Pittsboro-Siler City Convention & Visitors Bureau

Weekly Free Tastings at Vino!! Wine Shop
2028-08-18 17:00 - 19:00 (America/New_York) | Vino!! Wine Shop, 89 Hillsboro St, Suite D, Pittsboro, NC, 27312, United States
Weekly 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 Inns Trail.

3rd Friday Artist Receptions
2028-08-18 17:00 - 20:00 | Pittsboro Gallery of Arts, 44 Hillsboro Street, Pittsboro, NC, 27312, United States
Pittsboro 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 Pittsboro Gallery of Arts events.

Pittsboro's Finally Fridays Art Walks
2028-08-18 17:00 - 20:00 | Pittsboro, Pittsboro, NC, 27312, United States
Pittsboro’s Finally Fridays Art Walks are held every Third Friday, 5pm-8pm, in downtown Pittsboro (Hillsboro Street and Pittsboro’s Social District). 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 Walk through the eyes of its beloved sheep mascot, who is small in stature but full of personality.
This event is free to the public and participating artists. Events for 2025 will be held on the following dates:

Fri, Aug 15, 5pm-8pm.
Fri, Sep 19, 5pm-8pm.
Fri, Oct 17, 5pm-8pm.
Fri, Nov 21, 5pm-8pm.
Fri, Dec 19, 5pm-8pm.

Downtown Pittsboro celebrates the ”Spirit of the Holly Days” during its December Finally Fridays Arts Walk. Holly’s sharp leaves stand for strength, and its red berries signify warmth. Streets are decorated with holly and festive garlands, welcoming everyone to enjoy local art and seasonal togetherness. The holly days spirit in Downtown Pittsboro is more than just festive décor—it’s a celebration of generosity, gratitude, and togetherness that fills the area with light, laughter, and connection during its Finally Fridays Arts Walk.
This FREE, family-friendly event takes place outdoors along the streets and sidewalks of downtown Pittsboro. There are no fees to participate. Downtown Pittsboro and its businesses have typical ADA accommodations. Parking is free and available within walking distance to the event. Leashed pets are encouraged, and costumes are encouraged for people and pets! Select Downtown Pittsboro shops will remain open until 8pm for this event. See more Downtown Pittsboro events.

Live Piano Music at The Sycamore
2028-08-18 18:00 - 21:00, 2028-08-19 18:00 - 21:00, 2028-08-22 18:00 - 21:00 | The Sycamore at Chatham Mills, 480 Hillsboro Street, Suite 500, Pittsboro, NC, 27312, United States
Every 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.

Karaoke at Thirsty Skull
2028-08-18 19:00 - 21:00 | Thirsty Skull Brewing, 915 N Second Ave, Siler City, NC, 27344, United States
Join 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.

Chatham Axes Couples Night
2028-08-18 19:00 - 22:00 | Chatham Axes, Lorax Lane, Pittsboro, North Carolina, 27312, United States
Throw axes with your date and socialize with other couples during Chatham Axes Couples Night hosted every third Friday, 7pm-10pm. The outdoor lanes are kept comfortable year-round, with a fire pit that’s lit on cold nights, a fan for the summer, and tents for rainy days. There are multiple food and beverage options on the premises at The Plant. If you haven’t thrown with Chatham Axes in the past year, sign the online waiver.
Each session is one hour. More events at The Plant.

Candleglow Sound Bath Meditation
2028-08-18 19:30 - 20:30 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
This 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 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 landscapes conducive to relaxation and mediation, as well as journey work and integration.
Please note: August’s Sound Bath takes place on the 4th Friday.
This event is $25 per person. RSVP is required. Please contact liodhruna@gmail.com for more information. Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Free Wine Tastings at The Belted Goat
2028-08-19 13:00 - 15:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Visit The Belted Goat/Galloway’s Bar at Fearrington Village for free wine tastings every Saturday, 1pm-3pm. Tastings will vary depending on when you visit, so please check their calendar before planning your visit.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Monthly Elemental Breathwork with Carrie Brewer
2028-08-19 15:00 - 16:30 | Yoga Garden, 184 East Street, Pittsboro, NC, 27312, United States
Join Yoga Garden PBO for Monthly Elemental Breathwork with Carrie Brewer, hosted on the third Saturday of every month, 3pm-4:30pm. Elemental Rhythm Breathwork is a somatic embodiment journey to support growth and healing. Through deep, intentional breathing, this practice can guide you beyond the conscious mind, restoring balance by activating the parasympathetic nervous system. By accessing this more profound state, you can release old thought patterns, stagnant emotions, and energy that no longer serves you. Where awareness goes, energy flows—this process empowers you to shift your state of consciousness to nurture your own personal growth and healing.
Inspired by the elements, Elemental Rhythm Breathwork incorporates different breathing techniques, followed by a meditation and reflection period to integrate the experiences from the breathwork session. The journey concludes with a sharing circle, offering space for connection and expression. Benefits of breathwork include:

