Run Club at Thirsty Skull PBO
2025-01-09 17:00 - 18:30, 2025-01-16 17:00 - 18:30, 2025-01-23 17:00 - 18:30 (America/New_York) | 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
2025-01-09 18:00 - 20:00, 2025-01-16 18:00 - 20:00, 2025-01-23 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.

Weekly Free Tastings at Vino!! Wine Shop
2025-01-10 17:00 - 19:00, 2025-01-17 17:00 - 19:00, 2025-01-24 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.

Live Music at Havoc
2025-01-11 18:00 - 21:00 | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Visit Havoc Brewing Company for award-winning beer and occasional live music.
SCHEDULE

Tue, Dec 31, 8:30pm-Wed, Jan 1, 12:30am Xtra on the Side.
Fri, Jan 3, 6pm-9pm The Solutions.
Sat, Jan 4, 6pm-9pm Downpour Live.
Sun, Jan 5, 3pm-6pm Richard Boston.
Sat, Jan 11, 6pm-9pm Resolution Revolution Party.

More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Euchre Mondays at bmc
2025-01-13 18:00 - 20:00, 2025-01-20 18:00 - 20:00, 2025-01-27 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
2025-01-14 15:00 - 17:00, 2025-01-21 15:00 - 17:00, 2025-01-28 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.

Run Club at House of Hops
2025-01-14 18:00 - 20:00, 2025-01-21 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
2025-01-14 19:00 - 21:00, 2025-01-21 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.

Music Bingo at House of Hops
2025-01-15 18:00 - 20:00, 2025-01-22 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
2025-01-15 18:00 - 21:00, 2025-01-22 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
2025-01-15 19:00 - 22:00, 2025-01-22 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.

Winter Series Wine Class
2025-01-16 18:00 - 19:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Fearrington House Restaurant Wine Director Troy Revell has challenged himself with presenting as many different styles as possible using a single grape during this Winter Series Wine Class at Fearrington Village. This series is hosted in three parts on the following dates:

Thu, Jan 16, 6pm-7pm Cabernet Sauvignon.
Thu, Feb 6, 6pm-7pm Pinot Noir.
Thu, Mar 20, 6pm-7pm Riesling.

A few small bites from Chef Gagne are included, and wines tasted will be available for purchase at the end of the event. The class will take place on the Terrace behind the Fearrington House Restaurant. This $75 all-inclusive wine class is non-refundable. If your plans have changed, please feel free to send a lucky friend in your place – send Fearrington an email with your friend’s name or have them bring your confirmation email.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Karaoke at Thirsty Skull
2025-01-17 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.

Tree Museum Grand Opening and Whiskey Release
2025-01-25 16:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
The Plant is throwing a Tree Museum Grand Opening and Whiskey Release Party for Fair Game Beverage Company on Sat, Jan 25, 4pm-9pm. Join them for a winter market, live music and dancing, warm drinks, delicious dinner options from several food vendors, and a ribbon-cutting to unveil the Tree Museum, the Plant’s latest campus project.
This event is F R E E, family-friendly, and open to the public. Parking is also free. The event is outdoors at the ADA-accessible Plant. Leashed pets are allowed. The vendor fee is $50 – contact Lisa Pigeon at lisa@fairgamebeverage.com or 919.548.6884 for more information. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Fueling Growth: SBA and Commercial Lending Solutions
2025-01-28 12:00 - 13:30 | 79° West, 120 Mosaic Blvd, Suite 120, Pittsboro, NC, 27312, United States
While attending Fueling Growth: SBA and Commercial Lending Solutions on Tue, Jan 28, 12pm-1:30pm, Chatham SBC and Fidelity Bank of Pittsboro will offer insights on various financing options designed to support new and expanding businesses. This Lunch and Learn will cover the advantages and processes of SBA loans, commercial lending solutions, and how to choose the right financing option based on business goals. Attendees will also gain insights into how to secure funding, manage risk, and leverage loans to fuel business growth. Experts, including speaker Michael Goddard, will provide practical guidance on navigating the lending landscape and accessing the capital needed to start or scale their ventures.
This event takes place in the Homestead Event Room at 79° West. This indoor event is open to coworking members and the public. Part of MOSAIC at Chatham Park. See all events at MOSAIC.
