Winter Art Sale at the Vineyard
2026-02-15 12:00 - 17:00, 2026-02-20 11:00 - 17:00, 2026-02-21 11:00 - 17:00, 2026-02-22 12:00 - 17:00 (America/New_York) | 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.

Mead and Chocolate
2026-02-15 13:00 - 17:00 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
Bring your honey, friends, or Gal-entines for Mead and Chocolate to enjoy some chocolate paired with your tasting! $12 per person for 8 samples and two chocolates – no reservation needed! This event occurs on the following dates:

Fri, Feb 13, 12pm-6pm.
Sat, Feb 14, 12pm-6pm.
Sun, Feb 15, 1pm-5pm.

This event takes place indoors. Free parking is available on-site. Starrlight Mead is wheelchair accessible. No pets allowed. Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music with Mondo Guitaro at Vino
2026-02-15 14:00 - 16:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop and rebound after Valentine’s Day with Live Music with Mondo Guitaro on Sun, Feb 15, 2pm-4pm. “Lonesome Tones for High Plains Drifters,” Mondo Guitaro performs spaghetti western, surf, and 1960s style instrumentals arranged for two guitars. Drink specials all day, including $7 mimosas.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

President's Day Brunch at Carolina Brewery and Grill
2026-02-16 10:00 - 14:30 | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Visit Carolina Brewery and Grill for a President’s Day Brunch on Mon, Feb 16, 10am-2:30pm. Enjoy all your made-from-scratch brunch favorites and unbeatable drink specials, including $2 Mimosas, $5 Bloody Marys, and $10 Mimosa Mason Jars. Offerings include chicken and waffles, breakfast burritos and tacos, biscuits and gravy, and a classic low-country breakfast. For reservations, visit their website or call the restaurant directly.
Carolina Brewery & Grill is wheelchair accessible on the first floor. Free parking is available in front of the restaurant. Pets are welcome on the heated patio, which features fire pits, too. Part of the Chatham County Craft Beverages and Country Inns Trail. See all events at Carolina Brewery & Grill.

Euchre Mondays at bmc
2026-02-16 18:00 - 20:00, 2026-02-23 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. This weekly gathering is built around the classic trick-taking card game. No experience is needed — a fantastic regular euchre group is happy to bring newcomers up to speed, so you can show up solo or with friends and jump right in. Monday doubles as $5 pint night at bmc brewing, so you can pair your hand of cards with one of the 18 beers bmc brews on site, alongside hard cider, hard seltzer, wine, and non-alcoholic options.
The event is free and takes place indoors. The space is wheelchair accessible, and on-site parking is free. Pets are not permitted indoors at bmc brewing. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Fearrington Farmers Market
2026-02-17 15:00 - 17:00 | Fearrington Farmers Market, E Camden, 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.

Music Bingo at Hops and Berry
2026-02-17 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. Instead of numbers, players listen for tracks and mark their cards as they recognize each tune, racing to fill a line before anyone else. It’s a low-key, high-energy way to spend a weeknight, and the format welcomes everyone from casual listeners to die-hard music buffs.
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 more events at Hops & Berry. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

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.
This event takes place indoors. The bottom floor of the brewery is wheelchair-accessible, including entrances, parking, and restrooms. See more events at Carolina Brewery & Grill.

Live Music at Galloway's
2026-02-18 17:00 - 19:00, 2026-02-19 17:00 - 19:00, 2026-02-21 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.

