Visitors Guide
Road Trip Itinerary: Guys Trip

Road Trip Itinerary: Guys Trip

Posted on 01/10/2022 by Andy Waterman

Day 1:

Begin the boys trip by teeing off at Stonewolf Golf Club in Fairview Heights - a Jack Nicklaus Signature Design Course. Stonewolf is one of only four courses throughout Illinois and Missouri designed by golf legend. The tees and fairways feature Zoysia grass, with bent grass greens - but there are also five sets of tees to play as easy or as difficult as you’d like.

Take a short drive north to Madison, home of World Wide Technology Raceway. When they aren't hosting NHRA, NASCAR, or INDYCAR events - WWT Raceway is also where you can find the Gateway Kartplex. This go-kart experience is an 11-turn, half-mile track with karts that can go up to 55 miles an hour! 

To celebrate taking the checkered flag, make your way to Peel Wood Fired Pizza and Brewing Company in O'Fallon. Their Blood Orange Wheat is a great summer beer, along with the Double Take Blonde; and if you’re feeling adventurous, Peel has a handful of Beer Cocktails to try. If you're hungry, be sure to try some of their famous pizza and proscuitto involtini. 

For a little post-dinner entertainment - take a short drive south to GCS Ballpark in Sauget. Enjoy a Gateway Grizzlies baseball game, and order the 'Best Burger in Baseball' - which is a cheeseburger served with a donut as the bun!  

Once the game is finished, head south to Columbia to get some shut-eye before another full day of fun!

Day 2:

Book an early tee time for one of the best public courses in the entire state. Annbriar Golf Course in Waterloo is consistently ranked as one of the top ten public golf courses in the entire state, matter of fact, it was named the number one public golf course in Illinois for 2020! It is a beautiful, hilly course on 226 acres of land that was once a family farm. While the golf is great, the kindness and courtesy of the course staff is even better. This one is definitely one of the highlights of the trip! 

After a great round of golf, it's time to try some amazing beverages. The Southern Illinois Beer Trail runs through Waterloo, which is home to two craft breweries. Hopskeller Brewing Company and Stubborn German Brewing Company sit about a block away from each other - but they offer different brews that keep people coming back for more.

To taste a few more different brews, continue working your way south on the Southern Illinois Beer Trail. The next stop is Lieferbrau Brewery in Red Bud, which is one of the more impressive venues on the route as the building was built in 1888 and has since been beautifully restored and renovated. The outdoor beer garden at Lieferbrau is the perfect place to spend an hour sipping one of their 12 varieties of beer, including their Double Crop Cream Ale – a fan favorite. Not a far drive southeast of Red Bud, you’ll find White Rooster Farmhouse Brewery in Sparta. Here you can enjoy one of several unique brews – some of which are collaborations with other breweries. One of their more unique offerings is a Belgian dark ale brewed with cinnamon and raisin bread!  From there, get some rest before the final day of the trip.


Day 3:

Kick off the day with a fun round of trapshooting at the World Shooting and Recreational Complex in Sparta, home to the longest trapshooting line in the world! The WSRC also has Cowboy Action Shooting, Skeet Shooting, and Sporting Clays to experience as well. From there, head east to Tamaroa for a challenging round of golf at Red Hawk Golf Club. This 18-hole par 70 course has plenty of water hazards, including the 18th – which has a pond between the tee box and the green, so good luck out there! Once you’re finished golfing, head south to Du Quoin for a round of drinks and delicious food at St. Nicholas Brewing Company in Du Quoin. With an ever-changing lineup of craft beers, St. Nicks has just the drink for any guy on the trip. Have fun out there! 

Annbriar Golf Course - @aviewfromwil
GCS Ballpark - @empiregroupnick
St. Nicholas Brewing Company - @whitneyinthecity
Peel Wood Fire Pizza and Brewing Company - @jillianskrillian



NASCAR Race Weekend Trip Itinerary

Coming this summer, the Worldwide Technology Raceway is hosting the Enjoy Illinois 300 Worldwide Tec...more!

A Scenic Road Trip for Biking & Balloons in Downst

There’s a little pocket of Illinois paradise you probably haven’t slotted into your Midw...more!

Road Trip Itinerary: Take a Drive on IL Route 1

Here is a fun fact, the longest State Route in Illinois runs through our region! Illinois Route 1 is...more!

FREE Visitors Guide!
Request Your FREE
         Downstate Illinois
     Visitors Guide
        View Online Request Today!