Monroe County Courthouse Square

The Waterloo Optimist Club Youth Benefit Car Show takes place Sunday, June 3, outside of the Monroe County Courthouse in downtown Waterloo. In addition to all types of vehicles on display, there will be Hot Wheels races for kids and a food stand. Cost is $20 to register your vehicle for awards, or $5 to display only. Registration is at 8 a.m., with awards presented at 3 p.m. For more information, call Kevin Oeste at 618-410-2431 or email kevin@v8tv.net.

The Waterloo Chamber of Commerce Summer Concert Series is 5-8 p.m. June 10 with the Original Knights of Swing on the courthouse square.

Waterloo PumpkinFest is all about fun with your family, friends and community. It’s an event inspired by times past, where old is new again and everything has potential. This year’s autumn celebration takes place from 9 a.m. to 4 p.m. this Saturday on the Monroe County Courthouse grounds. There will be vendors selling clothing, accessories, home decor, jewelry and more. Several local businesses and community organizations host games for the kids to play and there will plenty of contests and…

Waterloo Citizens for a Pool are hosting a St. Paddy’s Day 5K Walk/Run and Fun Run on March 16, beginning at 9 a.m. on the Monroe County Courthouse square. Register online at www.WaterlooPool.com. There will be awards and prizes for the top male and female runners. Top finishers in each age group will receive medals and all kids will receive a medal.

11 a.m. at the Courthouse Square.

Bring your classic, hot rod, muscle car, custom truck, rat rod, bike and the family to The Waterloo Optimist Club Youth Benefit Car Show on June 2 at the Monroe County Courthouse. Registration starts at 8 a.m. with awards at 3 p.m. Contact Kevin Oeste at 618-410-2431 or kevin@v8tv.net for more info.

Join 17 breweries on the Southern Illinois Beer Trail for their second annual Beer Trail Bash Festival June 15 from 12-4 p.m. at the Monroe County Courthouse Square in Waterloo. Tickets are only $30 and can be purchased in advance via Brown Paper Tickets. Tickets include tastings, music, the chance to “meet the brewers”, a commemorative glass, and fun! Tickets are $35 the day of the festival (cash only the day of festival). Designated driver tickets are $5 in advance…

The 38th annual Porta Westfalica Festival is Tuesday, June 18. Entertainment starts at 4 p.m. at the Courthouse Square with the New Hanover Deutschmeisters performing until the time of the parade, which kicks off from the Gibault parking lot at 6 p.m., winding up through Main and Mill Streets. Beginning at 7 p.m., the Bud Light Brigade will play, followed by the Waterloo Municipal Band from 7:30-8:30 p.m. and the Waterloo German Band from 9-10:30 p.m. The Mittlere Tanzgruppe, a…

The Waterloo Homecoming is this Friday and Saturday Aug. 23 and 24 with a theme of “Agriculture Past & Present.” Both days will feature food and cold drinks as well as kids rides. On Friday, the Waterloo Municipal Band will play from 7-8 p.m. with Tim Berg and the Kurtz Family Band playing from 8 p.m. to midnight. The parade begins Saturday at 5 p.m. The WHS drum line performs from 6:30-7 p.m., the Bud Light Brigade plays from 7-8…

The 10th annual Waterloo PumpkinFest takes place from 9 a.m to 4 p.m. this Saturday, Oct. 12 on the courthouse grounds. Several vendors will be selling clothing, accessories, home decor, jewelry and more, with local businesses and community organizations hosting games for kids to play. Pumpkin-themed contests and activities are offered throughout the day, including a bubble bus, juggler, magician and costume contest. There will also be food and drink stands, live music and family fun. A washer tournament takes…