Pittsboro-Siler City Convention & Visitors Bureau

Music Bingo at Hops and Berry
2026-02-03 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. 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.

Pub Trivia at Doherty's
2026-02-03 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.

Live Music at Galloway's
2026-02-04 17:00 - 19:00, 2026-02-05 17:00 - 19:00, 2026-02-06 17:00 - 19:00, 2026-02-07 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
2026-02-04 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.

Jazz Nights at The Sycamore
2026-02-04 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.

Open Mic Night at Fair Game Beverage Company
2026-02-04 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. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.

Karaoke at Hops and Berry
2026-02-04 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
2026-02-05 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
2026-02-05 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.

Bynum Byte Night
2026-02-05 18:00 - 20:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Bynum’s Byte Night happens every other Thursday, 6pm-8pm. It’s a weekly tech hangout for anyone curious about computers, electronics, or AI – whether you’re fixing a glitchy device, exploring creative and design tools, or just want to talk digital life with neighbors. They’ve even got a virtual reality (VR) headset on hand if you want to step into another world for a bit. No pressure, no jargon—just a space to learn, share, and connect. Bring your questions, your projects, or just come see what others are up to. All skill levels welcome!
Contact Helbragga (John G.) at 919.593.3559 with any questions.
See more Bynum Front Porch events.

Paint and Sip at Hops and Berry
2026-02-05 18:00 - 20:30 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come out to Hops and Berry-Pittsboro for a Paint and Sip on Thu, Feb 5, 6pm-8:30pm. Paint a stunning winter wonderland! Your ticket includes all painting supplies, step-by-step guided instructions, and one drink. Tickets are $45 per person if paid via Venmo (Spangler-Lyanne) or $47 per person if paid by credit card. If you’re paying for 2 or more tickets, please include the names and note any seating preferences.
This event takes place indoors. Free parking is available onsite. This space is wheelchair accessible. Schedules are subject to change – please confirm using the event organizer’s website for planning your visit. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Piano Music at The Sycamore
2026-02-05 18:00 - 21:00, 2026-02-06 18:00 - 21:00, 2026-02-07 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.

Blues Jam at The MOD
2026-02-05 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.

Live Music: Dub Fire Reggae Band
2026-02-06 17:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Dub Fire Reggae Band. Dub Fire Reggae Band ignites stages with a fusion of traditional roots and contemporary rhythms, crafting a sound that’s both timeless and fresh. With infectious beats and soulful melodies, they bring the spirit of reggae to life, captivating audiences worldwide. Performances take place on the following dates:

Fri, Feb 6, 5pm-8pm.
Sat, Aug 22, 3pm-6pm.

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.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they are in a position of having to cancel, they will try to do so well in advance. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may 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.

One Love: Celebrating Bob Marley's Birthday
2026-02-06 17:00 - 20:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Join Fair Game Beverage Company and Kingston 99 Kitchen for One Love: Celebrating Bob Marley’s Birthday on Fri, Feb 6, 5pm-8pm. Dub Fire Reggae Band is bringing the Reggae Rhythms from 5pm-8pm. Sip thematic cocktails, enjoy Jamaican food, and soak up positive vibes during a night celebrating his message of freedom, love, and equality.
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.
This event is free. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may 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.

Mixed Media Collage Card Pop-Up at The Plant
2026-02-06 18:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for a Mixed Media Collage Card Pop-Up on Fri, Feb 6, 6pm-8pm. Create small, mixed-media artworks and/or cards for Valentine’s or various other occasions. Stop by any time to make a set of 4 cards, mini-artworks for $10.
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. Leashed, well-behaved pets are allowed outside; pet policies may 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.

CrimeScene Killer Cocktail 2026
2026-02-06 18:00 - 21:00 | Fearrington Barn, 500 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for the biennial return of the CrimeScene Killer Cocktail and Mystery Bookfest during the weekend of Fri, Feb 6-Sat, Feb 7, 2026. The Killer Cocktail will take place on Friday evening, 6pm-9pm. McIntyre’s Mystery Guru Pete Mock is the emcee and creator of the weekend. Pete reads something on the order of 200+ mysteries a year, and he’s the sole judge and juror of the annual Beltie Mystery Prize, his annual round-up of the best murder mysteries. Not only does he read ‘em all, but he also shares his enthusiasm for the genre with everyone.
First held in early 2020, the inaugural CrimeScene Bookfest was a weekend filled with some of Fearrington’s favorite mystery authors, who read, held panel discussions, and rubbed elbows at a cocktail party. This year’s killer cocktail party will be to die for! Stay tuned for a list of this year’s guest authors and more details.
This event is $50 per person and takes place in the Fearrington Barn. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Salsa Class at bmc
2026-02-06 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.

