Events
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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...
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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...
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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...
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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...
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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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Free Wine Tastings at The Belted Goat
The Belted Goat Market Street, Pittsboro, North Carolina, United StatesVisit 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...
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Live Music: Skeleton Crew at The Plant
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin The Plant for Live Music with Skeleton Crew on Sat, Nov 21, 4pm-7pm. Skeleton Crew is a four-piece alt-rock & pop-rock cover band based in the Triangle, playing an...
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Live Music at Galloway’s
The Belted Goat Market Street, Pittsboro, North Carolina, United StatesVisit 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...
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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...
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Euchre Mondays at bmc
bmc brewing 213 Lorax Lane, Pittsboro, NC, United States +1 moreJoin 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...
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Sporcle Trivia at Hops and Berry
Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United StatesCome to Hops and Berry-Pittsboro for Sporcle Trivia, hosted every Monday, 7pm-9pm. The format comes from Sporcle, one of the more widely played pub-trivia systems, and is hosted live in-house. Rounds cover...
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Fearrington Farmers Market
Fearrington Farmers Market E Camden, Pittsboro, NC, United StatesThe 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...
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Goldston America 250: Film Series
Goldston Library 9235 Pittsboro-Goldston Road, Goldston, United StatesJoin the Chatham Community Library for this Goldston America 250 Film Series, hosted every fourth Tuesday, January-December 2026, 4pm-6pm. America 250’s mission is to honor and commemorate the 250th anniversary of the signing of the Declaration of Independence, marking America’s Semiquincentennial. The Goldston Library will screen the following documentaries and films: Tue, Jan 27, 4pm-6pm The Congress, Ken Burns. Tue,...
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Yoga at Bynum Front Porch
Bynum General Store 950 Bynum Rd, Bynum, NC, United StatesUnwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm at the Historic Bynum General Store. This all-levels class offers a welcoming space to stretch, breathe, and connect with the community - bring your mat and a positive spirit. This event is free to attend, with a suggested donation of $15. Directions. Year-round events,...
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Run Club 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.
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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...
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Music Bingo at Hops and Berry
Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United StatesCome 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...
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Pub Trivia at Doherty’s
Doherty's Irish Pub and Restaurant 56 Sanford Road, Pittsboro, NC, United StatesJoin 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...