Events
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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 more events at Doherty's.
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Coffee Klatch at Bynum Front Porch
Bynum General Store 950 Bynum Rd, Bynum, NC, United StatesStart your day with good coffee or tea and great conversation at Weekly Coffee Klatch with Bynum Front Porch Music, hosted every Wednesday, 7am-10am at the Historic Bynum General Store. Drop in for a warm cup, friendly faces, and casual community chats - everyone is welcome! Directions. Year-round events, including a Christmas tree sale and a holiday...
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Wake Up Wednesday at Carolina Brewery
Carolina Brewery & Grill 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, United StatesWake Up Wednesdays are hosted at Carolina Brewery & Grill every third Wednesday, 8am-9:30am. This networking includes breakfast, coffee, and new guest speakers each month. The fee to participate is $7 cash or $8 by card. If you do bring cash, do your best to bring exact change. If you pay by check, make it out to...
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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 playing. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
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Music Bingo at House of Hops
Join House of Hops every Wednesday, 6pm-8pm for Music Bingo hosted by DJ Special K. More events at House of Hops. Part of the Chatham County Craft Beverages & Country Inns Trail.
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Crokinole at Fair Game
Fair Game Beverage Company 192 Lorax Lane, Pittsboro, NC, United States +1 moreTry your hand at an obscure Canadian board game with Crokinole at Fair Game Beverage Company, hosted every third Wednesday, 6pm-8pm in the Wheelhouse. Crokinole is a classic Canadian tabletop game — think shuffleboard meets curling, shrunk onto a round wooden board. It's easy to learn in a single round and genuinely fun whether you're a first-timer or a...
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Jazz Nights at The Sycamore
The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United StatesEvery Wednesday night, 6pm-9pm, The Sycamore at Chatham Mills hosts live Jazz Nights every Wednesday, 6pm-9pm. The series features a rotating list of local musicians. The Sycamore also offers their Lounge Menu in the dining room on Wednesday nights. Reservations are highly recommended. Past and present musicians include the Steve Hobbs Trio, Lauren Meehan, Dave Quick Jazz, and...
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Karaoke at Hops and Berry
Hops & Berry 120 Mosaic Blvd, Suite 100, Pittsboro, NC, United StatesCome out to Hops and Berry-Pittsboro for Karaoke every Wednesday, 7pm-10pm. The taproom's weekly Karaoke night turns its live-entertainment stage over to the crowd, where regulars and first-timers alike line up to belt out their favorites—whether that's a power ballad, a crowd-singalong anthem, or a deep cut only you remember. With a supportive, come-as-you-are vibe,...
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Storytime with Johanna Banana
McIntyre's Books 220 Market Street, Pittsboro, NC, United StatesJoin McIntyre's Books for Storytime with Johanna Banana, hosted every Thursday, 10:30am-11:30am. McIntyre’s bookseller Johanna Banana leads this weekly storytime. The books and songs shared are primarily for toddlers and preschoolers,...
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Pittsboro Farmers Market
Pittsboro Pop-Up Park West Salisbury Street, Pittsboro, North Carolina, United StatesThe 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 baked goods, eggs, flowers, honey, jams/jellies, soaps, plants, poultry, and other meats. Vendors include Celebrity Dairy, In Good Heart Farm, and Vortex Roasters. Many chefs...
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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 playing. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
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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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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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Free Public Domain Movie Night at bmc
bmc brewing 213 Lorax Lane, Pittsboro, NC, United States +1 moreJoin bmc brewing for a Free Public Domain Movie Night hosted every Thursday, 7pm-10pm. Films enter the public domain in the United States when their copyright protection expires, which typically happens 95 years after publication for older works, or if owners fail to follow registration and renewal requirements. As of 2026, all films released before 1930 are...
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Mental Health Matters
79° West 120 Mosaic Blvd, Suite 120, Pittsboro, NC, United StatesJoin 79° West for Mental Health Matters, a monthly community conversation designed to bring practical, evidence-informed mental health education to Pittsboro and the surrounding area. In this June session on Fri, Jun 26, 8am-9:15am, you'll explore how the need for control develops as an attempt to feel safe — and how flexibility can reduce stress and anxiety....
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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...
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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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Cactus Cowgirl’s Plant Bingo Night
Cactus Cowgirl 19 Hillsboro Street, Pittsboro, United StatesJoin 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...
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Bynum Bluegrass Jam Circle
Bynum General Store 950 Bynum Rd, Bynum, NC, United StatesJoin Bynum Front Porch for a Bynum Bluegrass Jam Circle hosted every 2nd and 4th Saturday, 10am-12pm at the Historic Bynum General Store. This open jam welcomes musicians of all skill levels and...