Waterloo Chamber of Commerce Annual Trivia Night

Join us for one of the most fun Trivia Nights in Monroe County! The annual Waterloo Chamber of Commerce Trivia Night takes place Saturday, January 13 at the SPPCS gym, 217 W. Third Street, Waterloo, and you don’t want to miss it! Only 40 tables available, so don’t wait to reserve your team’s table!

Theme: Mardi Gras!!

Cost: $100 for a table of 8 (Please make check payable to “Waterloo Chamber of Commerce”)

BYO Food & Drinks. Player Friendly Questions.

Host: Jon Grayson – Trivia MC ~ Longtime St. Louis radio personality brings his style of topical commentary and humor to the Waterloo Chamber of Commerce Trivia Night!

Mulligans and Heads or Tails…along with the 50/50 Cash Raffle to benefit the Chamber Scholarship Fund!

Decorate your table with a Mardi Gras theme…dress up with your beads and Mardi Gras flair!             Best decorated table wins a special prize!

Call 618-939-5300 or email us at chamber@htc.net to reserve your table!


First of Six concerts in New Downtown Concert Series Set for May 6!

The Waterloo Chamber of Commerce is pleased to present a new downtown concert series, scheduled to begin the evening of May 6, 8-11 pm, following the MayFest.

Once a month between May and October, the Downtown Concert Series will feature a different band. The schedule for 2017 is as follows:

Saturday, May 6; 8-11pm – Father Jack

Sunday, June 11; 4-7 pm – Scrambled

Sunday, July 9; 4-7 pm – The Trophy Mules

Sunday, August 13; 4-7 pm – Burnt Toast and the Jam

Sunday, September 10; 3:30-7 pm – O.O.P.A. , The Sofa Kings

Saturday, October 14; 8-11pm – Riverside

Food options will be available along Mill Street, starting an hour before the concert is scheduled to begin. Bring your blanket and chairs, and grab a great spot to enjoy the concert!

Special thanks to our sponsors:

Rock Star Sponsors: Edward Jones, Midland States Bank, Oak Hill, Red Bud Regional Hospital, Thrivent Financial, Weir

Back Stage Pass Sponsors: A&W Insurance, First National Bank of Waterloo, Garden Place Senior Living, Hentscher Johnson Orthodontics, Philomena + Ruth, Savannah’s Southern Charm, State Farm Insurance, Stubborn German Brewing Co., and Timberwolf Vacation Rentals

Fans of the Music Sponsors: Farmers Insurance, Kyle Osterhage, Monroe County Commissioner Vicki Koerber, Quality Collision, State Bank of Waterloo

This is a free, outdoor concert, presented by your Waterloo Chamber of Commerce. We are committed to Building Community and Supporting Business.



MayFest Musician Applications Due April 3 – Turn yours in today!

A friendly reminder to our local musicians – The MayFest musician application deadline is Monday, April 3. Turn in your application before then to be considered. The MayFest is an annual festival, hosted by the Waterloo Chamber of Commerce, that highlights local musical talent. The event also features local artisans, antique and vintage dealers, small businesses, retail vendors, crafters, and more. (Vendor applications, including those selling food items, are also being accepted.) The event takes place on the first Saturday in May (May 6), in beautiful downtown Waterloo, IL at the Monroe County Courthouse square.

For more information, please contact the Waterloo Chamber of Commerce at 939-5300 or chamber@htc.net.

2nd Annual Christmas Tree Lighting Ceremony

Join us for our 2nd annual Community Christmas Tree Lighting Ceremony, Thursday, December 1, at 6:30 pm! This will take place at our newly planted 15+ foot Evergreen tree, located at the corner of Main and Mill Street, on the courthouse square. Please arrive a few minutes early, enjoy a cup of hot chocolate, and be on hand to celebrate the initial lighting of the tree! Hometown Harmony will join us by singing Christmas carols and the Waterloo Lions will provide cookies – it’s an old-fashioned, fun event!

We’ll also announce the Christmas Walk Winners, Lamppost decorating contest winners, and the winner of the Storefront Decorating Contest!


3rd Annual May Music & Market Festival – May 7th

Get ready for a great day of music, games, shopping, food, and fun! The 3rd Annual May Music & Market Festival takes place Saturday, May 7th, 9am-4pm at the Monroe County Courthouse Square. We will have 6 LIVE musical groups performing at the historic bandstand throughout the day! Bring your lawn chairs, sit a spell, and enjoy the sweet sounds!

