Strong Towns Presentation


Part community conversation, part lecture from an expert, and the catalyst Pittsboro and all of Chatham's towns needs to become financially stronger. Strong Towns President and Founder Charles L. Marohn, Jr. will highlight some of the most powerful stories in his book Strong Towns: A Bottom Up Revolution to Rebuild American Prosperity, and uses those [...]

2019-09-30T21:17:09-04:00September 23rd, 2019|

14th Annual Pepper Festival


Hosted by Abundance NC, the 14th Annual Pepper Festival is a celebration of sustainable agriculture, local farmers, and the creativity of the Piedmont's top chefs, brewers and artisans. Pepper Festival attracts around 3,000 folks who enjoy live music, learning and discovery – including a kid’s craft and fun zone – and eating delicious pepper-themed dishes [...]

2021-06-21T16:12:03-04:00June 14th, 2019|

Summer Fest!


Summer Fest is on and this it year falls right on Independence Day, Sunday, July 4th. Live music by The Dowdy Boys at 5:30, then dance to 8-Track Minds at 7:00. The fun is hosted by the Pittsboro Business Association and will feature a Fruit Pie Contest and a Beard and Mustache contest, Waterslide, Dunking [...]

2021-06-25T17:55:52-04:00June 4th, 2019|

Local on Main: PBO’s Farm & Art Dinner


** COVID-19 has caused disruptions to schedules and much is uncertain including the date for this event. Stay tuned for more specific  info.** With the recommendations of experts changing on a daily basis to help keep us all safe, we don’t have enough information at this time to make a definitive decision as to whether [...]

2020-07-03T10:51:13-04:00November 29th, 2018|

Giving Night


Support Local...Give Locally.  On this one special night, certain merchants in downtown Pittsboro will donate 10% of sales between 5-8:30pm to selected local non-profits. Put a dent in your holiday gift list (win #1) ... shop at local retailers (win #2) ... and support local non-profit organzations (win #3).

2018-11-29T18:44:09-04:00November 12th, 2018|

Holiday Open House


Stroll, snack and enjoy special sales and promotions at the following shops: Joyful Jewel, Liquidambar, New Horizons Downtown, Pittsboro Toys, Reclamation, Tommy Edwards Antiques, and Vino Wine Shop. Wear your ugly holiday sweater and enter the contest to win $50.

2018-11-12T14:16:06-04:00November 12th, 2018|

Miracle on Hillsboro Street


Date is based on the timing of the event in previous years. Please check back to confirm. Miracle on Hillsboro Street is historically the final event during Pittsboro's Holly Days -- a series of seasonal events that happen downtown. Everyone can get into the act when Kris Kringle goes on trial in the Historic Chatham [...]

2021-01-13T15:56:46-04:00October 18th, 2018|

Pittsboro Holiday Parade


Date is based on the timing of the event in previous years. Please check back to confirm. Marching bands, handcrafted floats, dance teams, horse-drawn wagons, and Santa Claus (of course) comprise a moving holiday celebration from the east side of town through the center of downtown in this beloved tradition presented by the Town of [...]

2021-07-09T12:37:29-04:00October 18th, 2018|

Annual Tree Lighting


Date is based on the timing of the event in previous years. Please check back to confirm. The day of the tree lighting kicks off Pittsboro's Holly Days -- a series of seasonal events happening each weekend in December in downtown Pittsboro. We're proud to be an on-going major sponsor of Holly Days as presented [...]

2021-07-09T12:36:43-04:00October 18th, 2018|

Shop Small Saturday


Date is based on the timing of the event in previous years. Please check back to confirm. Local businesses are decked out for the holidays and eager to help you accomplish your holiday gift buying today. Continue your buy-local efforts by shopping at our small, independently-owned shops. Enjoy sales, specials, refreshments, Shop Small Passports for [...]

2021-07-09T12:37:05-04:00October 18th, 2018|