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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...

  • Wellness Wednesdays – Barre3 Class

    Barre3 Free Public Classes
    Philip H. Kohl MOSAIC Family Commons 457 Freedom Parkway, Pittsboro, NC, United States

    Get ready to sweat with this MOSAIC at Chatham Park Wellness Wednesdays - Barre3 Class series with Barre3 Chatham, powered by Brightspeed! This event is FREE and open to the public, but...

  • 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...

  • Ann Lightfoot – Spring 2026 Trunk Show

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

    Thu, Apr 23-Sat, Apr 25, 10am-5pm, Dovecote will host designer Ann Lightfoot as part of their Spring 2026 Trunk Show series. One of the highlights of the season for Dovecote is their trunk show with Ann Lightfoot. Whether you are starting or adding to your collection, it is a joy to be around Ann and her...

  • Storytime with Johanna Banana

    Events at Fearrington Village
    McIntyre's Books 220 Market Street, Pittsboro, NC, United States

    Join McIntyre's Books for Storytime with Johanna Banana, hosted every Thursday, 10:30am-11:30am. McIntyre’s bookseller Johanna Banana leads this weekly storytime. The books and songs shared are primarily for toddlers and preschoolers, but all ages are welcome! This free event takes place indoors at McIntyre's Books. The space is ADA-compliant. Free parking is available on-site. No pets...

  • Pittsboro Farmers Market

    Farmers Markets
    Pittsboro Pop-Up Park West Salisbury Street, Pittsboro, North Carolina, United States

    The Pittsboro Farmers Market is open year-round and features select items from within a 50-mile radius. They are open every Thursday, 3pm-6pm at Pittsboro's Pop-Up Park. The product-only market features...

  • 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.

  • Live Music at Galloway’s

    Events at Fearrington Village
    The Belted Goat Market Street, Pittsboro, North Carolina, United States

    Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesday-Saturday, 5pm-7pm. Check out their events calendar to see who's...

  • 8 Week Electro Swing Series

    Events at Chatham Mills

    Join the Chatham Social Club for their 8 Week Electro Swing Series, hosted every Thursday, Mar 5-Apr 30, 5:30pm-6:30pm. Enjoy learning a fun combination of Single Swing and the Charleston. Swing dance...

  • Wine Class – 6 Shades of Rosé

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

    You're invited to join Fearrington Wine Director Troy Revell for a Wine Class – 6 Shades of Rosé on Thu, Apr 23, 6pm-7pm on the Terrace behind The Fearrington House Restaurant.  We all...

  • 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...

  • Sunset Paddle Trips

    Chatham Sports Alliance
    Farrington Point Boat Ramp 605 Farrington Point Road, Chapel Hill, NC, United States

    No experience is needed for CCPRCR's Sunset Paddle Trips. Come learn the basics of canoeing and kayaking on a trip around Jordan Lake just before the sun sets. Boats will launch from Farrington Point Boat Ramp. All supplies are provided. The Spring Session will take place Thu, Apr 23, 6pm-8pm. Registration opens Mon, Mar 2 and closes Mon, Apr...

  • 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...

  • Blues Jam at The MOD

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

    Join The MOD for Blues Jam hosted every Thursday, 7pm-10pm by Lo Taylor. This open jam is an excellent opportunity for those who share a love for the blues and wish to...

  • Kick Back and Carve at The Plant

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

    Join GreenWood Wrights'Fest for their annual Kick Back and Carve event, hosted on Fri, Apr 24-Sun, Apr 26, 2026, at The Plant. This event is a relaxed, friendly atmosphere with experienced and new carvers alike. New carvers are also encouraged to attend and can be connected with an experienced carver for guidance. GreenWood Wrights'Fest, to be...

  • Mental Health Matters

    79° West Mental Health Matters
    79° West 120 Mosaic Blvd, Suite 120, Pittsboro, NC, United States

    Join 79° West for Mental Health Matters, a monthly community conversation designed to bring practical, evidence-informed mental health education to Pittsboro and the surrounding area. In this June session on Fri, Jun...