Visit downtown Pittsboro for a month of family-friendly holiday celebrations!

Special events happening November 20 – December 17. Check our full event calendar for even more

Tree Lighting Celebration

Sunday, November 20, 4-6 p.m.
An old-fashioned Christmas celebration featuring school choirs, carolers, Santa Claus, shopping, and more. Festivities culminate with the lighting of a 18-foot Christmas tree at the historic Chatham County Courthouse. Businesses are hosting special events all day. Santa visitation starts at 3:30! Don’t forget to bring your camera/camera phones.

Small Business Saturday

Saturday, November 26, all day
Come shop small and support locally-owned and grown businesses! Special events happening throughout town.  Free gift wrapping for items purchased in Downtown Pittsboro – 10:00am – 4:00pm at Realty World, 73 Hillsboro Street.

First Sunday Artisan Fair

Sunday, December 4, 12-5 p.m.
An artisan market featuring crafts, music, and food. Shops, restaurants and the Historical Museum host special events.

Pittsboro Christmas Parade

Sunday, December 11, 3 p.m.
Marching bands, dancers, holiday revelers, and Santa Claus parade through downtown in this annual tradition. Brought to you by the Town of Pittsboro.

Miracle on Hillsboro Street

Saturday, December 17, 2 p.m. & 6 p.m.

See the trial of the century on Saturday, December 17^th at the historic Chatham County Courthouse, where Santa Claus is on trial. Enjoy audience participation, local actors and the real Kris Kringle! Come root for a Miracle on Hillsboro Street!

Performances will be at 2pm & 6pm.

Admission is a $5 donation to benefit Chatham County Partnership for Children, or give five non-perishable food items to benefit CORA Food Pantry. Children under 6 are free.

Seating is limited, so advanced ticket purchase is encouraged. Tickets can be purchased in advance at the following locations:

• Chatham Business Services
• Pittsboro Toys
• Reclamation Home Furnishings
• Pittsboro Roadhouse & General Store

Have your children write their very own letter to Santa telling him what they love about Santa Claus. Your child’s letter might even be picked to be read at a showing! Drop them off at our Mailbox to Santa by December 15^th at any of the locations below:

• Pittsboro Toys
• Reclamation Home Furnishings
• Chatham County Library

This event is Hosted by the Pittsboro Business Association.

This event is Sponsored by Homes Oil Company, Inc/Cruizers

Produced by the Phoenix Theater Group

If you want to print your own small Holly Days fliers to hand out, click below:

Quarter page, colored event fliers

Quarter page, black and white event fliers

Save