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Pittsboro Holly Days 2019

December 3, 2019 @ 4:00 pm - December 21, 2019 @ 6:00 pm

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

Special events happening November 24 – December 21. Check our full event calendar for even more. Thanks to Holly Days Sponsors!

    • An Acquired Style
    • Chateaux Realty
    • Country Farm and Home
    • Domicile Realty
    • Duke Energy
    • First Bank
    • Jill Wenstrand State Farm Insurance
    • Orange Chatham Association of Realtors
    • Perch Co-working
    • Russell and Associates
    • Sanford Construction
    • Tarheel Getaways
    • St. Thomas More School, Chapel Hill
    • The Pittsboro Roadhouse

Tree Lighting Celebration

Sunday, November 24, 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 30, all day
Come shop small and support locally-owned and grown businesses! Special events happening throughout town. Free gift wrapping.

First Sunday Artisan Fair

Sunday, December 1, 12-4 p.m.
An artisan market featuring crafts, music, and food. Shops, restaurants and the Historical Museum host special events.

Pittsboro Christmas Parade

Sunday, December 8, 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 21, 2 p.m.

See the trial of the century on Saturday, December 21th 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!

Performance will be at 2 pm.

Admission is a $7 donation to benefit the Chatham Arts Council’s programs for children. Children four and under get in free.

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

Santa telling him what they love about Santa Claus. Your child’s letter might even be picked to be read at a showing!

This event is Hosted by the Pittsboro Business Association.

Produced by the Phoenix Theater Group




December 3, 2019 @ 4:00 pm
December 21, 2019 @ 6:00 pm
Event Category:


Downtown Pittsboro
9 Hillsboro St
Pittsboro, NC 27312 United States
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