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

Holiday Events Calendar for Waterloo, IL

‘Tis the Season to enjoy our wonderful community of Waterloo, IL! As you enjoy the holiday Season, be sure to check out all of the great events taking place in Waterloo! And, THANK YOU FOR SHOPPING LOCAL FIRST!

2014 Christmas Season flyer


We’re so glad you stopped by to explore the Waterloo Chamber of Commerce’s new and improved website! If you live, work, or play in Waterloo, IL, we hope this site will be a useful resource for you.

The weekend after Thanksgiving is a great time to shop and enjoy our wonderful Community! Book your weekend now and enjoy an old-fashioned “Christmas on the Square” in downtown Waterloo! Our merchants are ready  and able to help you with your Christmas gift shopping all weekend long. If you visit all of the participating merchants, you’ll be entered into a drawing to receive a fantastic prize! Be sure to ask about this opportunity at your FIRST shopping stop.

Santa will be in his hut at the Square on Saturday and Sunday, ready to meet with your children to discuss all-important gift giving ideas! Bring your camera for a special photo op!

Be sure to enjoy a free carriage ride in beautiful downtown Waterloo also. Horse-drawn rides will be available on both Saturday and Sunday.

On Saturday evening, November 30, grab your favorite parade viewing spot on Main Street to enjoy the GLOW holiday lighted parade! It is quickly becoming a great tradition in our wonderful community.

The Waterloo Chamber is sponsoring the Christmas Lamppost Decorating Contest again this year and we want everyone to come out on Sunday afternoon to view the beautifully decorated lampposts and to vote for your favorite! First and Second place will be selected by judges, with the People’s Choice Award determined by YOU! Voting takes place between Noon – 3pm on Sunday, December 1.

Of course, there will be refreshments to enjoy and so much more all weekend long. It is a wonderful weekend and we invite you to enjoy it with us.

Christmas Walk 2013

Christmas Walk

Christmas Lamppost Decorating Contest