• 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...

  • 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...

  • 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...

  • 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 dancers wanting to learn how to social dance. This series is also great for students who have experience in Swing and Foxtrot and would like...

  • 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 share their talents. Mr. Taylor and his band of talented musicians will make you feel right at home on our stage. Bring your voice, bring...

  • 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...

  • 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.

  • Live Music: Evenings at O’Kelly

    Events at For Garden’s Sake
    O'Kelly Chapel 9197 NC-751, Durham, 27713, United States

    Join For Garden's Sake for Live Music: Evenings at O'Kelly, hosted on select weekends, Feb-Mar, 6pm-9pm. Kick off your weekend with live music, good drinks, and easygoing vibes at O’Kelly Chapel. Each event will feature a performance by a local musician, a featured drink special, and complimentary cheese and charcuterie – all within the relaxed, inviting atmosphere...

  • Queer Board Gayme Night at Davenport’s

    Davenport's Cafe Diem 439 Hillsboro Street, Pittsboro, NC, United States

    Join The Lavender Social at Davenport's Cafe Diem for a Queer Board Gayme Night on Fri, Mar 27, 6pm-9pm. Come out for an evening of tabletop fun and community! A variety of games will...

  • 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...

  • Wheelhouse Music Sessions: Brenda Linton + Friends!

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

    Join The Plant and Fair Game Beverage Company in Pittsboro's new listening room for Wheelhouse Music Sessions: Brenda Linton + Friends on Fri, Mar 27, 7pm-9pm. Musician and writer Brenda Linton performs her unique blend of song and spoken word, joined on several tunes by guest musicians Kim Caraganis, Elizabeth Haddix, and Dave Smith. Linton is a versatile...

  • Live Music with Todd and Kat Duo

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

    Join Vino!! Wine Shop for Live Music with Todd & Kat Duo on Sat, Mar 28, 4pm-7pm. Kat and Todd blend soulful vocals with stylish, funky guitar for a unique mix of classic and contemporary rock, funk, and pop. They perform a variety of songs from artists such as Fleetwood Mac, The Police, and 10,000 Maniacs, covering the...

  • Live Music: Acoustic Duo Becky King & Mark Bastien

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

    Join The Plant for Live Music with Acoustic Duo Becky King & Mark Bastien on Sat, Mar 28, 4pm-7pm. Acoustic duo Becky King and Mark Bastien cover current and classic pop and country songs that audiences recognize. Becky’s sweet soprano voice, combined with Mark’s dynamic guitar playing, provides a unique sound that brings your favorite songs to life....

  • 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 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.

  • Live Music: The Petty Thieves at The City Tap

    City Tap: Petty Thieves
    City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United States

    Join The City Tap for Live Music with The Petty Thieves on the following dates: Sat, Mar 28, 7:30pm-9:30pm. Sat, Jun 20, 7:30pm-9:30pm. The Petty Thieves are a good time band out of Pittsboro, playing their favorite Tom Petty songs. On Saturdays, enjoy $3.50 mimosas or a bottle for $12.50, with your choice of orange, pineapple,...