• Mardi Gras Supper Club at The City Tap

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

    Join The City Tap for a special Mardi Gras Supper Club on Tue, Feb 17, 4pm-9pm. Celebrate Fat Tuesday with Gumbo and King Cake! This event takes place at The City Tap. The patio is wheelchair-accessible from the back of the building. There is a lift to the second floor, and the service area is located...

  • 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...

  • Wake Up Wednesday at Carolina Brewery

    Wake Up Wednesdays at Carolina Brewery & Grill
    Carolina Brewery & Grill 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, United States

    Wake Up Wednesdays are hosted at Carolina Brewery & Grill every third Wednesday, 8am-9:30am. This networking includes breakfast, coffee, and new guest speakers each month. The fee to participate is $9 cash or $10 by card. If you do bring cash, do your best to bring exact change. If you pay by check, make it out to...

  • 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 Wednesdays, Thursdays, and Saturdays, 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.  

  • Crokinole at Fair Game

    Crokinole at Fair Game Beverage Company
    Fair Game Beverage Company 192 Lorax Lane, Pittsboro, NC, United States +1 more

    Try your hand at an obscure Canadian board game with Crokinole at Fair Game Beverage Company, hosted every third Wednesday, 6pm-8pm in the Wheelhouse. Crokinole is a classic Canadian tabletop game — think shuffleboard meets curling, shrunk onto a round wooden board. It's easy to learn in a single round and genuinely fun whether you're a first-timer or a...

  • 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,...

  • 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 Wednesdays, Thursdays, and Saturdays, 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.  

  • Talks at The Plant: Preparing for the Storm

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

    Join The Plant for Talks at The Plant: Preparing for the Storm on Thu, Feb 19, 6pm-7pm.  Join Trip Overholt and friends for a timely, grounded talk on resiliency preparation—how individuals and communities can stay steady, connected, and ready in the face of extreme weather events and periods of political unrest. Drawing on real-world experience and practical tools, this...

  • 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.

  • Red Tail Ridge Wine Dinner

    Events at Fearrington Village
    Fearrington House Restaurant 230 Market Street, Pittsboro, United States

    Reserve your spot for Fearrington's Red Tail Ridge Wine Dinner on Thu, Feb 19, 6:30pm-9pm. Fearrington is delighted to welcome Nancy Irelan from Red Tail Ridge Winery in New York for a stellar wine dinner. Chef Paul Gagne’s 5-course dinner menu will be paired with these eight memorable wines. This $160 wine dinner is non-refundable and totals...

  • 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...

  • Fearrington Folk Art Show

    Events at Fearrington Village
    Fearrington Farmers Market E Camden, Pittsboro, NC, United States

    The Fearrington Folk Art Show has attracted art lovers and collectors from around the state for over twenty years. The show has earned a reputation for bringing together an eclectic group of self-taught artists whose work is among the most captivating in the folk art world. Whimsical works in many mediums—paintings, sculptures, pottery—exemplify the spirit...

  • 79°West: Dare to Be Different Workshop

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

    Join  79° West for a Dare to Be Different Workshop on Fri, Feb 20, 10:30am-1:30pm. Dare to Be Different is a guaranteed-to-be-memorable lunch and workshop featuring keynote Jean MacDonald, founder of Business Brewing. This practical, supportive workshop is designed for professionals who want to speak with more confidence and less overwhelm. Whether you are preparing for a presentation,...

  • 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 Harris, and Wilma Schroeder while sipping a glass of wine. They'll be open throughout the winter for the following hours: Fridays, 11am-5pm. Saturdays, 11am-5pm. Sundays,...

  • Weekly Wine Tasting

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

    Weekly 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 Inns...