Improved sleep quality.
Reduced stress and anxiety.
A relaxed body and mind.
Enhanced mental clarity.
Pain reduction.
Decreased inflammation.

No experience is required; just come with an open mind. Participants are advised to review potential health contraindications before attending class. The cost is $25 per person. See more events at Yoga Garden PBO.
CONTRAINDICATIONS
Breath work results in certain specific physiological changes in the body and can also result in intense and emotional release. If you have had or currently have any of the following conditions, permission to participate in breathwork from your healthcare provider is required:

Epilepsy.
High blood pressure is not controlled by medicine.
Cardiovascular disease.
Heart attack.
Stroke.
Glaucoma/detached retina.
Osteoporosis.
Aneurysm.
Bi-polar.
Schizophrenia.
Any other significant health challenges. If you are pregnant, you can not participate in breathwork. If you have asthma, you must have your inhaler next to you.

POSSIBLE CONTRAINDICATIONS
Post-traumatic stress disorder (PTSD): Although many people find great healing through breathwork with regards to PTSD, clearance from your healthcare professional is required before the breathwork activity if you have a severe case or are currently under a therapist’s care. Clearance is also required for any other medical, psychiatric, or physical condition that would impair or affect the ability to engage in activities involving intense physical and/or emotional release. As breathwork can trigger strong emotional releases we want to ensure extra care and support can be provided during and after the experience.

Euchre Mondays at bmc
2028-08-21 18:00 - 20:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join a fantastic group of Euchre enthusiasts every Monday, 6pm-8pm for Euchre Mondays. No experience is needed. Monday is also $5 pint night at bmc brewing.
See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Pour House Trivia at Havoc
2028-08-21 19:00 - 21:00 | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Havoc Brewing Company presents Pour House Trivia every Monday, 7pm-9pm – now in a fun, more interactive trivia format! Win great prizes and enjoy craft beer with friends. Themes are announced on their Facebook page. A rotating selection of food trucks is usually onsite 5pm-9pm.
This event is free and takes place indoors. Free parking is available onsite. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Opinionation Trivia at Hops and Berry
2028-08-21 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come to Hops and Berry-Pittsboro for Opinionation Trivia every Monday, 7pm-9pm. This event is free and takes place indoors. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Fearrington Farmers Market
2028-08-22 15:00 - 17:00 | Fearrington Village, 2000 Fearrington Village Center, Pittsboro, NC, 27312, United States
The 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, friendly atmosphere that encourages healthy, happy lifestyles and living.
Fearrington Farmers Market has over three dozen members and is now in its 30th season. Not all vendors are there every week, but some vendors are there every week, year-round. Each market features live music. Vendors include In Good Heart Farm and bmc brewing. See their full list of vendors.
Come early if you’d like to look over what is being offered; sales begin at the scheduled time with the ring of the bell. Bring along small bills ($20 or lower) to pay for your purchase. Some vendors accept credit and debit cards, and most will accept checks. Rain or shine.

Yoga at Bynum Front Porch
2028-08-22 18:00 - 19:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Unwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm. 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, including a Christmas tree sale and a holiday bazaar. See a feature about geocaching in Bynum, produced by UNC-TV for NC Weekend and sponsored in part by the NC Division of Tourism, Film, and Sports Development.

Run Club at House of Hops
2028-08-22 18:00 - 20:00 | NC
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.

Music Bingo at Hops and Berry
2028-08-22 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come to Hops and Berry-Pittsboro for Music Bingo every Tuesday, 7pm-9pm. This event is free and takes place indoors. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Pub Trivia at Doherty's
2028-08-22 19:00 - 21:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, United States
Join 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.

Coffee Klatch at Bynum Front Porch
2028-08-23 07:00 - 10:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Start your day with good coffee or tea and great conversation at Weekly Coffee Klatch with Bynum Front Porch Music, hosted every Wednesday, 7am-10am. 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 bazaar. See a feature about geocaching in Bynum, produced by UNC-TV for NC Weekend and sponsored in part by the NC Division of Tourism, Film, and Sports Development.

