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  • 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...

  • Ancient Arts Festival

    Ancient Arts Festival
    Chatham County Agriculture & Conference Center 1192 US-64 W, Pittsboro, NC, United States

    Experience a weekend of tattoo artistry, live entertainment, and creative expression at the 4th Annual Ancient Arts Festival at the Chatham Agricultural & Conference Center in Pittsboro. The three-day event...

  • 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...

  • Ancient Arts Festival

    Ancient Arts Festival
    Chatham County Agriculture & Conference Center 1192 US-64 W, Pittsboro, NC, United States

    Experience a weekend of tattoo artistry, live entertainment, and creative expression at the 4th Annual Ancient Arts Festival at the Chatham Agricultural & Conference Center in Pittsboro. The three-day event...

  • Ancient Arts Festival

    Ancient Arts Festival
    Chatham County Agriculture & Conference Center 1192 US-64 W, Pittsboro, NC, United States

    Experience a weekend of tattoo artistry, live entertainment, and creative expression at the 4th Annual Ancient Arts Festival at the Chatham Agricultural & Conference Center in Pittsboro. The three-day event...

  • MAKERS Celebration

    Pittsboro Gallery of Arts 44 Hillsboro Street, Pittsboro, NC, United States

    Celebrate six years of creativity at the Pittsboro Gallery of Arts MAKERS Celebration on October 16 from 5 to 8 p.m. in downtown Pittsboro. This anniversary event features live art...

  • 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,...