Events
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Christmas Market at The City Tap
City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United StatesAttention, last-minute shoppers! Join The City Tap for a Christmas Market on Sun, Dec 21, 11:30am-3:30pm. Get your host gifts, stocking stuffers, or spoil yourself, all while enjoying a cup of cheer! Vendors...
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Winter Solstice Forest Bathing Walk
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin The Plant and Rewild Within for a Winter Solstice Forest Bathing Walking on Sun, Dec 21, hosted: 1pm-2:15pm. 2:30pm-3:45pm. Two sessions are available for this gentle, reflective experience to ground, express gratitude, and...
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Crafternoons at Clapping Hands Farm
Clapping Hands Farm 3348 Alston Chapel Road, Pittsboro, NC, United StatesJoin Clapping Hands Farm for Crafternoons hosted every Sunday, December 2025-February 2026, 1pm5pm. This is a drop-in crafting circle, not a class. Bring a project you’re already working on, or join many of...
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Donald Davis Annual Storytelling
Fearrington Barn 500 Market Street, Pittsboro, NC, United StatesFearrington Village is delighted to welcome back their beloved friend and storyteller, Donald Davis, for their Annual Storytelling on Sat, Dec 20, 11am-12pm and Sun, Dec 21, 2pm-3pm. After a hiatus last year, their fundraiser...
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Winter Solstice Forest Bathing Walk
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin The Plant and Rewild Within for a Winter Solstice Forest Bathing Walking on Sun, Dec 21, hosted: 1pm-2:15pm. 2:30pm-3:45pm. Two sessions are available for this gentle, reflective experience to ground, express gratitude, and...
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Winter Solstice Sound Bath Journey + Rose Tea Ceremony with Maia Rhenish
Join Yoga Garden PBO for a Winter Solstice Sound Bath Journey + Rose Tea Ceremony with Maia Rhenish on Sun, Dec 21, 4pm-6pm. On the longest night of the year, come together to honor the winter season and the quiet light within. Join Maia Rhenish for a heart-centered gathering of sound and ceremony. The evening will begin...
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Annual Dueling Sommelier Dinner
Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United States'Tis the season for the Annual Dueling Sommelier Wine Dinner with Vino!! Wine Shop on Sun, Dec 21, 5:45pm-8:45pm. Newcomer Sommelier Michael Maller of Orsini Wines is ready to take on former...
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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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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 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,...
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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 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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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...
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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...
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Jennifer Curtis + Matthew Greenslade — A Special Holiday Double Bill
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin Fair Game Beverage Company in the Wheelhouse for Jennifer Curtis + Matthew Greenslade — A Special Holiday Double Bill on Tue, Dec 23, 7:30pm-9:30pm. Jennifer Curtis returns for another Wheelhouse show, accompanied by Matthew Greenslade with festive Christmas tunes—plus some special guests! Matthew Greenslade will bring the holiday spirit and perform music from The Real Christmas...
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Christmas Eve Party at Vino!!
Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United StatesJoin Vino!! Wine Shop for a Christmas Eve Party on Wed, Dec 24, 12pm-5pm. Celebrate the end of the year and the holidays by wearing your ugly sweaters or Christmas PJs. There will...
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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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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...
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Run Club at Thirsty Skull PBO
Thirsty Skull Brewing - Pittsboro 684 West Street, Pittsboro, NC, United StatesJoin 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.