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  • Events at City Tap

    Live Music: Guy Wire

    City Tap 89 Hillsboro Street, Pittsboro, NC, United States

    Join The City Tap for Live Music with Guy Wire on Fri, May 16, 7:30pm-9:30pm. This event takes place on the patio at The City Tap. There is no cover charge for...

  • Events at Fearrington Village

    Brendan Slocumb, The Dark Maestro

    McIntyre's Books 220 Market Street, Pittsboro, NC, United States

    Join McIntyre's Books for Brendan Slocumb, The Dark Maestro on Sat, May 17, 2pm-3pm. From the author of The Violin Conspiracy and Symphony of Secrets comes a mesmerizing page-turner about a musical virtuoso who’s...

  • Events at The Plant

    Live Music: The Petty Thieves

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

    Join The Plant for Live Music with The Petty Thieves on Sat, May 17, 2pm-5pm, in celebration of Lilly Den's third anniversary. The Petty Thieves are a good time band out of Pittsboro...

  • Events at Fearrington Village

    Live Music at Galloway’s

    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...

  • Carolina Brewery and Grill Events

    Carolina Brewery Spring Music Series

    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 Spring Music Series. Hosted Saturdays, April-May, 5:30pm-8pm. See specific dates and performers listed...

  • Events at Chatham Mills

    Live Piano Music at The Sycamore

    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...

  • Events at Havoc Brewing Company

    Live Music: Old Play

    Havoc Brewing Company 39 West Street, Pittsboro, NC, United States

    Havoc Brewing Company presents Live Music with Old Play. Performances take place on the following dates: Sat, May 17, 6pm-9pm. Sat, Jul 26, 6pm-9pm. Based in the Raleigh/Durham/Cary area, Old Play...

  • Events at City Tap

    Live Music: Shot Gun Ragtime

    City Tap 89 Hillsboro Street, Pittsboro, NC, United States

    Join The City Tap for Live Music with Shot Gun Ragtime on Sat, May 17, 7:30pm-9:30pm. This event takes place on the patio at The City Tap. There is no cover...

  • Events at The Plant

    Live Music: Chosen Family Card

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

    Join The Plant for Live Music with Chosen Family Card on Sun, May 18, 1pm-4pm. Chosen Family Card emerged from the pandemic when a married couple, Aaron (lead guitar) and Julie Keane (lead...

  • Vino!! Wine Shop Tastings and Events

    Pittsboro Wine Fest

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

    It's that time of year again! Join Vino!! Wine Shop for the Pittsboro Wine Fest on Sun, May 18, 2-4pm at Forest Hall at Chatham Mills. There will be twelve...

  • Downtown Pittsboro Events

    Spring 2025 Session

    Community House Thompson Street, Pittsboro, North Carolina, United States

    During Spring 2025 Session, Kim McCullough, the Artist and Founder of ArtzHub, will guide young art enthusiasts step-by-step through the process of drawing in black permanent marker on acid-free white art...

  • Events at Chatham Mills

    Live Piano Music at The Sycamore

    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...

  • Events at Chatham Mills

    Sycamore Whiskey Release Dinner

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

    Join The Sycamore and Fair Game for an exclusive Sycamore Whiskey Release Dinner on Tue, May 20, 6pm-9pm. Celebrate the launch of The Sycamore Whiskey with a thoughtfully curated four-course pairing dinner. Crafted...

  • Events at The MOD

    Blues Jam at The MOD

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

    Join The MOD for Blues Jam hosted every Tuesday, 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...

  • Events at Checkered Tulip

    Thales Sewing Camp

    Checkered Tulip 35 West Chatham Street, Pittsboro, NC, United States

    At Thales Sewing Camp, hosted by Checkered Tulip, your child will learn to use a sewing machine, and then design and stitch up their own unique creations to include handbags, garments,...

  • Events at Fearrington Village

    Live Music at Galloway’s

    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...

  • Events at Chatham Mills

    Jazz Nights at The Sycamore

    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...