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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 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...

  • 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,...

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

  • 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 gift cards. Bring the crew, bring food from neighbors Cafe Root Cellar or Mi Cancun, and enjoy! More events at House of Hops. Part of...

  • 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.

  • 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...

  • Briar Chapel Farmers Market

    Briar Chapel Farmers Market
    Great Meadow Park 161 Salt Cedar Lane, Chapel Hill, NC, United States

    Briar Chapel Farmers Market is a recent endeavor, established at the beginning of 2023. Come to the Green of Great Meadow Park every Friday, Mar-Dec, 4pm-6pm! Shoppers will find fresh seasonal produce, pasture-raised meats, native plants, local honey, baked goods, and prepared foods, much of which is harvested or made in the surrounding region. Familiar...

  • Weekly Free Tastings at Vino!! Wine Shop

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

    Weekly free tastings at Vino!! Wine Shop are hosted every Friday. Experts share their picks of wines with varied pricing and from diverse locations. Tasting details, including which wines will be served, are shared on their Facebook Page and in their newsletters. All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country...

  • 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.

  • Wheelhouse Music Sessions: Jennifer Curtis + Gabriel Pelli

    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: Jennifer Curtis + Gabriel Pelli on Fri, Apr 10, 7pm-9pm. Jennifer Curtis and Gabriel Pelli return to the Wheelhouse! If you missed their December show, you want to be here for this one! Jennifer Curtis, an internationally acclaimed violinist, composer,...

  • Chatham Mills Farmers Market

    Chatham Mills Farmers’ Market
    Chatham Mills 480 Hillsboro Street, Pittsboro, NC, United States

    Chatham Mills Farmers Market takes place every Sat, Apr-Oct, 8am-12pm and Nov-Jan, 10am-1pm. It's a growers-only market featuring fresh veggies, fruits, meats, eggs, baked goods, preserved foods, perennial plants and garden...

  • Open Barn at Celebrity Dairy

    Farm Dinners and Tours at Celebrity Dairy
    Celebrity Dairy 146 Celebrity Dairy Way, Siler City, NC, United States

    You do not want to miss The Inn at Celebrity Dairy's annual Open Barn hosted every Saturday, Feb 14-Apr 18, 12pm-5pm. Explore the barn, scratch a mama goat behind the ears, and cuddle with some adorable baby goats. This is a great opportunity to learn more about small farm life, with plenty of fun for the...

  • Free Wine Tastings at The Belted Goat

    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 free wine tastings select Saturdays, 1pm-3pm. Tastings will vary depending on when you visit, so please check their calendar before planning your visit. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

  • Art Reception with Viktor Kramarenko

    Events at The Plant
    Smelt Art Gallery 213 Lorax Lane, Pittsboro, NC, United States

    Join The Plant for an Art Reception with Viktor Kramarenko on Sat, Apr 11, 1pm-4pm at Smelt Art Gallery. This reception features local artists like Alla Chernata, Polina Kolomoiets, and Maryna Kapustina, as well as artists living in Ukraine: Oleksandr Oparii, Olesia Vakulenko, Oleksandr Andriev, and Vasyl Khodakivsky. Sip and shop the Chatham Beverage District, part of the...

  • 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.

  • Wheelhouse Music Sessions: Julie Lambert and The AlphaGal Quartet

    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: Julie Lambert and The AlphaGal Quartet on Sat, Apr 11, 7:30pm-9:30pm. Julie Lambert and the AlphaGal crew return to the Wheelhouse, this time as a Quartet! Get ready for an intimate evening of groovy jazz, vintage Brazilian, French, and more!...