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 about their work. Beverages and snacks will accompany. These events are held every third Friday, 5pm-8pm. Featured artists are announced on their Facebook Page. See more...
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5 Year Makers Party at Pittsboro Gallery of Arts
Pittsboro Gallery of Arts 44 Hillsboro Street, Pittsboro, NC, United StatesCelebrate 5 years with Pittsboro Gallery of Arts at their Makers Party on Fri, Oct 17, 5pm-8pm. Mingle with artists and watch live demonstrations of pastel, gourd, and oil painting of their mascot...
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Run and Roam Fridays at The Plant
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin The Plant after work and/or school for Run and Roam Fridays, hosted every Friday evening, Sep 5-Dec 12, 5pm-9pm. Come out for food and drink specials and plenty of family-friendly fun, including games, hula hoops, bubbles, chalk art, and more. Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country...
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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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Live Music: Southpaw Soul
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin The Plant for Live Music with Southpaw Soul on Fri, Oct 17, 6pm-9pm. Southpaw Soul brings their fresh and unique blend of new, classic, and alternative rock to a stage...
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Live Music: Deep River Revival at Havoc
Havoc Brewing Company presents Live Music with Deep River Revival on Fri, Oct 17 6pm-9pm. Death by Taco food truck will be onsite at Havoc 5pm-9pm. This event is free and...
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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 TR Cogburn at The MOD
The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, United StatesJoin The MOD for Live Music with TR Cogburn on Fri, Oct 17, 7pm-10pm. Come see what all the fuss is about for this fun-loving classic rock band! This event takes place indoors...
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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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Live Music: Hond at The City Tap
City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United StatesJoin The City Tap for Live Music with Hond on Fri, Oct 17, 7:30pm-9:30pm. This event takes place on the patio at The City Tap. There is no cover charge for...
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Fall Hike on the Lower Haw
Bynum Mills Access 160 Bynum Church Road, Pittsboro, United StatesJoin Friends of the Lower Haw River State Natural Area for a Fall Hike on the Lower Haw on Sat, Oct 18, 10am-11am at the Bynum Mills Access, in celebration of Great Trails State Day. Families ages 7+ are welcome to explore using all five senses with a special sensory scavenger hunt. Participants will enjoy taking in all that...
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Thistle & Oak Fall 2025 Trunk Show: Will Leather Goods
Thistle and Oak 209 Market Street, Pittsboro, United StatesSat, Oct 18-Sun, Oct 19, 10am-5pm, Thistle and Oak will host designer Will Leather Goods as part of their Fall 2025 Trunk Show series. “Discover Your Will”. A family-owned brand from Eugene, OR, founded by Will Adler. Leather experts who embrace worldwide artisans to create products that uphold their Lifetime Guarantee. Will Leather Goods designs...
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Huckleberry Trail Farm Fall Festival
Huckleberry Trail Farm 143 Pleasant Hill Church Rd, Siler City, NC, United StatesVisit the Huckleberry Trail Farm Fall Festival for a corn maze, a pumpkin patch (select a pumpkin from the vine), a cotton patch, and a fall atmosphere. Find designated quiet areas set up the entire season. The family’s mission is to bring all kids back to the outdoors with the goal of making many of the farm...
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Sara Johnson: Bone Chilling
McIntyre's Books 220 Market Street, Pittsboro, NC, United StatesJoin McIntyre's Books for Sara Johnson: Bone Chilling on Sat, Oct 18, 11am-12pm. BOOK SUMMARY Alexa Glock is teetering on a precipice, the ground threatening to open up beneath her―and it’s not...
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Kayak Basics at Farrington Point
Farrington Point Boat Ramp 605 Farrington Point Road, Chapel Hill, NC, United StatesJoin Frog Hollow Outdoors for Kayak Basics at Farrington Point on Sat, Oct 18, 11am-1pm at Jordan Lake State Recreation Area. If you're new to kayaking or are interested in trying it out, this class is a great place to start! They cover basics in kayak nomenclature, wet-exit procedure, and what we refer to as the “building-block strokes.” Participants...
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3rd Annual Pitties in the Park
Northwest District Park 2413 Woody Store Road, Siler City, NCJoin Protect the Pitties for their 3rd Annual Pitties in the Park, hosted Sat, Oct 18, 11am-1pm. Come out to Northwest District Park for a pawsome day filled with fun and games, activities, contests, and more. Bring your furry friends, meet other pittie lovers, and let your pups socialize in a safe environment. Don't miss out on...
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Petal and Past at Reclamation
Reclamation 102 Hillsboro St, Pittsboro, NC, United StatesJoin Reclamation for Petal and Past, your new favorite summer pop-up series! Reclamation is teaming up with Bradley Blue Vintage and Lion Hearts Homestead to bring you an eclectic, feel-good shopping...
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Annual Fest Yourself at Thirsty Skull PBO
Thirsty Skull Brewing - Pittsboro 684 West Street, Pittsboro, NC, United StatesJoin Thirsty Skull Brewing - Pittsboro for their Third Annual Fest Yourself on Sat, Oct 18, 12pm-7pm. Raise a stein and enjoy the release of their Fest Yourself Marzen, the first brew they ever made! There will be authentic German food made by and in support of St. Bart's Community Lunch, plus a stein-holding contest and live...
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Tasting Classes with EB Wines
EB Wines 40140 Moring, Chapel Hill, United StatesThe seventh annual Wine Tasting Classes is a collection of monthly wine tasting classes hosted by Esteban Brunello, owner of EB Wines. The classes are informative yet relaxed and open...