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10th Annual Christmas Celebration in Downtown Conroe: Christmas Around the Square Dec. 1

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The Downtown Conroe Association (DCA) is preparing for the 10th Annual Christmas Tradition, (formerly Christmas on Main) Christmas Around the Square immediately after the Annual Tree Lighting on Tuesday, December 1 from 6:30pm until 9:00pm throughout the streets of Main, Simonton, and Metcalf. Founder’s Plaza will be the center of music by the Jazz Connection starting promptly at 6:45pm and will also serve as the drop off for tickets to win prizes that night during the bike giveaway.

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Conroe Christmas tree lighting on December 1
Conroe Christmas Tree Lighting on December 1; Photo Credit: Downtown Conroe Association

Christmas Around the Square is a collaboration between the City of Conroe and the Downtown Conroe Association to bring a family fun event to residents to kick off the “most wonderful time of the year.” In 2017, Mayor Powell asked volunteers to create an event where families could share the excitement of Christmas right after the “official” City of Conroe tree was lighted while everyone was still in the Downtown area. Each year more activities add to the event and allow the public to visit the merchant shops.

The DCA is appreciative of the sponsors for the 2026 Christmas Around the Square including Title Sponsor Barsh Automotive, The City of Conroe, Todd Yancy, Ezee Fiber, Faith Cycles, 9360-600 DUMP, Smart Financial, Margie Taylor of Taylorized PR, and Jason Franklin, I Love Conroe. Their assistance contributes to the success of the event.

Bring family and friends to the Annual Christmas Tree Lighting and Christmas Around the Square after Thanksgiving on Tuesday, Dec 1 through the streets of downtown Conroe. The Tree Lighting begins at 6:30pm at Heritage Place with Christmas on the Square immediately following the lighting of the spectacular tree. Visit the local merchants who will provide Christmas treats/refreshments, photo opportunities, face-painting, and of course a visit with Santa at Mimi’s on Main.

Be sure and get a ticket to be eligible for the drawing at 8:00pm at Founder’s Plaza for bikes and other prizes! Must be present to win. Both events are hosted FREE by the City of Conroe and the Conroe Downtown Area Merchants Association. All tickets for drawings must be taken to tumbler at Founder’s Plaza Park at 8:00pm to be included in the drawing.

Tickets for the drawing and tokens to vote for your favorite window display will be available at 4 Information booths:

  • Main Street/Hwy 105
  • San Jacinto/Metcalf
  • Thompson/Simonton
  • Main Street/Metcalf by Founder’s Plaza Park
10th Annual Christmas Celebration in Downtown Conroe: Christmas Around the Square Dec. 1
Photo Credit: Downtown Conroe Association

The public walk the streets to vote on window displays from participating merchants by dropping a wooden coin into the decorated gift box outside their favorite window display. The window with the most tokens will win the coveted first through third place plaques.

The map will feature activities hosted by the merchants. Activities to date:

  • Santa will be at Mimi’s on Main
  • Carolers from the Montgomery County Choral Society
  • Letter writing to Santa on Simonton by Brownlee Jewelers
  • Get the Reindeer Experience with reindeer food, Reindeer Games on Simonton, and Reindeer Antlers
  • Hayride through downtown pickup at the Bus Depot by the Owen Theatre
  • Santa’s Workshop at Brownlee Jewelers
  • Branding Iron Custom Goods, The Players Theatre at the Owen Theatre, Conroe Central Market, the Conroe Art League, and Main Street Merchants are all hosting Christmas surprises.
  • Face painting by the vendors in parking lot by Waverly Gifts on Simonton and Get Fictional on Main Street
  • 3 FREE balloon artists will be sharing their talents at Branding Iron Custom Goods, Waverly Gifts on Simonton, and by Mimi’s on Main
  • Meet the Grinch and watch How the Grinch Stole Christmas in the Conroe Golf Cars Courtyard (Lil’ Roux)
  • Street Dance by Caleb and the Ho Ho Homegrown Tomatoes
  • Vendor Market in the parking lot across from the Owen Theatre
  • Disney Princess by Dragon Bowl C on Main Street
  • A Princes inflatable in front of Dragon Bowl C
  • Rock Wall on Thompson by Conroe Central Market

The streets will close on Simonton, Main, and Metcalf in Downtown, with free parking at the City of Conroe parking garages located on Thompson, Simonton and behind Founder’s Park in the jury lot.

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Christmas carolers from the Montgomery County Choral Society and music performed by students with the Jazz Connection will encourage participants at Heritage Park to stroll the 2 blocks down Simonton or Metcalf towards the festivities at the Downtown shops and at Founder’s Plaza Park.

Festivities begin at Heritage Place Park, 500 Metcalf Street, Conroe at 6:30 pm.

For additional information follow the Downtown Conroe Facebook page at www.Facebook.com/ExperienceHistoricDowntownConroe or their website: www.DowntownConroe.org

Christmas on Main - Jazz Connection
Jazz Connection at Christmas on Main; Photo Credit: Downtown Conroe Association

Source: Downtown Conroe Association

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