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  • 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, including games, hula hoops, bubbles, chalk art, and more. Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country...

  • 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.

  • QDR Homegrown Country Music Series at MOSAIC

    MOSAIC at Chatham Park Events
    Philip H. Kohl MOSAIC Family Commons 457 Freedom Parkway, Pittsboro, NC, United States

    Two-step into the night at the QDR Homegrown Country Music Series at MOSAIC, powered by Brightspeed! Saddle up at the Tommy Edwards Stage at the Philip H. Kohl MOSAIC Family Commons. This bash is a dream come true for country music lovers and line-dancing aficionados, thanks to 94.7 QDR – your go-to for "Today’s Best...

  • Hinson Wu – Fall 2025 Trunk Show

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

    Sat, Sep 13, 10am-5pm, Dovecote will host designer Hinson Wu for one day only as they delve into his collection of shirts and beautiful dresses. Enjoy whimsical prints, timeless silhouettes, and luxe fabrics while being fitted by Hinson himself. Dovecote Home and Garden, Nest, and Sprout in Fearrington Village hosts trunk shows that afford one-on-one...

  • Papermaking Workshop at Fair Game Beverage Company

    Events at The Plant
    Fair Game Beverage Company 192 Lorax Lane, Pittsboro, NC, United States

    Join Angaea Cuna in the Fair Game Beverage Company wheelhouse for a Papermaking Workshop. Connect with the earth through the ancient and meditative art of papermaking. In this hands-on workshop, teaching artist...

  • Live Music: Lee Gildersleeve & The Bad Dogs Blues Band

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

    Join The Plant for Live Music with Lee Gildersleeve & The Bad Dogs Blues Band. Performances take place on the following dates: Sun, Jun 15, 1pm-4pm. Sat, Sep 13, 5pm-8pm.  Sun, Nov 16, 2pm-5pm.  Lee Gildersleeve was in the first wave of young blues rock guitarists that emerged in the 1960s’ blues revival. In over...

  • 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...

  • Mill Town Yarns Storytelling and Live Performances

    Bynum Front Porch Music
    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Join Bynum Front Porch for monthly Mill Town Yarns Storytelling and Live Performances,hosted on selected Saturdays, September 2025-August 2026. Experience the magic of storytelling and live performance in this charming former...

  • Live Music: Workin on Commission

    MOSAIC at Chatham Park Events
    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Come out to Hops and Berry-Pittsboro for Live Music with Workin on Commission on Sat, Sep 13, 7:30pm-10:30pm. This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See all...

  • The Graveyard Shift at The MOD

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

    Join The MOD for The Graveyard Shift, a monthly dark disco dance party. All are welcome. This event is for ages 21+ and the cover is $5 per person. Upcoming event...

  • Live Music: The Solutions

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

    Join The Plant for Live Music with The Solutions on Sun, Sep 14, 12pm-3pm. The Solutions is a band from RTP that plays well-known covers from the 60s, 70s, 80s, and...

  • 18th Annual PepperFest

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

    The Plant presents the 18th Annual PepperFest on Sun, Sep 14, 12pm-6pm. PepperFest is a celebration of sustainable agriculture, local farmers, and the creativity of the Piedmont’s top chefs, brewers,...

  • Scratch-Made Italian Wine Dinner at Vino

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

    Join Vino!! Wine Shop for a Scratch-Made Italian Wine Dinner on Sun, Sep 14, 6pm-8pm, featuring the cooking of Chef Loraine Altomare ("Chef Rainey"). Chef Rainey specializes in Italian cuisine and makes all...

  • Tap Dancing – Advanced

    Chatham County Parks and Recreation Events
    Chatham Grove Community Center 1301 Andrews Store Road, Pittsboro, United States

    Tap Dancing - Advanced is for experienced tappers who are skilled at named steps and can perform intricate choreography. Tap shoes are recommended but not required. This class occurs every Monday, Sep 8-Oct 13, 1pm-2pm. Registration opens Wed, Aug 15, and closes Mon, Sep 15. This event is held indoors at the Chatham Grove Community Center by...

  • Euchre Mondays at bmc

    Euchre Mondays at bmc
    bmc brewing 213 Lorax Lane, Pittsboro, NC, United States +1 more

    Join a fantastic group of Euchre enthusiasts every Monday, 6pm-8pm, for Euchre Mondays. This weekly gathering is built around the classic trick-taking card game. No experience is needed — a fantastic...

  • Fearrington Farmers Market

    Fearrington Farmers Market
    Fearrington Farmers Market E Camden, Pittsboro, NC, United States

    The Fearrington Farmers Market is a producers-only market open Mar-Oct, Tuesdays, 4pm-6pm, and Nov-Feb, Tuesdays, 3pm-5pm, year-round in Fearrington Village. Bring reusable tote bags and plan to explore the many local...