Christmas Stroll & Get Caught Shopping
Congratulations to Pine Top Soda Shop and On the Rocks Jewelry!
Pine Top Soda Shop is the first-place winner in the 2024 Sheridan Christmas Stroll People’s Choice Lighting & Decorating Contest, held by the Sheridan County Chamber of Commerce.
On the Rocks Jewelry took second place.
“Congratulations to the winners of this year’s contest, and thank you to all of the businesses who participated as well as those who voted.” said Chamber Program Development Director Teresa Detimore. “We were delighted to see all of the business’s creative ‘Cowboy Christmas Stroll’ lights and decorations. We appreciate all of their work and encourage the community to take the time to visit all of the participating businesses and enjoy their festive decorations.”
The Chamber hosted the contest on their website, and the community could vote Stroll Day, Nov. 29, through Sunday, Dec. 1.
Pine Top Soda Shop received $100 in Chamber Bucks, a blue ribbon and a certificate. They are located at 1506 N. Main St. On the Rocks Jewelry, located at 121 N. Main St., received $50 in Chamber Bucks, a red ribbon and a certificate.


Download the program and schedule of activities for the 2024 Christmas Stroll:
Download the list of participating businesses:
Saddle Up for the 29th Annual Sheridan Christmas Stroll!

Celebrate Christmas Cheer, Holiday Sales, and More!
History of Sheridan Christmas Stroll
The Sheridan Christmas Stroll has been held the day after Thanksgiving for the past 28 years and is the official kick off for the Christmas season!
Each year, Christmas Stroll brings up to 3,000 shoppers to Sheridan. Sheridan’s historic downtown is the hub of the Christmas Stroll event and activities, but businesses throughout Sheridan County participate. Stroll activities include free photos with Santa and Mrs. Claus, wagon rides, marshmallow roasting, in-store specials, Christmas carolers, winning Stroll buttons and much more.
Each year Sheridan County students in Grades 1-6 submit designs for the Stroll button based on the Stroll theme. The winning design is featured on the buttons, and the Chamber and participating businesses sell the Stroll buttons. Starting the night of Stroll, and through Christmas Eve, Stroll button holders can check all participating businesses for the number that matches their Stroll button number. If found, the person with the winning button number receives a prize of at least a $50 value from the business.
Starting on Stroll day and the Saturdays following Stroll, Stroll Button holders can “Get Caught Shopping” locally. Secret “elves” try to “catch” Stroll button wearers shopping in Stroll-participating businesses prior to Christmas. Some lucky shoppers who get caught while wearing their buttons in participating stores may receive up to $100 in Chamber Bucks!
Proceeds from the Christmas Stroll go to the purchase of additional and replacement Christmas decorations for the Sheridan area.
What is a Stroll Button? Is it a crime to Get Caught Shopping?! Christmas Stroll FAQs
What is Christmas Stroll?
The Sheridan Christmas Stroll has been held the day after Thanksgiving since 1996 and is the official kick off for the holiday season. Each year, Stroll brings thousands of shoppers to Sheridan. Sheridan’s historic downtown is the hub of the Christmas Stroll event and activities, but businesses throughout Sheridan County participate. Stroll activities include wagon rides, sales, in-store specials, Christmas carolers and musicians, winning Stroll buttons, free food and beverages, marshmallow roasting, visits with Santa and Mrs. Claus and a fireworks finale. Sheridan’s Main Street and Grinnell Plaza close to vehicles from 4 to 8 p.m. for evening festivities.
What is a Stroll Button?
Each year Sheridan County students in Grades 1-6 submit designs for the Stroll Button based on the Stroll theme. The winning design is featured on the buttons, each individually numbered, and the Chamber and participating businesses sell the Stroll buttons for $5 each. All participating businesses receive a poster with a unique number that matches one of the Stroll Buttons that they post in their business starting on Stroll Day.
Why do people buy Stroll Buttons?
Starting Stroll Day, and through Christmas Eve, Stroll button holders can check all participating businesses for the number that matches their Stroll button number. If found, the person with the winning button number receives a prize of at least a $50 value from the business.
Why do people buy Stroll Buttons?
Stroll Buttons are available for $5 each from the Chamber office or Stroll participating businesses starting in early November until sold out. We have sold out of Stroll buttons for the past 3 years. Last year, 3,000 buttons were available and sold.
Are Stroll Buttons only good for one day?
No! In addition to being collector items for many folks, Stroll Buttons should be worn through the entire holiday season. For one, Stroll Button holders have through Christmas Eve to find their matching button number at participating businesses. Secondly, you can “Get Caught Shopping” with your Stroll Button.
Why would I want to get caught shopping?
Starting Stroll Day and every Saturday through Christmas, the Chamber’s secret elves roam Sheridan County looking for folks wearing their Stroll Button while doing business in a Stroll participating business. If you are “caught shopping” by one of our elves, you are rewarded with Chamber Bucks.
What are Chamber Bucks?
Chamber Bucks are gift checks that can be used just like cash at most Sheridan County businesses. They are not only fun to spend, but they also keep dollars in our community.
What is the Lighting & Decorating Contest?
Stroll participating businesses may enter the Stroll Lighting & Decorating Contest at no charge. Businesses decorate based on the Stroll theme for the current year, and the public votes for their favorite via an online poll. The first and second place winners receive Chamber Bucks, a certificate and a ribbon.
Stroll Buttons – SOLD OUT
Stroll Buttons are available for $5 and may be purchased at Stroll Participating Businesses or the Chamber office, 54 S. Main St., while supplies last.
Congratulations to this year’s Christmas Stroll Button Design Contest winner Claire Jennings!
