Euchre Mondays at bmc
2026-02-16 18:00 - 20:00 (America/New_York) | 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.
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.

St. Patrick's Day Celebration at Doherty's
2026-02-17 11:00 - 23:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, United States
Join Doherty’s Irish Pub & Restaurant for a St. Patrick’s Day Celebration on Sat, Mar 14, 12pm-11pm and Tue, Mar 17, 11am-11pm in downtown Pittsboro. Celebrate St. Patrick’s Day at your favorite neighborhood Irish pub with a two-day-long outdoor party, live Irish music, Irish food, Irish dancers, and live bagpipes that the whole family will love! The event lineup is as follows:
SAT, MAR 14, 2026

12pm: Live music with The Bucket Jam Band.
3pm: Irish Dance Performance with Triggle Academy of Irish Dance.
3:30pm: Live Music with Alibi.
6:45pm: Pipes & Drums.
7pm: Live Music with Nine Times Around.

TUE, MAR 17, 2026

5:30pm: Pipes & Drums.
6:30pm: Live Music with Tom Neuhauser.

These events take place outdoors. Doherty’s is wheelchair-accessible and offers accessible seating. Free public parking is available just across the street. Leashed pets on the patio only, please. See more events at Doherty’s Irish Pub & Restaurant.

Fearrington Farmers Market
2026-02-17 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, and friendly atmosphere that encourages healthy, happy living.
Fearrington Farmers Market has more than 3 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 Celebrity Dairy, In Good Heart Farm, and bmc brewing. See their full list of vendors.
Come early if you’d like to review what is being offered; sales begin at the scheduled time, signaled by 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. This event takes place outdoors, rain or shine. Entry is free. Leashed, well-behaved pets are welcome. See more events at Fearrington Village.

Mardi Gras Supper Club at The City Tap
2026-02-17 16:00 - 21:00 | City Tap, 89 Hillsboro Street, Suite B, Pittsboro, NC, 27312, United States
Join The City Tap for a special Mardi Gras Supper Club on Tue, Feb 17, 4pm-9pm. Celebrate Fat Tuesday with Gumbo and King Cake!
This event takes place at The City Tap. The patio is wheelchair-accessible from the back of the building. There is a lift to the second floor, and the service area is located on the secondary staircase that connects to the patio. See all events at City Tap.

Run Club at House of Hops
2026-02-17 18:00 - 20:00 | North Carolina
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.

Live Piano Music at The Sycamore
2026-02-17 18:00 - 21:00, 2026-02-19 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.

Pub Trivia at Doherty's
2026-02-17 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
2026-02-18 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.

Wake Up Wednesday at Carolina Brewery
2026-02-18 08:00 - 09:30 | 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
2026-02-18 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
2026-02-18 17:00 - 19:00, 2026-02-19 17:00 - 19:00, 2026-02-20 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
2026-02-18 18:00 - 20:00 | North Carolina
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.

Crokinole at Fair Game
2026-02-18 18:00 - 20:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Try 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 enthusiasts, newbies, fans, and anyone interested in playing this obscure Canadian table game are welcome to join.
Come early to sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
Free parking is available on-site. This free event takes place indoors in the Fair Game Wheelhouse. Leashed, well-behaved pets are allowed outside; pet policies indoors vary by individual business. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Jazz Nights at The Sycamore
2026-02-18 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
2026-02-18 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.

Run Club at Thirsty Skull PBO
2026-02-19 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.

Talks at The Plant: Preparing for the Storm
2026-02-19 18:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Talks at The Plant: Preparing for the Storm on Thu, Feb 19, 6pm-7pm. Join Trip Overholt and friends for a timely, grounded talk on resiliency preparation—how individuals and communities can stay steady, connected, and ready in the face of extreme weather events and periods of political unrest. Drawing on real-world experience and practical tools, this conversation explores preparedness beyond panic: building adaptable systems, strengthening local networks, and cultivating the mental and emotional resilience needed to navigate uncertainty with clarity and care.
Come early or stay late for a chance to sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
Free parking is available on-site. The free event takes place indoors in the Wheelhouse at Fair Game Beverage Company. Pets are not allowed. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Opinionation Trivia at House of Hops
2026-02-19 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.

