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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 registration is required. See the full schedule below and find your link to register: Wed, Apr 22, 6:30pm-7:30pm; Register. Wed, May 20, 6:30pm-7:30pm; Register. Wed,...

  • 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 up to belt out their favorites—whether that's a power ballad, a crowd-singalong anthem, or a deep cut only you remember. With a supportive, come-as-you-are vibe,...

  • 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 playing. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.  

  • 8 Week Electro Swing Series

    Events at Chatham Mills
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    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...

  • Bynum Byte Night

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

    Bynum’s Byte Night happens every other Thursday, 6pm-8pm. It’s a weekly tech hangout for anyone curious about computers, electronics, or AI - whether you’re fixing a glitchy device, exploring creative...

  • 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.

  • Big Band Dance Series: Foxtrot and Swing

    Events at Chatham Mills
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    Join the Chatham Social Club for their Big Band Dance Series: Foxtrot and Swing, hosted every Thursday, Mar 5-Apr 30, 7pm-8pm. The Big Band Dance Series is perfect for new...

  • 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...

  • Free Public Domain Movie Night at bmc

    Free Public Domain Movie Night at bmc
    bmc brewing 213 Lorax Lane, Pittsboro, NC, United States +1 more

    Join bmc brewing for a Free Public Domain Movie Night hosted every Thursday, 7pm-10pm. Films enter the public domain in the United States when their copyright protection expires, which typically happens 95 years after publication for older works, or if owners fail to follow registration and renewal requirements. As of 2026, all films released before 1930 are...

  • Music at Roost Beer Garden

    Events at Fearrington Village
    Roost Beer Garden 270 Market Street, Pittsboro, United States

    Visit Roost Beer Garden at Fearrington Village, a seasonal beer garden, for live music on the porch, local beer on tap, wine by the glass, and artisan wood-fired pizza (4pm-7pm)....

  • For Friday’s Sake

    Events at For Garden’s Sake
    For Garden's Sake 9197 Hwy 751 S, Durham, NC, United States

    Need more time to shop? Well, you're in luck because For Garden's Sake extends its garden center hours during For Friday's Sake, hosted on select Friday evenings in April and May, 5pm-8pm. The Potting Shed is open and serves beverages and Sunset Slush. Come enjoy live music, food trucks, drinks, sweet treats, and the patio ambiance as...

  • 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.

  • Cactus Cowgirl’s Plant Bingo Night

    Cactus Cowgirl Events
    Cactus Cowgirl 19 Hillsboro Street, Pittsboro, United States

    Join Cactus Cowgirl for Plant Bingo Night hosted on the last Friday of every month, 7pm-9pm. Get ready for a night of plants, prizes, and pure fun. There will be seven exciting...

  • 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 playing. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.  

  • Live Music: The Velvet Beat

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

    Join The Plant for Live Music with The Velvet Beat on Sat, Apr 25, 5pm-8pm. The Velvet Beat is a Chapel Hill–based jump blues, soul, and funk band delivering upbeat, dance-forward grooves rooted in classic R&B. Drawing from the Louis Jordan, Ray Charles, and early Motown tradition, the band blends tight rhythms, swinging sax, and soulful vocals...