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 is a classic Canadian tabletop game — think shuffleboard meets curling, shrunk onto a round wooden board. It’s easy to learn in a single round and genuinely fun whether you’re a first-timer or a seasoned shooter, and newcomers are always welcome.
Here’s how it works: Two players (or four, in teams) sit across from each other and take turns flicking small wooden discs from the outer edge toward the center of the board. The bullseye is a recessed hole in the middle worth 20 points; concentric scoring rings count for less the farther out you land. Guarding the center is a ring of eight small pegs that your disc has to navigate around.
If your opponent has any discs on the board, your shot has to hit one of them. Miss, and your disc is removed. If the board is clear, you have to land inside the innermost peg ring, or your disc comes off. So every turn is a choice between attacking your opponent’s pieces and quietly racking up points of your own. Discs are scored once all of them have been played, and the higher total wins the round.
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. See all events at Fair Game Beverage Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

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. The taproom’s weekly Karaoke night turns its live-entertainment stage over to the crowd, where regulars and first-timers alike line up to belt out their favorites—whether that’s a power ballad, a crowd-singalong anthem, or a deep cut only you remember. With a supportive, come-as-you-are vibe, it’s as fun to cheer from a table as it is to step up and perform.
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 more events at Hops & Berry. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Storytime with Johanna Banana
2026-02-19 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.

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.

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.

Fearrington Folk Art Show
2026-02-20 - 2026-02-22 | Fearrington Farmers Market, E Camden, 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.

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.

Karaoke at Thirsty Skull
2026-02-20 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
2026-02-20 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 Starrlight Mead. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Open Barn at Celebrity Dairy
2026-02-21 12:00 - 17:00 | Celebrity Dairy, 146 Celebrity Dairy Way, Siler City, NC, 27344, United States
You do not want to miss The Inn at Celebrity Dairy’s annual Open Barn hosted every Saturday, Feb 14-Apr 18, 12pm-5pm. Explore the barn, scratch a mama goat behind the ears, and cuddle with some adorable baby goats. This is a great opportunity to learn more about small farm life, with plenty of fun for the whole family. The price is $10 per person at the gate, with kids ages 2 and under receiving free admission. The Inn offers homemade lunch and other goodies for sale (including vegetarian options) for an additional cost.
Open Barns are rain or shine, so if it’s cold, make sure to bundle up, and if it’s wet, wear your boots! Most of the event takes place under cover (and the baby goats will help keep you warm)! Free parking is available on-site. No pets are allowed.
Book a stay at the inn to get in on all the baby goat fun, including daily baby bottle feedings! 2-hour private barn tours are also available throughout the season (February-April 2026). Celebrity Dairy will guide you through how to feed the goats and answer all your goat-related questions. Bookings are $225 for groups of up to 15 and $15 per additional guest. Your private tour includes a free cup of goat gelato, with cheese samplers available for an additional cost.
Please note that no open barn will take place on Sat, Mar 28 – come see Celebrity Dairy and celebrate Chatham County agriculture at Spring Ag Fest 2026.
Part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at The Inn at Celebrity Dairy. Book your stay.

Free Wine Tastings at The Belted Goat
2026-02-21 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.

Smart Cookie Trivia at bmc
2026-02-21 19:00 - 21:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join bmc brewing for Smart Cookie Trivia on Sat, Feb 21, 7pm-9pm. Play a free and unique trivia game with bmc’s own smart cookie, Erin! There are prizes for winners!
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.

Pigs, Pearls, and Pints
2026-02-22 14:00 - 16:00 | Thirsty Skull Brewing – Pittsboro, 684 West Street, Pittsboro, NC, 27312, United States
Join Lilly Den Farms and JDub’s PoBoys at Thirsty Skull Brewing – Pittsboro for Pigs, Pearls, and Pints on Sun, Feb 22, 2pm-4pm. Enjoy an old-school oyster roast paired with a farm-raised feast while listening to live music from The Radio. Tickets are $100 cash and $110 by credit card.
MENU

Locally-raised pulled pork.
Chicken quarters.
Brussels sprouts and salt potatoes.
Banana caramel bread pudding.
Oysters three ways: raw bar, steamed, and fire-roasted.
Beer and wine are available for purchase from Thirsty Skull PBO.

Come hungry, bring your people, and do Sunday the right way: good times guaranteed. Purchase your tickets here. See more events at Thirsty Skull Brewing – Pittsboro. Part of the Chatham County Craft Beverages and Country Inns Trail.