Red Tail Ridge Wine Dinner
2026-02-19 18:30 - 21:00 | Fearrington House Restaurant, 230 Market Street, Pittsboro, 27312, United States
Reserve your spot for Fearrington’s Red Tail Ridge Wine Dinner on Thu, Feb 19, 6:30pm-9pm. Fearrington is delighted to welcome Nancy Irelan from Red Tail Ridge Winery in New York for a stellar wine dinner. Chef Paul Gagne’s 5-course dinner menu will be paired with these eight memorable wines.
This $160 wine dinner is non-refundable and totals $205 with tax and service. If you want overnight accommodations, please contact Fearrington House Inn at 919.542.2121. Please note: they cannot issue refunds for ticket purchases. If your plans have changed, please feel free to send a lucky friend in your place – just email them with their name or have them bring your confirmation email.
ABOUT RED TAIL RIDGE WINERY
Red Tail Ridge Winery is a boutique, terroir-driven winery located on the western shore of Seneca Lake in New York’s renowned Finger Lakes wine region. Founded in 2005 and owned by husband-and-wife team Nancy Irelan and Michael Schnelle, the estate crafts expressive, precision-focused wines that reflect the unique climate and geology of its vineyards. The winery is committed to sustainability and environmental stewardship, exemplified by its use of geothermal energy and responsible viticultural practices. Its production facility was the first winery building in New York State to achieve LEED Gold certification, underscoring this dedication.
ABOUT NANCY IRELAN
Nancy Irelan is the co-owner and winemaker of Red Tail Ridge Winery, one of the Finger Lakes’ most innovative and sustainability-driven wine producers. With over 35 years of experience in the wine industry, Nancy brings a rare combination of scientific expertise, global perspective, and creative viticultural vision to her work. She holds a Ph.D. in grape genetics from the University of California, Davis, where she studied under leading researchers in viticulture and enology. Early in her career, Nancy spent more than a decade at E&J Gallo Winery, ultimately serving as Vice President of Viticulture & Enology R&D, where she led research and innovation efforts that informed large-scale production practices and varietal performance.
Hosted by Fearrington House Restaurant. See more events at Fearrington Village. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music with Mondo Guitaro at Thirsty Skull
2026-02-19 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
2026-02-19 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.

Fearrington Folk Art Show
2026-02-20 - 2026-02-22 | Fearrington Village, 2000 Fearrington Village Center, Pittsboro, NC, 27312, United States
The Fearrington Folk Art Show has attracted art lovers and collectors from around the state for over twenty years. The show has earned a reputation for bringing together an eclectic group of self-taught artists whose work is among the most captivating in the folk art world. Whimsical works in many mediums—paintings, sculptures, pottery—exemplify the spirit of folk art, primitivism, and outsider art.
The next Fearrington Folk Art Show is Sat, Feb 21, and Sunday, Feb 22, 2026, from 10am-5pm in Fearrington Village. Admission is $5 (cash only) at the door.
Get a first look, purchase art, and enjoy light hors d’oeuvres at the Collector’s Preview on Friday, Feb 20, 2026, from 7pm-9pm. The preview is a reservation-only event. Tickets go on sale a few months beforehand.
For more information about the show and accessibility, contact fhouse@fearrington.com. They were featured in Garden & Gun’s “Small Towns with Big Art Scenes Across the South.” Enjoy this look back, thanks to Walter Magazine.

