Annual Events

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  • Hoppin’ John Fiddlers’ Convention

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

    Looking forward to beautiful early fall days at the Annual Hoppin’ John Fiddlers’ Convention on Thu, Sep 17-Sat, Sep 19 at the Shakori Hills Community Arts Center! This beloved regional...

  • Chatham County Fair

    Chatham County Fair
    Chatham County Fairgrounds 191 Fairgrounds Road, Pittsboro, NC, United States

    The 76th Annual Chatham County Agricultural & Industrial Fair will take place Sept. 17-20 at the Chatham County Fairgrounds in Pittsboro. The four-day community event celebrates Chatham County’s agricultural heritage...

  • Chatham County Fair

    Chatham County Fair
    Chatham County Fairgrounds 191 Fairgrounds Road, Pittsboro, NC, United States

    The 76th Annual Chatham County Agricultural & Industrial Fair will take place Sept. 17-20 at the Chatham County Fairgrounds in Pittsboro. The four-day community event celebrates Chatham County’s agricultural heritage...

  • Chatham County Fair

    Chatham County Fair
    Chatham County Fairgrounds 191 Fairgrounds Road, Pittsboro, NC, United States

    The 76th Annual Chatham County Agricultural & Industrial Fair will take place Sept. 17-20 at the Chatham County Fairgrounds in Pittsboro. The four-day community event celebrates Chatham County’s agricultural heritage...

  • Chatham County Fair

    Chatham County Fair
    Chatham County Fairgrounds 191 Fairgrounds Road, Pittsboro, NC, United States

    The 76th Annual Chatham County Agricultural & Industrial Fair will take place Sept. 17-20 at the Chatham County Fairgrounds in Pittsboro. The four-day community event celebrates Chatham County’s agricultural heritage...

  • Mead Fest

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

    Mead Fest will take place at The Plant on Saturday, Sept. 26, from noon to 5 p.m. The annual event celebrates mead through tastings, mead-making demonstrations and Renaissance fair-inspired activities....

  • Southern Supreme Holiday Open House

    Southern Supreme 1699 Hoyte Scott Road, Bear Creek, NC, United States

    Taste and tour at the Southern Supreme Holiday Open House. See them decorated for the holidays and shop for the season. Groups are welcome. Try many products, sweet and savory,...

  • Shakori Hills GrassRoots Festival

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

    Don't miss the 22nd Annual Fall Shakori Hills GrassRoots Festival of Music and Dance on Thursday, Oct. 1-Sunday, Oct. 4 in Pittsboro, NC! Four days, four stages, and over 50 bands playing...

  • Oktoberfest At The Plant

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

    Celebrate Oktoberfest at The Plant on October 3 and 4 with a weekend of seasonal beers, festive cocktails, food, and live music. The event takes place from 2 to 9 p.m....

  • Oktoberfest At The Plant

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

    Celebrate Oktoberfest at The Plant on October 3 and 4 with a weekend of seasonal beers, festive cocktails, food, and live music. The event takes place from 2 to 9 p.m....

  • GreenWood Wrights’ Fest

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

    Register now for GreenWood Wrights' Fest hosted Friday, Oct. 9 - Sun, Oct. 11, 2026, for a relaxing weekend of carving and camaraderie in Pittsboro, NC. GreenWood Wrights' Fest is...

  • 6th Annual Hempsmith Runway

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

    Experience an evening where fashion and sustainability take center stage at the 6th Annual Hempsmith Runway on October 9 from 5 to 9 p.m. at The Plant. The event features...

  • Old Fashion Day

    The 39th Annual Goldston Old Fashion Day is Saturday, Oct. 10, 9 a.m.-4 p.m. The one-day street festival, sponsored by the Goldston Lions Club, features a kids area, food and...

  • Pittsboro Street Fair

    Downtown Pittsboro Events
    Downtown Pittsboro Hanks, Fayetteville & Salisbury Streets, Pittsboro, United States

    The Pittsboro Street Fair will return to downtown Pittsboro on Saturday, Oct. 31, from 10 a.m. to 6 p.m., rain or shine. The annual event features more than 100 vendors,...