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  • 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...

  • 8 Week Social Bolero – Intermediate Level

    Events at Chatham Mills
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    Build your skills on the dance floor with this 8 Week Social Bolero - Intermediate Level, hosted by the Chatham Social Club at the Forest Hall at Chatham Mills. Learn the sensual Bolero this January and combine the skills of Smooth and Latin to take your dancing to new heights this new year! Dance experience...

  • 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...

  • 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...

  • 8 Week Rumba Series – Beginner to Advanced Beginner

    Events at Chatham Mills
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    Build your skills on the dance floor with this 8 Week Rumba Series - Beginner to Advanced Beginner, hosted by the Chatham Social Club at the Forest Hall at Chatham Mills. Get ready to move your hips and connect with your dance partner this New Year by learning how to dance the Rumba. The Rumba is a...

  • 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...

  • Stamp It Up with Roam Paint Press

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

    Join The Plant for Stamp It Up with Roam Paint Press on the following dates: Thu, Feb 26, 7pm-11pm. Thu, Mar 12, 6pm-8pm. Sun, Mar 15, 2pm-4pm. Stop by Roam Paint Press...

  • Mosaic Birdhouse Workshop

    Chatham County Parks and Recreation Events
    The Arts Center 964 East Street, Suite 105, Pittsboro, NC, United States

    At this Mosaic Birdhouse Workshop on Fri, Feb 27, 10am-11am, participants will explore mosaic art by creating an original birdhouse using colorful precut tiles. Supplies are included. This one-class session is instructed by Leigh Babcock. Registration opens Mon, Jan 19, and closes Mon, Feb 23. This event is held indoors at the new Chatham County Parks, Recreation, and Cultural...

  • Thistle & Oak Spring 2026 Trunk Show: L.E.N. Lifestyle Belts

    Events at Fearrington Village
    Thistle and Oak 209 Market Street, Pittsboro, United States

    Fri, Feb 27-Sat, Feb 28, 10am-5pm, Thistle and Oak will host designer L.E.N. Lifestyle Belts as part of their Spring 2026 Trunk Show series. Founder and designer, Clifton Wilson, brings craftsmanship and classic style to a refined collection of accessories, including scarves, pocket squares, ties, cufflinks, bracelets, and more. Named in honor of the founder’s father—whose...

  • Line Dancing Classes at Chatham Mills

    Events at Chatham Mills
    Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United States

    Build your skills on the dance floor with Line Dancing Classes at Chatham Mills, hosted by Forest Hall at Chatham Mills and the Chatham Social Club every Friday, 11am-12pm. The cost is $25 per class, and all skill levels are welcome; no partner is needed for class. Register now at chathamsocialclub.com – limited spots available! See more events...

  • 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...

  • T’s Totes and Towels with Roam Paint Press

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

    Join The Plant for T's, Totes, and Towels with Roam Paint Press on Fri, Feb 27, 6pm-8pm. Stop by anytime between 6pm-8pm and print on a t-shirt, tote, apron, or more. The cost ranges from $10...

  • 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: Lisa Pigeon and Friends!

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

    Join The Plant and Fair Game Beverage Company in Pittsboro's new listening room for Wheelhouse Music Sessions: Lisa Pigeon and Friends! on Fri, Feb 27, 7pm-9pm. When Lisa isn't planning festivals at The Plant or creating new cocktail recipes for Fair Game, she's immersed in her musical craft! Lisa is a lifelong singer, pianist, and guitarist, often...

  • Cactus Cowgirl’s Plant Bingo Night

    Cactus Cowgirl Events
    Cactus Cowgirl 19 Hillsboro Street, Pittsboro, United States

    Join Cactus Cowgirl for Plant Bingo Night hosted on the last Friday of every month, 7pm-9pm. Get ready for a night of plants, prizes, and pure fun. There will be seven exciting rounds of bingo, each packed with chances to win awesome planty prizes—from houseplants to fun goodies you’ll love. Whether you’re a seasoned plant parent or...