79°West: Dare to Be Different Workshop
2026-02-20 10:30 - 13:30 | 79° West, 120 Mosaic Blvd, Suite 120, Pittsboro, NC, 27312, United States
Join 79° West for a Dare to Be Different Workshop on Fri, Feb 20, 10:30am-1:30pm. Dare to Be Different is a guaranteed-to-be-memorable lunch and workshop featuring keynote Jean MacDonald, founder of Business Brewing. This practical, supportive workshop is designed for professionals who want to speak with more confidence and less overwhelm. Whether you are preparing for a presentation, a pitch, a panel, or a community talk, you will learn a clear and repeatable process for turning ideas into a message that feels authentic and compelling.
Using a simple workbook and Jean’s proven framework, participants will:

Clarify their core message and organize their thoughts.
Strengthen openings that capture attention and closings that land with impact.
Reduce last-minute stress with a practical preparation process.
Build confidence by developing a speech that truly sounds like them.

You will leave with speech notes in progress, renewed confidence, and a framework you can use again and again for future talks. This lunch-and-workshop is ideal for business owners, nonprofit leaders, professionals, and community members who want their voices to be clear, credible, and memorable.

This FREE indoor event is open to coworking members and the public. Part of MOSAIC at Chatham Park. See all events at MOSAIC.

Winter Art Sale at the Vineyard
2026-02-20 11:00 - 17:00 | FireClay Cellars, 1276 Bowers Store Rd, Siler City, NC, 27344, United States
Join FireClay Cellars for a Winter Art Sale at the Vineyard. Winter is a little more inspiring! Browse an eclectic exhibition of fine art from the collections of Kate Ladd, Lucy Harris, and Wilma Schroeder while sipping a glass of wine. They’ll be open throughout the winter for the following hours:

Fridays, 11am-5pm.
Saturdays, 11am-5pm.
Sundays, 12pm-5pm.

Free parking is available on site. The porch and first floor are ADA-compliant, with wheelchair-accessible parking. FireClay Cellars is part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at FireClay Cellars.

Weekly Free Tastings at Vino!! Wine Shop
2026-02-20 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
2026-02-20 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
2026-02-20 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, Pittsboro’s Social District, and surrounding areas). 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 month, experience the heart of Pittsboro. More than a social district, Downtown Pittsboro is a thriving community hub, filled with one-of-a-kind businesses, welcoming pubs, and diverse eateries. As you participate in the Arts Walk, take the opportunity to discover the unique shops and galleries that make Pittsboro truly special. Enjoy the local artistry, chat with business owners, and soak in Pittsboro’s small-town charm.
WHAT TO EXPECT

Sip and Stroll: Grab your Arts Walk glass and enjoy select beverages from participating establishments as you move through the district.
Explore Local Businesses: Visit boutiques, galleries, and shops showcasing local craftsmanship and creativity.
Dine and Unwind: Sample Pittsboro’s culinary delights at the town’s array of pubs and eateries, each offering a unique flavor of the community.
Engage with Local Artists: Meet artists and makers displaying their work throughout the evening.

Whether you’re a longtime resident or a first-time visitor, this is your chance to experience the energy, creativity, and hospitality that define our town. Come for the social district experience, stay for the unforgettable memories and the discovery of all that Pittsboro has to offer.
This FREE, family-friendly event takes place indoors and outdoors along the streets and sidewalks of downtown Pittsboro. There are no fees to participate. The Downtown Social District is outside. Accessibility inside is business-dependent. Parking is free and available within walking distance to the event. Leashed pets are allowed outside; pet policies vary by business, so please check before planning your trip. Select Downtown Pittsboro shops will remain open until 8pm for this event. See more Downtown Pittsboro events.
ABOUT PITTSBORO FINALLY FRIDAYS ARTS WALK
The Town of Pittsboro is actively working to establish its downtown as an arts destination by creating a designated Arts District. Pittsboro Finally Fridays Arts Walk is one of the recurring events that support this initiative. Friends of Pittsboro Finally Fridays Arts Walk is a not-for-profit organization in a public-private partnership with the Town of Pittsboro for these Arts Walk events.
