Events
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Talks at The Plant: Preparing for the Storm
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin 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...
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Opinionation Trivia at House of Hops
House of Hops 112 Russet Run, Pittsboro, NC, United StatesJoin 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...
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Live Piano Music at The Sycamore
The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United StatesEvery 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.
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Red Tail Ridge Wine Dinner
Fearrington House Restaurant 230 Market Street, Pittsboro, United StatesReserve 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...
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8 Week Rumba Series – Beginner to Advanced Beginner
Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United StatesBuild 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...
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Live Music with Mondo Guitaro at Thirsty Skull
Thirsty Skull Brewing - Pittsboro 684 West Street, Pittsboro, NC, United StatesJoin Thirsty Skull Brewing - Pittsboro for Live Music with Mondo Guitaro, hosted every third Thursday,7pm-9pm. Come hang out and listen to the awesome sound of Mondo Guitaro. “Lonesome Tones for High Plains Drifters”: Mondo Guitaro performs spaghetti western, surf, and 1960s-style instrumentals arranged for two guitars. You won't want to miss this! There is...
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Blues Jam at The MOD
The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United StatesJoin 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...
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Fearrington Folk Art Show
Fearrington Farmers Market E Camden, Pittsboro, NC, United StatesThe 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...
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79°West: Dare to Be Different Workshop
79° West 120 Mosaic Blvd, Suite 120, Pittsboro, NC, United StatesJoin 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,...
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Line Dancing Classes at Chatham Mills
Forest Hall at Chatham Mills 480 Hillsboro Street, Suite 350, Pittsboro, NC, United StatesBuild 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...
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Winter Art Sale at the Vineyard
FireClay Cellars 1276 Bowers Store Rd, Siler City, NC, United StatesJoin 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...
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Weekly Free Tastings at Vino!! Wine Shop
Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United StatesWeekly 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...
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3rd Friday Artist Receptions
Pittsboro Gallery of Arts 44 Hillsboro Street, Pittsboro, NC, United StatesPittsboro Gallery of Arts is pleased to announce the return of 3rd Friday Artist Receptions. Each month, they highlight a new artist and offer an opportunity to meet them and ask...
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Pittsboro’s Finally Fridays Art Walks
Downtown Pittsboro Hillsboro Street, Pittsboro, NC, United StatesPittsboro's Finally Fridays Art Walks are held every Third Friday, 5pm-8pm, in downtown Pittsboro (Hillsboro Street, Pittsboro's Social District, and surrounding areas). This FREE, family-friendly monthly event highlights Pittsboro's vibrant downtown and artistic community. Shops spill onto the sidewalks, creating a festive atmosphere. Community artists form Art Pods with a boho vibe. Experience Pittsboro Finally Fridays Arts...
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Live Piano Music at The Sycamore
The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United StatesEvery 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.
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Karaoke at Thirsty Skull
Thirsty Skull Brewing 915 N Second Ave, Siler City, NC, United StatesJoin Thirsty Skull Brewing - Siler City on the third Friday of each month, 7pm-9pm for Karaoke with JV Jams. See all events at Thirsty Skull Brewing. Part of the Chatham County Craft Beverages & Country Inns Trail.
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Live Music with Andy Kush Band at The MOD
The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United StatesJoin The MOD for Live Music with Andy Kush Band on Fri, Feb 20, 7pm-10pm. This event takes place indoors at The MOD. Free parking is available on the street and across the road from the Government Annex Building, as well as in the Justice Center Parking lot. This space is wheelchair accessible. Any schedule changes due to...
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Candleglow Sound Bath Meditation
Starrlight Mead 130 Lorax Ln, Pittsboro, NC, United States +1 moreThis night-time sonic ceremony is back by popular demand! Candleglow Sound Bath Meditation returns on the third Friday of each month from 7:30pm to 8:30pm at Starrlight Mead for a candle-lit evening sound bath featuring a variety of singing bowls, chimes, and percussion accompanying the human voice. Honoring seasonal cycles, Ancient Song Therapy crafts sonic...
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NC History Book Club: Between the Lines
Chatham County Historical Museum 9 Hillsboro St, Pittsboro, NC, United StatesAs part of Chatham County's year-long celebration of America's 250th birthday, the Chatham County Historical Association (CCHA) is hosting an NC History Book Club: Between the Lines, held on the third Saturday of every month in 2026, from 9:30am-10:30am. This monthly book club will explore North Carolina's rich history through engaging nonfiction. Whether you’re a lifelong...
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Gardenside Chat – Unicorn Shrubs
For Garden's Sake 9197 Hwy 751 S, Durham, NC, United StatesJoin For Garden's Sake for a Gardenside Chat - Unicorn Shrubs on Sat, Feb 21, 10am-10:30am. FGS will explore evergreen and flowering shrubs that make a standout addition to any...