Wake Up Wednesday at Carolina Brewery
2028-10-18 08:00 - 09:30 (America/New_York) | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Wake 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 the Carolina Brewery. Please consider bringing a tip for your server.
See more events at Carolina Brewery & Grill.

Brewers Behind the Bar at bmc
2028-10-18 11:00 - 18:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join bmc brewing for Brewers Behind the Bar, hosted every first and third Wednesday, 11am-6pm. Meet the makers, taste the stories, and ask award-winning craft brewers anything.
This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music at Galloway's
2028-10-18 17:00 - 19:00, 2028-10-19 17:00 - 19:00, 2028-10-20 17:00 - 19:00, 2028-10-21 17:00 - 19:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Visit 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.

Music Bingo at House of Hops
2028-10-18 18:00 - 20:00
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
2028-10-18 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.

Karaoke at Hops and Berry
2028-10-18 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.

AI for Everyday Thinking
2028-10-19 09:00 - 10:30 | 79° West, 120 Mosaic Blvd, Suite 120, Pittsboro, NC, 27312, United States
Join 79° West for AI for Everyday Thinking on Thu, Jan 15, 9am-10:30am, the first session of a short series exploring how AI can simplify your everyday tasks and enhance the way you live and work. January’s session will show you how to:

Turn messy thoughts into structured, actionable plans.
Use AI to clarify goals, break work into steps, and remove ambiguity.
Convert voice notes or scattered ideas into clean frameworks.
Create a 5-step plan for a personal idea in 3 minutes.

Typically, AI Labs are held on the third Thursday of each month, from 9am-10:30am. Schedules are subject to change – check the event organizer’s website for more details. This FREE indoor event is open to coworking members and the public. Part of MOSAIC at Chatham Park. See all events at MOSAIC.

Storytime with Johanna Banana
2028-10-19 10:30 - 11:30 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join 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, but all ages are welcome!
This free event takes place indoors at McIntyre’s Books. The space is ADA-compliant. Free parking is available on-site. No pets are allowed. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Pittsboro Farmers Market
2028-10-19 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
The Pittsboro Farmers Market is open year-round and features select items from within a 50-mile radius. They are open every Thursday, 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, In Good Heart Farm, and Vortex Roasters. Many chefs at restaurants in our area network with Pittsboro Farmers Market vendors, including Kingston 99 Kitchen and West End Kitchen & Catering. You can find a complete, up-to-date list of vendors here.
Special markets are hosted on occasion.
The Pittsboro Farmers Market takes place outdoors, rain or shine. Leashed, well-behaved pets are allowed. Entry is free. Bringing your own bags, cash, and a cooler for perishable items is advised. The market is held on a gravel lot beneath the solar panels, with free parking available nearby. See more events at The Plant. See more farmers markets in our area.

Run Club at Thirsty Skull PBO
2028-10-19 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.

Opinionation Trivia at House of Hops
2028-10-19 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.

Live Piano Music at The Sycamore
2028-10-19 18:00 - 21:00, 2028-10-20 18:00 - 21:00, 2028-10-21 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.

Bynum Community Game Night
2028-10-19 18:00 - 21:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Enjoy Bynum Community Game Night, hosted on the third Thursday of every month, 6pm-9pm at the Bynum General Store. This fun, family-friendly evening features board games, card games, and community connection. Bring your favorite games and snacks for a night of fun with Bynum neighbors. 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.

Live Music with Mondo Guitaro at Thirsty Skull
2028-10-19 19:00 - 21:00 | Thirsty Skull Brewing – Pittsboro, 684 West Street, Pittsboro, NC, 27312, United States
Join 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 no cover charge. Craft beer and glasses of wine from Thirsty Skull’s selection will be available for purchase. Ages 21 and older only.
See more events at Thirsty Skull Brewing – Pittsboro. Part of the Chatham County Craft Beverages and Country Inns Trail.

Blues Jam at The MOD
2028-10-19 19:00 - 22:00 | The Modern Life Deli & Drinks, 46 Sanford Road, Pittsboro, NC, 27312, United States
Join 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 your instruments, or just bring your ears to partake in this musical delight. The Mod is dedicated to providing space for live music, great food, craft beverages, community, and love. Arrive early for musician sign-up or to grab a table for the evening. Any schedule changes due to weather, holidays, or unforeseen circumstances will be posted on their Facebook and Instagram pages.
See more events at The MOD.

Line Dancing Classes at Chatham Mills
2028-10-20 11:00 - 12:00 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, United States
Build 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 $25 per class, and all skill levels are welcome; no partner is needed for class. Register now at chathamsocialclub.com – limited spots available! See more events at Chatham Mills.

Weekly Free Tastings at Vino!! Wine Shop
2028-10-20 17:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, 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
2028-10-20 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
2028-10-20 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.
Pittsboro’s beloved “Finally Fridays Arts Walk” kicks off the new year with a special January tradition—offering a vibrant night for art enthusiasts, locals, and visitors alike. This month’s event promises more than just creative inspiration: attendees are invited to embark on a unique walking tour through Downtown Pittsboro’s Social District while enjoying a variety of inventive mocktails at the town’s charming businesses, bars, and eateries.
Start your evening as the sun sets over Pittsboro’s historic downtown. As you stroll the Social District, you’ll find participating venues each featuring their own signature non-alcoholic mocktail creations. Explore local bars, restaurants, and businesses; each stop offers a new flavor experience that reflects the town’s creative culinary spirit. Participating businesses include:

Cactus Cowgirl.
Doherty’s Irish Restaurant & Pub.
Katty Korner Downtown Market.
New Horizons.
Reclamation.
Pittsboro Gallery of Arts.
Pittsboro Toys.
The Beagle.
The City Tap.
The Mod.
Vino!! Wine Shop.
West End Kitchen & Catering.

Additionally, Aromatic Roasters will have their coffee truck set up near the Welcome Center.
The Finally Fridays Arts Walk is a great way to experience Pittsboro’s warmth and creativity during the winter. Whether you’re a regular or a first-time visitor, this event offers a welcoming atmosphere, delightful non-alcoholic beverages, and a celebration of local artistry and community spirit. Bring your friends, family, or colleagues and toast to the new year—mocktail in hand!
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. Select Downtown Pittsboro shops will remain open until 8pm for this event. See more Downtown Pittsboro events.

Salsa Class at bmc
2028-10-20 18:00 - 21:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join bmc brewing for a Salsa Class on Fri, Jan 23, 6pm-9pm. Are you ready to dance? bmc brewing and Ta Contento are bringing you a night of dancing! Learn and show off your Salsa and Bachata moves! The Beginner Class runs from 6pm-7pm and is followed by Open Dancing from 7pm-9pm. The cost is $5 per person.
This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Karaoke at Thirsty Skull
2028-10-20 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.

Candleglow Sound Bath Meditation
2028-10-20 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 at Starrlight Mead 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, meditation, journey work, and integration.
This event costs $25 per person and is held indoors. RSVP is required. Please contact liodhruna@gmail.com for more information. Starrlight Mead is part of The Plant. The space is wheelchair accessible, with parking and entry available behind the production facility. Additional free parking is available on-site. Pets are not allowed. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Free Wine Tastings at The Belted Goat
2028-10-21 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 select Saturdays, 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
2028-10-21 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.

Songwriter Open Mic at bmc
2028-10-22 14:00 - 17:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
On the fourth Sunday of every month, 2pm-5pm, bmc brewing hosts a Songwriter Open Mic Night with Michael J. Brennan. Explore the unique acoustics in the halls of bmc brewing! No drums kits, no backing tracks – just songwriters sharing their best covers and originals.
This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.
