• Winter Art Sale at the Vineyard

    Events at FireClay Cellars
    FireClay Cellars 1276 Bowers Store Rd, Siler City, NC, United States

    Join FireClay Cellars for a Winter Art Sale at the Vineyard. Winter is a little more inspiring! Browse an eclectic exhibition of fine art from the collections of Kate Ladd, Lucy...

  • Crafternoons at Clapping Hands Farm

    Clapping Hands Farm Events
    Clapping Hands Farm 3348 Alston Chapel Road, Pittsboro, NC, United States

    Join Clapping Hands Farm for Crafternoons hosted every Sunday, December 2025-February 2026, 1pm5pm. This is a drop-in crafting circle, not a class. Bring a project you’re already working on, or join many of our crafters who are making items to donate to the Camp Store—a fun way to craft with purpose. You’re also welcome to come learn by...

  • 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...

  • Yoga at Bynum Front Porch

    Yoga at Bynum General Store
    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Unwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm at the Historic Bynum General Store. This all-levels class offers a welcoming space to stretch, breathe, and connect with the community - bring your mat and a positive spirit. This event is free to attend, with a suggested donation of $15. Directions. Year-round events,...

  • Run Club at House of Hops

    Events at House of Hops

    Join House of Hops every Tuesday, 6pm-8pm for Run Club and 20%-off mixed six pack. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.

  • Live Music: Mondo Guitaro at The City Tap

    Events at City Tap
    City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United States

    Join The City Tap for Live Music with Mondo Guitaro on Tue, Jan 27, 6pm-8pm. “Lonesome Tones for High Plains Drifters”: Mondo Guitaro performs spaghetti western, surf, and 1960s-style instrumentals arranged for two guitars. Enjoy City Tap's Tuesday night Supper Club Special, featuring a plated dish outside of their regular menu.  This event takes place at...

  • 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.

  • Music Bingo at Hops and Berry

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

    Come to Hops and Berry-Pittsboro for Music Bingo every Tuesday, 7pm-9pm. Instead of numbers, players listen for tracks and mark their cards as they recognize each tune, racing to fill a line before anyone else. It's a low-key, high-energy way to spend a weeknight, and the format welcomes everyone from casual listeners to die-hard music...

  • Pub Trivia at Doherty’s

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

    Join Doherty's Irish Pub & Restaurant for Pub Trivia every Tuesday, 7pm-9pm, hosted by Patrick W. Trivia. Trivia is free to play, with prizes for first, second, and third place. See more events at Doherty's.

  • Coffee Klatch at Bynum Front Porch

    Coffee Klatch at Bynum General Store
    Bynum General Store 950 Bynum Rd, Bynum, NC, United States

    Start your day with good coffee or tea and great conversation at Weekly Coffee Klatch with Bynum Front Porch Music, hosted every Wednesday, 7am-10am at the Historic Bynum General Store. Drop in for a warm cup, friendly faces, and casual community chats - everyone is welcome! Directions. Year-round events, including a Christmas tree sale and a holiday...

  • Hampton Inn and Suites – Pittsboro Career Fair

    MOSAIC at Chatham Park Events
    Hampton Inn & Suites by Hilton Pittsboro 324 Freedom Parkway, Pittsboro, United States

    Introducing Hamptonality to Pittsboro! Join Hampton Inn and Suites – Pittsboro for a Pittsboro Career Fair on Wed, Jan 28, 10am-5pm. They are on the lookout for enthusiastic individuals to join their team and bring some Hamptonality to Chatham County. They will be hiring for the following positions: Front Desk Representative. Breakfast Host. Laundry Attendant. Housekeeping Attendant. Maintenance Attendant....

  • 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!...

  • Adult Begin to Sew Series with Checkered Tulip

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

    Join Checkered Tulip for this Adult Begin to Sew Series, hosted on select days throughout 2026. This workshop provides a structured introduction to essential sewing techniques for beginners or those...

  • 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 love to listen, bring your instruments and passion for Irish music for an evening of lively tunes and great company. Musicians will be upstairs. See...

  • 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,...

  • Coffee Talk: Solving Workforce Gaps Through IDD Inclusive Employment

    MOSAIC at Chatham Park Events
    79° West 120 Mosaic Blvd, Suite 120, Pittsboro, NC, United States

    Calling All Chatham County Employers! Finding it hard to recruit, train, and retain entry-level employees? There’s an untapped, talented workforce right here in our community - individuals with intellectual and developmental disabilities (IDD) - ready to bring value, dedication, and new energy to your team. Join the Chatham County Chamber of Commerce for a Coffee...