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  • Ancient Arts Festival

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

    The Ancient Arts Festival (formerly TattooFest Raleigh) returns to the Chatham County Agriculture & Conference Center for a third year Fri, Oct 10-Sun, Oct 12. Hosted by 401 Tattoo and Antiquities, the...

  • Watercolor and Ink Holiday Cards

    Chatham County Parks and Recreation Events
    The Arts Center 964 East Street, Suite 105, Pittsboro, NC, United States

    Watercolor and Ink Holiday Cards celebrates the unpredictable nature of watercolor. Using a micron ink pen, with a few fun tricks, participants will create loose whimsical flower designs. This is a...

  • Hope for Flowers – Fall 2025 Trunk Show

    Events at Fearrington Village
    Dovecote Home and Garden, Nest, and Sprout 250 Market Street, Pittsboro, NC, United States

    Fri, Oct 10-Sat, Oct 11, 10am-5pm, Dovecote will host designer Hope for Flowers as part of their Fall 2025 Trunk Show series. Through hard work, perseverance, and creative vision, designer Tracy Reese has established herself as a prominent figure in the fashion industry, recognized not only for her talent but also as a strong advocate for diversity...

  • Thistle & Oak Fall 2025 Trunk Show: Criquet

    Events at Fearrington Village
    Thistle and Oak 209 Market Street, Pittsboro, United States

    Fri, Oct 10-Sat, Oct 11, 10am-5pm, Thistle and Oak will host designer Criquet as part of their Fall 2025 Trunk Show series. Founded in Austin, TX, by two lifelong friends who in 2010 set out to create a brand that was anything but boring.  Makers of the fine, vintage-inspired golf shirts, polos, button-downs, and sweaters. ...

  • Line Dancing Classes at Chatham Mills

    Events at Chatham Mills
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    Build your skills on the dance floor with Line Dancing Classes at Chatham Mills, hosted by Forest Hall at Chatham Mills and the Chatham Social Club every Friday, 11am-12pm. The cost is $25 per class, and all skill levels are welcome; no partner is needed for class. Register now at chathamsocialclub.com – limited spots available! See more events...

  • Weekly Free Tastings at Vino!! Wine Shop

    Vino!! Wine Shop Tastings and Events
    Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United States

    Weekly free tastings at Vino!! Wine Shop are hosted every Friday. Experts share their picks of wines with varied pricing and from diverse locations. Tasting details, including which wines will be served, are shared on their Facebook Page and in their newsletters. All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country...

  • 5th Annual Hempsmith Runway

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

    Join Hempsmith Clothing Company for an evening of slow fashion at the 5th Annual Hempsmith Runway Show on Fri, Oct 10, 5pm-9pm. Witness the latest and greatest in local fashion as designers showcase their sustainable creations on the runway. This in-person event will bring together industry professionals, fashion enthusiasts, and eco-conscious individuals for a day of...

  • Run and Roam Fridays at The Plant

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

    Join The Plant after work and/or school for Run and Roam Fridays, hosted every Friday evening, Sep 5-Dec 12, 5pm-9pm. Come out for food and drink specials and plenty of family-friendly fun, including games, hula hoops, bubbles, chalk art, and more. Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country...

  • Italy in a Glass: An Evening with Susan Gravely & VIETRI

    Events at Fearrington Village
    Fearrington House Restaurant 230 Market Street, Pittsboro, United States

    Reserve your spot for Italy in a Glass: An Evening with Susan Gravely & VIETRI on Fri, Oct 10, 5:3pm-7pm. Join Fearrington House Restaurant for a special cocktail reception as they celebrate the newest book from Susan Gravely and VIETRI — Italy in a Glass. Inspired by Susan’s travels and friendships in Italy, this beautiful book captures the Italian...

  • Live Piano Music at The Sycamore

    Events at Chatham Mills
    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United States

    Every Tuesday, Thursday, Friday, and Saturday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Live Piano Music. The series features a rotating list of local musicians. Past and present musicians include Kris Whitenack, Robert Griffin, Lindsey Rosebrook, and Stephanie Schmitt. See the upcoming lineup here. See more events at The Sycamore at Chatham Mills.

  • Movies in the Park with Chatham County Parks and Rec

    Chatham County Parks and Recreation Events
    The Park at Briar Chapel 1015 Andrews Store Rd., Pittsboro, NC, United States

    Join Chatham County Parks, Recreation, and Cultural Resources for Movies in the Park, hosted on select Friday evenings in the fall. The movie will begin at sunset. Bring your chairs, blankets, movie snacks, and friends, and enjoy a FREE movie under the stars! The upcoming movie schedule is below: Fri, Sep 12, 7:30pm-9:30pm The Wild Robot....

  • Live Music with Steele Street Band at The MOD

    Events at The MOD
    The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United States

    Join The MOD for Live Music with Steele Street Band on Fri, Oct 10, 8pm-11pm. The MOD's favorite hometown band from Sanford is playing all your danceable favorite jam songs! This event takes...

  • Goldston Old Fashion Day

    The 38th Annual Goldston Old Fashion Day is Sat, Oct 11, 9am-4pm. The one-day street festival, sponsored by the Goldston Lions Club, features local arts, crafts, pottery, jewelry, live music, food vendors, and a petting zoo. There will also be a display of classic cars and tractors. The food court is located in the same...

  • Hope for Flowers – Fall 2025 Trunk Show

    Events at Fearrington Village
    Dovecote Home and Garden, Nest, and Sprout 250 Market Street, Pittsboro, NC, United States

    Fri, Oct 10-Sat, Oct 11, 10am-5pm, Dovecote will host designer Hope for Flowers as part of their Fall 2025 Trunk Show series. Through hard work, perseverance, and creative vision, designer Tracy Reese has established herself as a prominent figure in the fashion industry, recognized not only for her talent but also as a strong advocate for diversity...

  • Artists Studio Tour at Fearrington Village

    Events at Fearrington Village
    Fearrington Farmers Market E Camden, Pittsboro, NC, United States

    The Artists Studio Tour at Fearrington Village will showcase 20 artists who reside in Fearrington Village. Artists welcome the public into their homes and studios, where you can view and purchase a diverse range of high-quality artwork, including paintings, pottery, jewelry, woodworking, sculptures, photography, textile art, and more. The self-guided tour is free. For more information, visit...

  • Thistle & Oak Fall 2025 Trunk Show: Criquet

    Events at Fearrington Village
    Thistle and Oak 209 Market Street, Pittsboro, United States

    Fri, Oct 10-Sat, Oct 11, 10am-5pm, Thistle and Oak will host designer Criquet as part of their Fall 2025 Trunk Show series. Founded in Austin, TX, by two lifelong friends who in 2010 set out to create a brand that was anything but boring.  Makers of the fine, vintage-inspired golf shirts, polos, button-downs, and sweaters. ...

  • Huckleberry Trail Farm Fall Festival

    Huckleberry Trail Farm Events
    Huckleberry Trail Farm 143 Pleasant Hill Church Rd, Siler City, NC, United States

    Visit the Huckleberry Trail Farm Fall Festival for a corn maze, a pumpkin patch (select a pumpkin from the vine), a cotton patch, and a fall atmosphere. Find designated quiet areas set...