First National Bank of Waterloo will have a Shred Truck at the corner of Market and Mill Street from 9 – Noon, so be sure to bring your discarded papers.

Helping Strays will host an adoption event, and several local businesses will provide children’s games.

We will have food and beverage vendors on hand to tempt your taste buds!

And of course, there will be many artisans, crafters, retailers, vintage dealers, and more for your shopping pleasure!

We are anticipating a great day, so be sure to save the date and join us!


Special Thanks to Our Sponsors: First National Bank of Waterloo, Grey Eagle Distributors, HTC, & JV’s Downtown Bar & Grill


Vendors, we still have spaces for you! Contact the Chamber at 939-5300 or chamber@htc.net for an application.

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First Annual Waterloo Christmas Tree Lighting Ceremony

Join us on Thursday, December 3rd, 6:30 pm, for the 1st Annual Official Waterloo Christmas Tree Lighting Ceremony, taking place at the Monroe County Courthouse Square at the corner of Mill and Main Street.

The Waterloo Chamber of Commerce is pleased to coordinate this new tradition, which will include a 20ft real Christmas tree, adorned with 4,000 Christmas lights and a Christmas star tree topper.

The tree will arrive in Waterloo with the Waterloo Optimists’ annual Christmas trees, and will be installed by the City of Waterloo. Monroe County Electric Co-Operative will decorate the tree with 4,000 Christmas lights to finish the look!

Special thanks to George Obernagel for sponsoring the Christmas tree, and to the Monroe County Commissioners for permission to display the tree on the courthouse square.

Hot Chocolate will be served. Please join us as we light the tree!

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Waterloo’s Christmas on the Square

Be sure to save the dates and JOIN us for a wonderful Waterloo Tradition!

Saturday & Sunday, November 28-29 (Thanksgiving Weekend)


10 am – Shops are open until 4pm – Visit the 13 participating merchants’ stores, have your shopping card stamped at each shop, and be entered into a contest to win! $1,000 in gift certificates will be awarded! (Pick up your shopping card at one of the participating merchants).

  • Barking Boutique Pet Salon – 217 Westview Plaza Dr.
  • Bountiful Blossoms Floral & Gifts – 121 S. Main St.
  • The Clothes Line Boutique – 100 S. Market St.
  • Diehl’s Floral & Gifts – 726 Rogers St.
  • Helping Hands Thrift Store – 695 N. Moore St.
  • JSR Jewelry – 201 N. Main St.
  • Merle Norman Cosmetics – 742 N. Market St.
  • Mill Street Treasures – 125 W. Mill St.
  • Nice Twice Resale Shop – 518 Park St.
  • Patty & Gary’s Home Decor – 101 W. 4th St.
  • Peterstown House – 275 N. Main St.
  • Philomena + Ruth – 118 W. Mill St.
  • Small Town Style Boutique – 211 Bradford Lane

NoonSanta Arrives by Carriage! Come and tell Santa what you want for Christmas at the Santa Hut by the Courthouse Band Stand! Children of all ages are welcome ’til 4pm. Bring your camera to capture a photo. FREE!

Noon – 4pmEnjoy Free Carriage rides – Courthouse bandstand

Noon – 4pmKettle Corn and Beverages available for purchase

5:30 pmGLOW Holiday Lighted Parade

After ParadeChili Supper at SPPCS Gym – Special visit by Santa and parade contest winners will be announced.



11 am – 4pm – Shops open!

11 am – 4pm – Visit City Hall – Enjoy coffee and peanut cake.

  • Bicentennial Items for Sale (1st Floor)
  • Mrs. Claus’ Kitchen (2nd Floor) – Home-made cookies and candy for sale


Noon – 3pmVote for your favorite decorated lamppost! Voting ballots available at the bandstand. Winners announced at 3:30 pm.

Noon – 4pm – Visit the Santa Hut

Noon – 4pm – Free Carriage Rides

Noon – 4pm – Kettle Corn and Beverages available for purchase

1 pm – Waterloo Municipal Band Concert at the Bandstand

3:30 pm – Lamppost & Christmas Walk winners announced at the Bandstand

6:30 pm – Hometown Harmony Christmas Concert at Hope Christian Church, located at 9273 Coach Stop Rd.


