• 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...

  • 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 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 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.  

  • Run and Roam Fridays at The Plant

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

    Join The Plant after work and/or school for Run and Roam Fridays, hosted every Friday evening, Sep 5-Dec 12, 5pm-9pm. Come out for food and drink specials and plenty of family-friendly fun, including games, hula hoops, bubbles, chalk art, and more. Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & 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.

  • 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,...

  • 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.

  • Chatham Artists Guild All-Member Exhibit and Reception

    NC Arts Incubator Events
    NC Arts Incubator 223 N Chatham Ave, Siler City, NC, United States

    Join the Chatham Artists Guild for an All-Member Exhibit and Reception on Sat, Jan 10, 1pm-3pm at the NC Arts Incubator. Come explore the exciting range of work by Guild Artists! There will be refreshments and a chance to meet the authors. The work is on display Thu, Nov 20, 2025-Tue, Jan 13, 2026, with the...

  • Live Music: Dr. Scott

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

    Join The Plant for Live Music with Dr. Scott, hosted on select days throughout 2026. Check out these upcoming performances: Sat, Jan 10, 3pm-5pm. Sun, Feb 1, 2pm-4pm. Dr. Scott is a fingerstyle guitarist and vocalist with 15 years of experience performing a genre-spanning repertoire, including blues, jazz, folk, Spanish, classical guitar, bluegrass, country, and...

  • 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...

  • 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...

  • 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,...

  • Winter Bulb Basket Workshop at Buck Naked Farm

    Buck Naked Farm events
    Buck Naked Farm 1873 Chatham Church Road, Moncure, NC, United States

    Brighten the coldest days of winter with a little garden magic at Buck Naked Farm's Winter Bulb Basket Workshop on Sun, Jan 11, 2pm-4pm. Create your own layered bulb basket —a beautiful birch container planted with spring bulbs, ready to bloom indoors. You’ll learn how to plant bulbs in layers (“lasagna style”) for a sequence of blooms that...

  • Euchre Mondays at bmc

    Euchre Mondays at bmc
    bmc brewing 213 Lorax Lane, Pittsboro, NC, United States +1 more

    Join a fantastic group of Euchre enthusiasts every Monday, 6pm-8pm, for Euchre Mondays. This weekly gathering is built around the classic trick-taking card game. No experience is needed — a fantastic regular euchre group is happy to bring newcomers up to speed, so you can show up solo or with friends and jump right in. Monday...

  • 79° West Breakfast Club

    79° West Breakfast Club
    79° West 120 Mosaic Blvd, Suite 120, Pittsboro, NC, United States

    Welcome to the 79° West Monthly Breakfast Club - their laid-back take on the traditional morning networking event, hosted on the first Tuesday of every month, 9am-10:30am. This free event features...

  • 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,...