Live Music: Eric Tubbs at Hops and Berry
2026-02-06 19:30 - 22:30 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come out to Hops and Berry-Pittsboro for Live Music with Eric Tubbs on Fri, Feb 6, 7:30pm-10:30pm. Eric grew up in coastal communities, which influenced his singing and playing, and through the melodies, he intends for the audience to visualize themselves in a beach chair with a delicious, juicy beverage, watching the rum runner sun sink behind blue-green waves lapping at Ocean View beach. A 16-year Soldier himself, Eric has opened up for Fastball, Edwin McCain, and Dierks Bentley while traveling from South Carolina, Georgia, Virginia, North Carolina, Kansas, and overseas to Korea, Germany, Albania, and Australia for the Army.
This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. This space is wheelchair accessible. Schedules are subject to change – please confirm using the event organizer’s website for planning your visit. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Upcycled Art Pop-Ups at The Plant
2026-02-07 14:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Upcycled Art Pop-Ups, hosted on select dates in January and February. Print from a large selection of handmade stamps on thrifted/old/vintage clothing. Bring in things you loved and make them feel new again. A selection of t-shirts, totes, kitchen towels, and more will also be available for purchase. The cost is $10 per person and includes unlimited black ink.
Pop-ups will take place on the following dates:

Sat, Jan 24, 2pm-6pm.
Sat, Feb 7, 2pm-6pm.

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. Leashed, well-behaved pets are allowed outside; pet policies may 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.

Live Music at The Plant: Jordan Napoli-Cranford
2026-02-07 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Jordan Napoli-Cranford from the duo Rose & Carole. Jordan Napoli-Cranford is a local musician who grew up just down the road in Robbins. She has been performing in various musical groups since 2016. As for her sound, she loves to cover a range of genres and does everything from Adele to Led Zeppelin. She also performs in a musical duo with her wife, Amanda, called Rose & Carole. Performances take place on the following dates:

Sat, Jan 17, 3pm-6pm.
Sat, Feb 7, 3pm-6pm.

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.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they have to cancel, they will do so as far in advance as possible. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may 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.

Mill Town Yarns Storytelling and Live Performances
2026-02-07 19:00 - 20:30 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Join Bynum Front Porch for monthly Mill Town Yarns Storytelling and Live Performances,hosted on selected Saturdays, September 2025-August 2026. Experience the magic of storytelling and live performance in this charming former mill village. Each month, top storytellers, singer/songwriters, and other performers share their craft within the historic walls of the Bynum General Store. Enjoy intimate one-of-a-kind experiences in a unique venue!
The Bynum Front Porch “Mill Town Yarns” series is recognized by the NC Storytellers Guild as one of the state’s premier storytelling hubs. The 2025-2026 season will feature a mix of professional and local performers. Most shows are free, with a hat passed for donations. For high-demand shows, advanced tickets will be available to reserve seats in advance. Performances are hosted on the following dates:

Sat, Sep 13, 2025, 7pm-8:30pm “Sing Me a Story”
Sat, Oct 11, 2025, 7pm-8:30pm Lipbone Redding (Ticketed – $13 per person).
Sat, Nov 15, 2025, 7pm-8:30pm Regional North Carolina Storytellers Showcase
Sat, Jan 17, 2026, 7pm-8:30pm Chatham County Stories and Songs
Sat, Feb 7, 2026, 7pm-8:30pm Michael Reno Harrell and Josh Goforth (Ticketed – $20 per person).
Sat, Mar 14, 2026, 7pm-8:30pm Bil Lepp (Ticketed – $10 per person).
Sat, Apr 11, 2026, 7pm-8:30pm Regional Story Slam with Mysti Mayhem

Directions. See more Bynum Front Porch events.

Live Music with Megan Doss Band at The MOD
2026-02-07 19:00 - 22:00 | The Modern Life Deli & Drinks, 46 Sanford Road, Pittsboro, NC, 27312, United States
Join The MOD for Live Music with Megan Doss Band on Sat, Feb 7, 7pm-10pm. If you missed her last show at The Mod, well… you missed out. This soulful songbird fills our space with her amazing voice and talent like no one else! Just WOW!
This event takes place indoors at The MOD. Free parking is available on the street and across the road from the Government Annex Building, as well as in the Justice Center Parking lot. This space is wheelchair accessible. 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.

Euchre Mondays at bmc
2026-02-09 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. 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.

Run Club at House of Hops
2026-02-10 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.