Thank you to our Sponsors!

  • Waterloo Merchant Group
  • City of Waterloo
  • Waterloo Chamber of Commerce
  • GLOW

Kris Kringle Sponsors:

  • First National Bank of Waterloo
  • Harrisonville Telephone Company
  • Scott Credit Union
  • State Bank of Waterloo

Santa’s Little Helper Sponsors:

  • Century 21 – Amy Hank
  • Republic-Times
  • Wal-Mart
  • Weir Chevy Buick GMC
  • Wightman’s Pharmacy

Trunk or Treat – Downtown Waterloo

Families, join us for TRUNK or TREAT, in downtown Waterloo on Main Street! Saturday, October 31, 6-8pm.


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35th Annual Porta Westfalica Festival – Tuesday, June 16, 2015 in Downtown Waterloo!

Sister Cities of Portaloo, the Waterloo Chamber of Commerce, and Waterloo Lions are busy making plans for the 35th annual Porta Westfalica festival, scheduled for Tuesday, June 16th at the Monroe County Courthouse grounds in downtown Waterloo.

The festivities begin at 4pm with inflatables for the children, booths, music, great food, and domestic and German beer and wine.

The parade begins at 6 pm, beginning at Gibault Catholic High School on Columbia Avenue, traveling East to Main Street, turning South and traveling to the corner of Main and 3rd Street.

Musical Entertainment includes the New Hanover Deutchmeisters, 4 – 6 p.m. on the Courthouse grounds, the Bud Light Brigade (following the parade until 7:30 p.m.) at the bandstand, the Waterloo Municipal Band, 7:30 – 8:30 p.m. at the bandstand, and the Waterloo German Band, 8:30 – 10:30 p.m., on Main Street in front of Mama’s on Main.

NEW THIS YEAR – Be Sure to grab a great seat to enjoy a demonstration by German dancers, beginning at 8:30 pm.

Enjoy great food, including BBQ Pork Steaks and brats, hamburgers, hotdogs, Potato Pancakes with applesauce, Funnel Cakes, pretzels, and SO MUCH MORE!!

Sample an assortment of wine and beer in the beautiful wine and beer garden. Both domestic and German varieties are available. Last call is 10 p.m.

Children will enjoy a large variety of inflatable rides and games, set up on Mill Street. Ride armbands are available for advance purchase at the area banks and Schnucks for $12. Armbands provide unlimited access to the inflatables for the entire evening, and will also be available for purchase for $15 on the evening of the festival. Individual ride tickets are $3 each.

The Porta Westfalica festival is a wonderful Waterloo tradition, established in 1980. Bring your lawn chairs and join us!

 PWF Ad 2015


2nd Annual May Music & Market Festival – May 9th – Downtown Waterloo

The Waterloo Chamber of Commerce is pleased to announce the 2nd Annual May Music & Market Festival, May 9th, in beautiful downtown Waterloo at the Monroe County Courthouse grounds. The event will be held 9 am – 4pm, and will feature music, retail and local business vendors, along with food and games for children.

Live music will be enjoyed at the bandstand throughout the day, featuring local talent. Bring your lawn chairs and enjoy a day of great music! Our featured musicians are LIFECHURCH-Waterloo, All Tooned Up, Burnt Toast Acoustic, Chris Krause, and The Better Class of Losers.

Helping Strays will hold an adoption event on the grounds, and First National Bank of Waterloo will sponsor a shred truck from 9 – 11 am.

Special thanks to our sponsors: Grey Eagle Distributing, First National Bank of Waterloo, Weir Chevrolet, Gonzenbach Agency Farmers Insurance, Harrisonville Telephone Company, JV’s Downtown Bar & Grill, McDonald’s, and Wal-Mart.

This is a free, outdoor event, brought to you by your Waterloo Chamber of Commerce. We are committed to Building Community and Supporting Business. Please join us for a wonderful day!

Vendor spaces are still available and may be reserved by contacting the Chamber office at (618) 939-5300. More information can also be found at the chamber’s website, www.enjoywaterloo.com or at the Chamber’s facebook page at: https://www.facebook.com/waterloochamberofcommerce.

For photos from last year’s festival, visit http://www.enjoywaterloo.com/may-music-and-market-festival/