Pittsboro-Siler City Convention & Visitors Bureau

Music Bingo at Hops and Berry
2027-02-16 19:00 - 21:00, 2027-02-23 19:00 - 21:00, 2027-03-02 19:00 - 21:00 (America/New_York) | 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.

Live Music at Galloway's
2027-02-17 17:00 - 19:00, 2027-02-18 17:00 - 19:00, 2027-02-20 17:00 - 19:00, 2027-02-24 17:00 - 19:00, 2027-02-25 17:00 - 19:00, 2027-02-27 17:00 - 19:00, 2027-03-03 17:00 - 19:00, 2027-03-04 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
2027-02-17 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.

Jazz Nights at The Sycamore
2027-02-17 18:00 - 21:00, 2027-02-24 18:00 - 21:00, 2027-03-03 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
2027-02-17 19:00 - 22:00, 2027-02-24 19:00 - 22:00, 2027-03-03 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.

Live Piano Music at The Sycamore
2027-02-18 18:00 - 21:00, 2027-02-19 18:00 - 21:00, 2027-02-20 18:00 - 21:00, 2027-02-23 18:00 - 21:00, 2027-02-25 18:00 - 21:00, 2027-02-26 18:00 - 21:00, 2027-02-27 18:00 - 21:00, 2027-03-02 18:00 - 21:00 and 1 more date | 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.

3rd Friday Artist Receptions
2027-02-19 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.

Improv Theatre at The Plant
2027-02-24 18:00 - 19:30 | Fair Game Beverage Company, 192 Lorax Lane, 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. Local dining available at Kingston 99 Kitchen and Ta Contento. 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. See all events at Fair Game Beverage Company. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.

Open Mic Night at Fair Game Beverage Company
2027-03-03 18:30 - 21:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Call all performing artists! Fair Game Beverage Company, located at The Plant in Pittsboro, hosts its Open Mic Night on the first Wednesday of every month, 6pm-9pm. Bring your talent – originals, covers, comedy, stories, or poetry! Or just come spectate and listen to local artists. Hosted by Danny Whipple.
Local NC beers, wines, ciders, and craft cocktails will be available at the bar. Local dining available at Kingston 99 Kitchen and Ta Contento. 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. See all events at Fair Game Beverage Company. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.
