Visit downtown Pittsboro for a month of family-friendly holiday celebrations! Special events happening November 20 - December 18. Check our full event calendar for even more. Tree Lighting Celebration Sunday, November 20, 3:30-6:30 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 Shop small, shop local! You can find great gifts for everyone on your list from local businesses in Pittsboro and Chatham County. Come downtown and check us out! We’ll have gift wrapping and shoppers’ passports (visit local stores and be entered for drawings for gift cards) at the Welcome Center. First Sunday Artisan Fair Sunday, December 4, 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 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. Pittsboro by Luminaria Thursday, December 15, 3 p.m. - 7 p.m. Come downtown, shop, sip, dine, and enjoy the downtown area lit by luminaria.   Thanks to our sponsors! Save