• 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.

  • Drag Me to Dinner

    Cafe Root Cellar 35 Suttles Road, Pittsboro, NC, United States

    Join Cafe Root Cellar in celebrating Pride Month with Drag Me To Dinner on Sat, Jun 20, 6pm-9pm. Get ready for a night of fabulous food, fierce performances, and unforgettable fun with a...

  • Hops & Berry: Chris Bonelli Live Music

    Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United States

    Join Hops and Berry-Pittsboro for Chris Bonelli Live Music on Sat, Jun 20, 7:30pm-9:30pm. Whether you're a regular or just passing through Pittsboro, it's an easy, low-key way to catch live local...

  • Blackberry Boogie

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

    Join The Plant for a Blackberry Boogie on Sun, Jun 21, 12pm-6pm. Come out and celebrate Blackberry Season! The day will include blueberry specials, a farm tour, craft food and beverages, a local vendor market, a dessert competition, live music, and more! To enter the Dessert Competition, email [email protected]. Sip and shop the Chatham Beverage District, part of...

  • Live Music: Popcorn Blue Band

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

    Join The Plant for Live Music with Popcorn Blue Band on Sun, Jun 21, 3pm-6pm. Popcorn Blue Band was founded in 2004 by Linda and Dan Chegash, the band's manager and drummer,...

  • Live Music: Tommy Thunderfoot & The Accelerators

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

    Join The Plant for Live Music with Tommy Thunderfoot & The Accelerators on Sun, Jun 21, 3pm-6pm. Tommy Thunderfoot & The Accelerators is an established three-piece band with over 15 years of experience based in the East Triangle area. They are a blues and rock-based band covering the roots of blues and original music written and...

  • 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 vendors. You also might chat with the farmers, see old friends, or meet new ones! It’s a welcoming, inclusive, and friendly atmosphere that encourages healthy,...

  • Goldston America 250: Film Series

    Goldston America 250: Film Series
    Goldston Library 9235 Pittsboro-Goldston Road, Goldston, United States

    Join the Chatham Community Library for this Goldston America 250 Film Series, hosted every fourth Tuesday, January-December 2026, 4pm-6pm. America 250’s mission is to honor and commemorate the 250th anniversary of the signing...

  • 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...

  • 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.  

  • Improv Theatre at The Plant

    Improv Theatre at The Plant
    Fair Game Beverage Company 192 Lorax Lane, Pittsboro, NC, United States +1 more

    The Plant hosts Improv Theatre every fourth Wednesday, 6pm-7:30pm. Enjoy some spontaneous fun together as this trio of improvisers creates a show for you in real time based on your suggestions! Featuring Dan Sipp, Jane Allen Wilson, and Anoo Tree Brod, each actor, teacher, and facilitator of community improv workshops, who delight in sharing the improv...

  • 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 Menu in the dining room on Wednesday nights. Reservations are highly recommended. Past and present musicians include the Steve Hobbs Trio, Lauren Meehan, Dave Quick Jazz, and...

  • Acoustic Irish Music Seisiún

    Events at Doherty’s
    Doherty's Irish Pub and Restaurant 56 Sanford Road, Pittsboro, NC, United States

    Join Doherty's Irish Pub & Restaurant for an Acoustic Irish Music Seisiún on the last Wednesday of every month, 6pm-9pm. Whether you're just beginning your music journey, a seasoned pro, or just...

  • 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...

  • 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 Advanced W. Coast Swing Series

    Events at Chatham Mills
    Chatham Mills Studio 480 Hillsboro Street, Suite 410, Pittsboro, United States

    Join the Chatham Social Club for their 8 Week Advanced W. Coast Swing Series, hosted every Thursday, May 7-Jun 25, 5:30pm-6:30pm. Calling all West Coast Swing Dancers to the dance floor! Tuition is $288 and includes 8 hours of Group Instruction on Intermediate to Advanced West Coast Swing for 2 people. West Coast Swing dance...

  • Beer and Banjos at Old Mill Farm

    Old Mill Farm events
    Old Mill Farm 8913 NC-751, Durham, United States

    Join Old Mill Farm for Beer and Banjos, hosted every Thursday, April-November, 6pm-8pm. This free weekly bluegrass night offers a low-key Thursday evening on the lawn with live music from local and...

  • Pride Family Movie Night

    Chatham Community Library 197 NC Hwy 87 N, Pittsboro, NC, United States

    Join Chatham County Pride Alliance for a Pride Family Movie Night at Chatham Community Library on Thu, Jun 25, 6pm-8pm. The movie will be Disney’s Strange World. Reviews include: Stunning Visuals: The film is celebrated...