Pittsboro on the Patio
2028-08-23 08:30 - 10:00 | West End Kitchen and Catering, Pittsboro, North Carolina, 27312, United States
Join West End for Pittsboro on the Patio hosted every Wednesday, 8:30am-10am. During this community mixer event, enjoy complimentary fresh coffee from Pittsboro’s own Aromatic Roasters on the West End patio while meeting and creating great conversations with community members and leaders.
See more events at West End Kitchen and Catering.

Improv Theatre at The Plant
2028-08-23 18:00 - 19:30 | Fair Game Beverage Co., 220 Lorax Lane, BLDG 192, Pittsboro, NC, 27312, United States
The Plant hosts Improv Theatre every fourth Wednesday, 6pm-7:30pm. Enjoy some spontaneous fun together as this trio of improvisers creates a show for you in real time based on your suggestions! Featuring Dan Sipp, Jane Allen Wilson, and Anoo Tree Brod, each actor, teacher, and facilitator of community improv workshops, who delight in sharing the improv muse with one and all! They have each branched into their own improv directions and companies and are thrilled to reunite in Pittsboro to share this dynamic art form with the Plant community!
Local NC beers, wines, ciders, and craft cocktails will be available at the bar. This event is free and takes place indoors. The Plant is wheelchair accessible, and additional accommodations are available upon request. Free parking is available on-site. No pets allowed, please. See more events at The Plant.

Music Bingo at House of Hops
2028-08-23 18:00 - 20:00 | NC
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.

Jazz Nights at The Sycamore
2028-08-23 18:00 - 21:00 | The Sycamore at Chatham Mills, 480 Hillsboro Street, Suite 500, Pittsboro, NC, 27312, United States
Every 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 the Tony Galiani Jazz Quartet. See the upcoming lineup here.

Music Bingo at Havoc
2028-08-23 18:30 - 20:30 | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Havoc Brewing Company presents Music Bingo every Wednesday, 6:30pm-8:30pm. A rotating selection of food trucks is usually onsite 5pm-9pm.
This event is free and takes place indoors. Free parking is available onsite. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Karaoke at Hops and Berry
2028-08-23 19:00 - 22:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come out to Hops and Berry-Pittsboro for Karaoke every Wednesday, 7pm-10pm. This event is free and takes place indoors. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Pittsboro Farmers Market
2028-08-24 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Pittsboro Farmers Market is open year-round with select items from within a 50-mile radius of the market. They are open Thu, 3pm-6pm under the solar panels at The Plant. The product-only market features baked goods, eggs, flowers, honey, jams/jellies, soaps, plants, poultry, and other meats.
Vendors include Celebrity Dairy, Fiddlehead Farm, In Good Heart Farm, and Vortex Roasters. Many chefs behind our area’s restaurants network with Pittsboro Farmers Market vendors, including Kingston 99 Kitchen, Postal Fish Company, and West End Kitchen & Catering. Market rules.

Run Club at Thirsty Skull PBO
2028-08-24 17:00 - 18:30 | Thirsty Skull Brewing – Pittsboro, 684 West Street, Pittsboro, NC, 27312, United States
Join 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.

La Conversación
2028-08-24 18:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant, Fair Game Beverage Company, and bmc brewing for La Conversación every 2nd and 4th Thursday, 6pm-7pm. They are launching this free outreach initiative to bridge the language barrier and build communication between Spanish and non-Spanish-speaking people in the community. It’s a casual way to learn and practice speaking Spanish so that you can extend your language chops, be more confident in multicultural business settings, improve your ability to help patients as a healthcare worker, or even just expand your worldview.
La Conversación will be held from 6pm-7pm just after the Pittsboro Farmers’ Market. All the businesses, restaurants, and beverage spots are open until 8pm, so make an evening of it! Meeting locations alter every other month, starting at Fair Game in February, then bmc brewing in March, then back to Fair Game in April, and so on.
This F R E E event takes place indoors. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed pets are allowed but discouraged. This event is free, BUT there is a $10 suggested donation. See all events at The Plant.

Opinionation Trivia at House of Hops
2028-08-24 18:00 - 20:00 | House of Hops, 112 Russet Run, Pittsboro, NC, 27312, United States
Join 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 the Chatham County Craft Beverages & Country Inns Trail.
