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  • Pinea Vineyards Wine Dinner

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

    Reserve your spot for Fearrington's Pinea Vineyards Wine Dinner on Thu, Oct 23, 6:30pm-9pm. Fearrington is pleased to present to you the wines of Pinea with owner Hugo del Pozzo. Fearrington Wine...

  • 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...

  • 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,...

  • Maha Sadhana with Meadow DeFosche-Christ

    Yoga Garden PBO Events

    Join Yoga Garden PBO for Maha Sadhana with Meadow DeFosche-Christ on Fri, Oct 24, 6pm-7:30pm. This is a transformative, spiritual, moving meditation designed to help guide us toward the true goal of Yoga, which is to realize your true nature as one with the Divine. In this extended class, you will begin with pranayama (breath work) and...

  • Fall-O-Ween Trunk R’ Treat

    Siler City Parks and Recreation Events
    Bray Park Sports Complex and Aquatic Facility 700 Alston Bridge Road, Siler City, NC, United States

    Siler City Parks and Recreation treats the community to the Annual Fall-O-Ween Trunk R' Treat on Fri, Oct 24, 6pm-9pm at the Bray Park Sports Complex. This family-friendly event will be sure to get the whole family in the Fall spirit with lots of candy, Trunk r’ Treating, inflatable attractions, music, food, games, and more. Trunk...

  • 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...

  • 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....

  • Witches Brew and Bonfire at Starrlight

    Events at The Plant
    Starrlight Mead 130 Lorax Ln, Pittsboro, NC, United States

    Join Starrlight Mead for a Witches Brew and Bonfire on Fri, Oct 24, 6:30pm-8:30pm. Slip into your witchy best and gather under the autumn moonlight at The Plant in Pittsboro for an evening of...

  • Live Music with Kyler Sullivan 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 Kyler Sullivan on Fri, Oct 24, 7pm-10pm. This event takes place indoors at The MOD. Free parking is available on the street and across the road from the Government Annex Building, as well as in the Justice Center Parking lot. This space is wheelchair accessible. Any schedule changes due to weather,...

  • Vortex Paracon

    Devil's Tramping Ground Bear Creek, North Carolina, United States

    Visit the Devil's Tramping Ground in Bear Creek, North Carolina, the oldest haunted site in America, during Vortex Paracon on Oct 25 and Sun, Oct 26. This unforgettable experience brings together top paranormal investigation groups for merchandise, equipment, food, and entertainment. Help them raise funds for the development of the Devil's Tramping Ground and support two...

  • Celebrate Early Voting — Drag Me To The Polls!

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

    Join Chatham County Pride Alliance at The Plant for Celebrate Early Voting — Drag Me To The Polls! on Sat, Oct 25, 9:45am-3:30pm. During this non-partisan community celebration of civic engagement, you'll enjoy a short program with drag performances, followed by a group trip to the polls (by shuttle, carpool, or drive yourself) for early voting at...

  • Mini Monsters Barre3 Class

    MOSAIC at Chatham Park Events
    Barre3 Chatham Park Mosaic Boulevard, Pittsboro, North Carolina, United States

    Looking for some festive fun for you and your minis this spooky season? Join Barre3 at Chatham Park for a Mini Monsters Barre3 Class on Sat, Oct 25, 10am-11am. This class will...

  • Intermediate Home Mead Making

    Events at The Plant
    Starrlight Mead 130 Lorax Ln, Pittsboro, NC, United States

    In Intermediate Home Mead Making, you'll learn about metheglins, or, mead with herbs or spices. Does it make a difference if you add the herbs in the primary, secondary, or...

  • Thistle & Oak Fall 2025 Trunk Show: DU/ER

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

    Fri, Oct 24-Sat, Oct 25, 10am-5pm, Thistle and Oak will host designer DU/ER as part of their Fall 2025 Trunk Show series. The “Look Good, Feel Good” Vancouver-based clothing line offers stylish active wear that is professional enough for everyday wear. Combines sustainable fabrics with exceptional comfort and style for everyday adventures. Clothing that enables...

  • Pittsboro Street Fair

    Downtown Pittsboro Events
    Downtown Pittsboro Hillsboro Street, Pittsboro, NC, United States

    The Pittsboro Street Fair, hosted by the Rotary Club of Pittsboro, returns to downtown Pittsboro on Sat, Oct 25, 10am-6pm. Neighbors gather and the community shines at this family-friendly event...

  • 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 up the entire season. The family’s mission is to bring all kids back to the outdoors with the goal of making many of the farm...