s! 🍺🍔

🏆 AND THERE’S MORE…

We’re excited to announce that Big O’s Sports Bar will be participating in the Zim’s Rack Fall Pool League! 🎱🏆

We’re looking forward to bringing more pool action, competition, and league nights to Big O’s this fall.

Whether you’re a serious pool player or just want to shoot a few games with friends, come check out our new table!

🎱 NEW POOL TABLE
💵 $1 PER GAME
🏆 ZIM’S RACK FALL POOL LEAGUE
🍺 COLD DRINKS • GREAT FOOD • GOOD TIMES

📍 907 Main St Highland IL 62249 - Big O’s Sports Bar – Highland Square

Rack ’em up and come play! 🎱

08/22/2026

🎱 Zim’s Rack Fall Pool League

Madison County Fall Session

Night: Thursdays
Start Date: August 27
Madison County is listed as an ACS-sanctioned division.

League Costs
$15 ACS annual player membership
$35 team entry fee — discount available for multiple teams from the same bar
$8 weekly player fee

$5 goes toward payout
$2.50 to the league operator
$0.50 to the Players Tournament Fund

All teams receive a payout

🎱 Teams & Handicaps
4 players per team — men, women, or mixed
3 players must be Amateur level
The 4th player may be any level
Handicap levels:
Amateur: 7.9 & below
Advanced: 8
Master: 9
Pro: 10
Handicap is based on ball count, not wins/losses

All teams make the playoffs

Championship Opportunities
State Championships and Nationals in Las Vegas
“No Need to Qualify – Just Be Eligible.”

Zim’s Rack League Operators
Danny Deiters: 618-910-0358
Michael Zimmerman: 618-974-7511 See less

08/19/2026

⚠️ NOTICE ⚠️

AC UNIT DOWN FOR REPAIR

We apologize for the inconvenience.

Thank you for your patience and understanding.

We'll see you guys tomorrow...

07/31/2026

🍽️ FRIDAY NIGHT STEAK DINNER SPECIAL AT BIG O'S SPORTS BAR! 🥩

Treat yourself to an incredible steak dinner tonight at Big O's Sports Bar in Highland Square!

8 oz. Aged Filet Mignon – Only $39.00

Your dinner includes:
🥗 House Salad

Choose ONE Side:
🥕 Honey-Glazed Carrots
🌱 Brussels Sprouts
🍟 Seasoned Fries
🍠 Sweet Potato Fries

Choose your perfect steak experience:
🔥Stone Grill Experience – Cook your filet exactly the way you like it on a sizzling hot stone right at your table.
OR
👨‍🍳 Let our chefs prepare it to your preferred temperature on our grill.

🕔 Available Tonight • 5:00 PM – 9:00 PM
⚠️ Limited Quantity Available – Once They're Gone, They're Gone!

Bring your friends, enjoy an amazing steak dinner, and experience one of the best steaks in Highland. We can't wait to serve you!

Big O's Sports Bar Highland Square IL
907 Main St "Highland Square"