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  • New Year’s Day Brunch at Carolina Brewery and Grill

    Carolina Brewery and Grill Events
    Carolina Brewery & Grill 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, United States

      Visit Carolina Brewery and Grill for a New Year's Day Brunch on Thu, Jan 1, 10am-2:30pm. Enjoy all your made-from-scratch brunch favorites and unbeatable drink specials, including $2 Mimosas, $5 Bloody Marys, and $10 Mimosa Mason Jars. Offerings include chicken and waffles, breakfast burritos and tacos, biscuits and gravy, and a classic low-country breakfast. For reservations, visit...

  • Quiltmaker’s Annual New Year’s Open House

    Quiltmaker Cafe 75 W Salisbury St, Pittsboro, NC, United States

    Join your community members and Quiltmaker Cafe for their Annual New Year's Open House on Thu, Jan 1pm-4pm. Start 2026 right with desserts, games, and community at Quiltmaker's future home (opening soon). This celebration is an Open-House, child-friendly event, so please stay for as long as you are able. Volunteer opportunities are available. Participating businesses include Circle City...

  • 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.

  • 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...

  • 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,...

  • In With The New at Reclamation

    Reclamation Events
    Reclamation 102 Hillsboro St, Pittsboro, NC, United States

    Join Reclamation for their annual "In With The New" evening on Fri, Jan 2, 4pm-7pm. They will be closed starting Mon, Dec 29-Thu, Jan 1, and will re-open on Fri, Jan 2 at 4pm with lots of new inventory. Adult beverages, free-spirited drinks, snacks, and light appetizers will be provided. Come sip, shop, and kick off the...

  • 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...

  • 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...

  • 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,...

  • 2026 Winter “Snowcase” at The Skyroom

    Events at The Skyroom
    The Skyroom Callies Haven Way, Moncure, North Carolina, United States

    Grab your friends, families, and fiances, and join The Skyroom for a dazzling display of winter trends at their first-ever Winter "Snowcase" on Sat, Jan 3 and Sun, Jan 4, 3:30pm-7pm. Open to friends, family members, and vendors, you are welcome to come experience the magic of The Skyroom as it's transformed into a Winter Wonderland! Natahsa, owner of...

  • Sip n Stitch with Checkered Tulip

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

    Join Checkered Tulip for a Sip n Stitch workshop on Sat, Jan 3, 6pm-8:30pm. Grab your creativity and make a bag! In one fun session, you’ll whip up a chic clutch or a cute handbag with your choice of chain or webbing strap, plus an extensive fabric selection- everything you need is included. Beginners are absolutely welcome;...

  • 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,...

  • 2026 Winter “Snowcase” at The Skyroom

    Events at The Skyroom
    The Skyroom Callies Haven Way, Moncure, North Carolina, United States

    Grab your friends, families, and fiances, and join The Skyroom for a dazzling display of winter trends at their first-ever Winter "Snowcase" on Sat, Jan 3 and Sun, Jan 4, 3:30pm-7pm. Open to friends, family members, and vendors, you are welcome to come experience the magic of The Skyroom as it's transformed into a Winter Wonderland! Natahsa, owner of...

  • 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...

  • 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,...

  • 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 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.