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  • Fat Cat Artfest

    Fat Cat Artfest

    After a 5-year hiatus, the Fat Cat Artfest is back! Located at 758 Ravens Lane, Pittsboro, this 2-day arts festival will take place Sat, May 2, 10am-5pm and Sun, May 3, 12pm-5pm. Fifteen local...

  • Fat Cat Artfest

    Fat Cat Artfest

    After a 5-year hiatus, the Fat Cat Artfest is back! Located at 758 Ravens Lane, Pittsboro, this 2-day arts festival will take place Sat, May 2, 10am-5pm and Sun, May 3, 12pm-5pm. Fifteen local...

  • 12th Annual Chatham County Golf Classic

    Chatham Sports Alliance
    Chapel Ridge Golf Club 1010 Chapel Ridge Dr, Pittsboro, NC, United States

    Golfers, grab your clubs for a day of fun and fellowship for a good cause as the Central Carolina Community College Foundation hosts its 12th Annual Chatham County Golf Classic...

  • Chatham County Race Amity Day

    Pittsboro Pop-Up Park West Salisbury Street, Pittsboro, North Carolina, United States

    Community members from every walk of life are invited to Chatham County's Race Amity Day on Sat, Jun 13, 9:30am-3:30pm. This national observance is dedicated to fostering understanding, respect, and cooperation among all...

  • Pittsboro Wine Fest

    Vino!! Wine Shop Tastings and Events
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    It's that time of year again! Join Vino!! Wine Shop for the Pittsboro Wine Fest on Sun, Jun 14, 2-4pm at Forest Hall at Chatham Mills. This is a fantastic,...

  • Juneteenth Black Arts Festival

    Events with CORE
    Chatham County Fairgrounds 191 Fairgrounds Road, Pittsboro, NC, United States

    Community Organizing for Racial Equity (CORE) welcomes you to participate in their Annual Juneteenth Black Arts Festival on Sat, Jun 20, 2026, 2pm-6pm at the Chatham County Fairgrounds. Since 2018,...

  • Drag Me to Dinner

    Cafe Root Cellar 35 Suttles Road, Pittsboro, NC, United States

    Join Cafe Root Cellar in celebrating Pride Month with Drag Me To Dinner on Sat, Jun 20, 6pm-9pm. Get ready for a night of fabulous food, fierce performances, and unforgettable fun with a...

  • Old-Fashioned Farmers’ Days

    Silk Hope Farm Heritage Park 4221 Silk Hope Rd, Siler City, NC, United States

    Visit the past and marvel at how things were done at the 51st Annual Old-Fashioned Farmers' Days on Sat, Sep 5-Sun, Sep 6, 9am-6pm at Silk Hope Farm Heritage Park,...

  • Flatwoods Festival

    Bennett Events
    Bennett Chatham Street, Bennett, NC, United States

    The 28th Annual Flatwoods Festival on Friday, Sept. 11, 5 p.m.-8 p.m. and Saturday, Sept. 12, 10 a.m.-4 p.m. is hosted by the Tri-County Ruritan Club and celebrates a fun...

  • Flatwoods Festival

    Bennett Events
    Bennett Chatham Street, Bennett, NC, United States

    The 28th Annual Flatwoods Festival on Friday, Sept. 11, 5 p.m.-8 p.m. and Saturday, Sept. 12, 10 a.m.-4 p.m. is hosted by the Tri-County Ruritan Club and celebrates a fun...

  • Hispanic Heritage Fiesta

    Shakori Hills Community Arts Center 1439 Henderson Tanyard Rd, Pittsboro, NC, United States

    Hispanic Heritage Fiesta will take place Saturday, Sept. 12, 2026, from noon to 5 p.m. at Shakori Hills Arts Center in Pittsboro. The outdoor community event celebrates Latin American cultural...

  • 19th Annual PepperFest

    The Plant 220 Lorax Lane, Pittsboro, NC, United States

    For its 19th year, PepperFest will return to The Plant on Sunday, Sept. 13, from noon to 6 p.m. The event celebrates sustainable agriculture, local farmers and the work of...