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  • Jazz Nights at The Sycamore

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

    Every Wednesday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Jazz Nights every Wednesday, 6pm-9pm. The series features a rotating list of local musicians. The Sycamore also offers their Lounge...

  • Sip and Paint: Paint Your Partner at The MOD

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

    Join The MOD for an evening of unadulterated creativity, great cocktails, laughter, and probably a big mess, too, at this Sip and Paint: Paint Your Partner on Wed, Oct 22, 6pm-9pm. Bring...

  • Intermediate Archery Clinic

    Chatham County Parks and Recreation Events
    Northwest District Park 2413 Woody Store Road, Siler City, NC

    In this Intermediate Archery Clinic, participants will advance their archery skills with instruction from a USA Archery-certified coach. Personal bows may be used with the instructor's permission. All supplies are...

  • Karaoke at Hops and Berry

    Karaoke at Hops and Berry
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come out to Hops and Berry-Pittsboro for Karaoke every Wednesday, 7pm-10pm. The taproom's weekly Karaoke night turns its live-entertainment stage over to the crowd, where regulars and first-timers alike line...

  • Cover Crops: Your Garden’s New Best Friend!

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

    In Cover Crops: Your Garden's New Best Friend! on Thu, Oct 23, 9:30am-11am, participants will learn from the Extension Master Gardener Volunteers of Chatham County about the many different legumes and grasses to use as cover crops, what they can do for your soil and garden, and how to include them in your garden planning....

  • Run Club at Thirsty Skull PBO

    Events at Thirsty Skull PBO
    Thirsty Skull Brewing - Pittsboro 684 West Street, Pittsboro, NC, United States

    Join Thirsty Skull Brewing - Pittsboro every Thursday, 5pm-6:30pm for Run Club. See all events at Thirsty Skull Brewing - PBO. Part of the Chatham County Craft Beverages & Country Inns Trail.

  • Opinionation Trivia at House of Hops

    Events at House of Hops
    House of Hops 112 Russet Run, Pittsboro, NC, United States

    Join House of Hops every Thursday, 6pm-8pm for Opinionation Trivia. This Family Fued-style trivia game is so much fun! Play at 6pm and again at 7pm for two chances to win $15 or $25 House of Hops...

  • 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...

  • Chef’s Dinner at West End

    Events at West End
    West End Kitchen and Catering Pittsboro, North Carolina, United States

    Join West End each month for an exceptional Chef's Dinner featuring five courses, including three options (vegetarian, pescatarian, and meat) for the main course, with optional wine pairings (announced before each event) selected by the in-house Sommelier. The first seating is at 6pm, and guests are welcome to arrive between 5:30pm-6pm. West End asks that you be done...

  • 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...

  • 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...

  • 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...

  • 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...