Celebrate With Us!

The crew from Cary Magazine will be on hand this Saturday for the 10th annual Ole Time Winter Festival in downtown Cary, and boy, are we planning on having some fun!

The streets will be filled with merchants, artists and food vendors, and entertainment will include local performing groups, a kid’s zone featuring pottery and ornament making, face painting, plus a roving magician.

You’ll see the SuperSkippers jump rope team, kids’ choirs, dance groups, and even taekwondo demonstrations!

Join us as we celebrate the Heart of the Holidays in Cary, a full day of free events for everyone from tots to great-grandmas.

Here’s the rundown:

Kids: Drop your letters to Santa in the special mailbox outside Town Hall, and Santa is sure to reply! Don’t forget to include your name and address.

Next, head to Santa’s Workshop from 10 a.m. to 12:30 p.m., at the Herbert C. Young Community Center, where the Cary Teen Council will offer craft stations for kids ages 10 and younger accompanied by a parent. Bring two non-perishable food items for charity!

The Ole Time Winter Festival runs from 10 a.m. to 4 p.m., bringing entertainment, arts and crafts, food, and pictures with the jolly old elf himself, Santa, who arrives in town at noon.

The Gifting Tree Project takes place during those same hours, along Academy Street, as does the third annual Gingerbread House Competition display.

Open from 11 a.m. to 4 p.m. is the Holly Daze Shoppe on East Chatham Street, a pop-up shop for handcrafted gifts created by local artists. The shop is open Monday to Saturday through Dec. 21.   

Art lovers can visit exhibition openings and receptions at Town Hall and Herb Young Community Center from 2 to 4 p.m., and at the Cary Arts Center from 3 to 5 p.m.

Experience Victorian holiday traditions, carolers, crafts for kids, holiday treats, tours and horse-drawn carriage rides, at the Page-Walker Arts & History Center Open House from 4 to 6 p.m.

Then, round out the day by heading to the town’s official Christmas tree lighting ceremony at the Town Hall campus at 6 p.m. You’ll find local actors, singers, dancers and musicians, and can view the Cary Community Christmas Tree inside Town Hall, decorated by more than 120 community groups.

All of these free events are set for this Saturday, Dec. 7, in downtown Cary.

Don’t want the day to end? Pop over to the Cary Arts Center to catch A Christmas Story at 8 p.m., presented by the Cary Players. (Admission fee does apply here.)

For more info on these events, visit heartofcary.org or townofcary.org. 

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