Music Bingo at Hops and Berry
2026-10-13 19:00 - 21:00, 2026-10-20 19:00 - 21:00, 2026-10-27 19:00 - 21:00, 2026-11-03 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
2026-10-13 19:00 - 21:00, 2026-10-20 19:00 - 21:00, 2026-10-27 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.

Poetry at The Plant
2026-10-14 18:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Come out for Poetry at The Plant on the second Wednesday of every month, 6pm-7pm. Enjoy an hour of original poetry from regional poets in the Fair Game Beverage Company Wheelhouse Tasting Room (and enjoy a drink and meal while you’re at it)!
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.

Music Bingo at House of Hops
2026-10-14 18:00 - 20:00, 2026-10-21 18:00 - 20:00, 2026-10-28 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.

Open Mic Nights at NC Arts Incubator
2026-10-14 18:00 - 20:00 | NC Arts Incubator, 223 N Chatham Ave, Siler City, NC, 27344, United States
Join the NC Arts Incubator for Open Mic Nights hosted every second Wednesday, 6pm-8pm. Music, poetry, and spoken-word works are encouraged. Sign-up opens at 5:30pm. Next door, The Chatham Rabbit will be open and selling coffee.
See more events hosted by the NC Arts Incubator.

Karaoke at Hops and Berry
2026-10-14 19:00 - 22:00, 2026-10-21 19:00 - 22:00, 2026-10-28 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.

Opinionation Trivia at House of Hops
2026-10-15 18:00 - 20:00, 2026-10-22 18:00 - 20:00, 2026-10-29 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.

Pittsboro's Finally Fridays Art Walks
2026-10-16 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 and Pittsboro’s Social District). 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 event is free to the public and participating artists. Events for 2025 will be held on the following dates:

Fri, Aug 15, 5pm-8pm.
Fri, Sep 19, 5pm-8pm.
Fri, Oct 17, 5pm-8pm.
Fri, Nov 21, 5pm-8pm.
Fri, Dec 19, 5pm-8pm.

Downtown Pittsboro celebrates the ”Spirit of the Holly Days” during its December Finally Fridays Arts Walk. Holly’s sharp leaves stand for strength, and its red berries signify warmth. Streets are decorated with holly and festive garlands, welcoming everyone to enjoy local art and seasonal togetherness. The holly days spirit in Downtown Pittsboro is more than just festive décor—it’s a celebration of generosity, gratitude, and togetherness that fills the area with light, laughter, and connection during its Finally Fridays Arts Walk.
This FREE, family-friendly event takes place outdoors along the streets and sidewalks of downtown Pittsboro. There are no fees to participate. Downtown Pittsboro and its businesses have typical ADA accommodations. Parking is free and available within walking distance to the event. Leashed pets are encouraged, and costumes are encouraged for people and pets! Select Downtown Pittsboro shops will remain open until 8pm for this event. See more Downtown Pittsboro events.

Karaoke at Thirsty Skull
2026-10-16 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.

Chatham Axes Couples Night
2026-10-16 19:00 - 22:00 | Chatham Axes, Lorax Lane, Pittsboro, North Carolina, 27312, United States
Throw axes with your date and socialize with other couples during Chatham Axes Couples Night, hosted every third Friday, 7pm-10pm. The outdoor lanes are kept comfortable year-round, with a fire pit that’s lit on cold nights, a fan for the summer, and tents for rainy days. There are multiple food and beverage options on-site at The Plant. Please respect their no-food-or-drink policy inside the venue at all times to ensure a clean environment for everyone to enjoy.
If you haven’t thrown with Chatham Axes in the past year, sign the online waiver. Each session is one hour. There are “No Age Restrictions”; throwers 18 years or younger must be accompanied by an adult/guardian at all times during their reserved session. More events at The Plant.

Euchre Mondays at bmc
2026-10-19 18:00 - 20:00, 2026-10-26 18:00 - 20:00, 2026-11-02 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.

Opinionation Trivia at Hops and Berry
2026-10-19 19:00 - 21:00, 2026-10-26 19:00 - 21:00, 2026-11-02 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come to Hops and Berry-Pittsboro for Opinionation Trivia every Monday, 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.

Bynum Byte Night
2026-10-22 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.

Songwriter Open Mic at bmc
2026-10-25 14:00 - 17:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
On the fourth Sunday of every month, 2pm-5pm, bmc brewing hosts a Songwriter Open Mic Night with Michael J. Brennan. Explore the unique acoustics in the halls of bmc brewing! No drums kits, no backing tracks – just songwriters sharing their best covers and originals.
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.

Improv Theatre at The Plant
2026-10-28 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. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.
