• 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...

  • 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,...

  • 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...

  • 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...

  • 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...

  • 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...

  • Get Down and Costume Party at The Plant

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

    Come out for a special Halloween-themed Get Down and Costume Party at The Plant on Sat, Oct 25, 12pm-8pm featuring a full day of music! Grab your costume, tell a friend,...

  • Carolina Brewery Fall Music Series

    Carolina Brewery and Grill Events
    Carolina Brewery & Grill 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, United States

    Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Fall Music Series. Hosted Saturdays, September-October, 5:30pm-8pm. See specific dates and performers listed...

  • 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...

  • Spooky Yoga at Starrlight

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

    Join Starrlight Mead for Spooky Yoga on Sun, Oct 26, 3pm-4pm. Spend an hour practicing Halloween-themed outdoor yoga with Liz Lahti, then unwind with a glass of mead. The cost is $25 per...

  • Live Music: Bad Penny at The City Tap

    Events at City Tap
    City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United States

    Join The City Tap for Live Music with Bad Penny on Sun, Oct 26, 3pm-5pm. This event takes place on the patio at The City Tap. There is no cover charge...

  • Chatham Chamber’s 2025 Golf Classic

    Chatham Sports Alliance
    Governors Club Golf Course 11000 Governors Drive, Chapel Hill, NC, United States

    Join fellow leaders and changemakers for the Chatham Chamber's 2025 Golf Classic on Mon, Oct 27, 8:30am-5pm at Governors Club Golf Course. This is your opportunity to deepen relationships, grow your brand, and invest...

  • Special Screening: An Act of Love

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

    Join heart2heartnc as they kick off this year's road to Death Faire with a Special Screening: An Act of Love on Mon, Oct 27, 5:30pm-8:30pm at the Chatham County Agriculture & Conference Center. Produced by Transitions LifeCare, "An Act of Love: Talking with Your Family About Serious Illness and End of Life" is a 25-minute documentary that explores the lived...