Poetry at The Plant
2026-10-14 18:00 - 19:00 (America/New_York) | 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. See more events at Fair Game Beverage Company. 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 | 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.

Jazz Nights at The Sycamore
2026-10-14 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
2026-10-14 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.

Run Club at Thirsty Skull PBO
2026-10-15 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.

Live Music at Galloway's
2026-10-15 17:00 - 19:00, 2026-10-17 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.

Opinionation Trivia at House of Hops
2026-10-15 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.

Beer and Banjos at Old Mill Farm
2026-10-15 18:00 - 20:00 | Old Mill Farm, 8913 NC-751, Durham, 27713, United States
Join Old Mill Farm for Beer and Banjos, hosted every Thursday, April-November, 6pm-8pm. This free weekly bluegrass night offers a low-key Thursday evening on the lawn with live music from local and regional acts, a rotating food truck for dinner, and the farm’s full bar pouring local craft beer, cider, wine, and mead. Pet a goat, claim a picnic table, let the kids loose on the playground, and settle in as the string lights come on. The event features a rotating selection of musicians and food trucks – check their website for performers and food trucks.
Free parking is available onsite. Food trucks and beverages are available for purchase. No outside alcohol is allowed. No pets allowed, except for ESA and Service Animals. See more events at Old Mill Farm.

Live Piano Music at The Sycamore
2026-10-15 18:00 - 21:00, 2026-10-16 18:00 - 21:00, 2026-10-17 18:00 - 21:00, 2026-10-20 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.

Live Music with Mondo Guitaro at Thirsty Skull
2026-10-15 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.

Blues Jam at The MOD
2026-10-15 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.

Free Public Domain Movie Night at bmc
2026-10-15 19:00 - 22:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join bmc brewing for a Free Public Domain Movie Night hosted every Thursday, 7pm-10pm. Films enter the public domain in the United States when their copyright protection expires, which typically happens 95 years after publication for older works, or if owners fail to follow registration and renewal requirements. As of 2026, all films released before 1930 are in the public domain. Stay tuned for some classics!
This indoor event is free. 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. See all events at bmc brewing. Part of the Chatham County Craft Beverages & Country Inns Trail.

Fridays at The Farm
2026-10-16 16:00 - 21:00 | Old Mill Farm, 8913 NC-751, Durham, 27713, United States
Join Old Mill Farm for Fridays at The Farm, hosted every Friday night, March-November, 4pm-9pm. Enjoy family-friendly live music and activities on their quaint Century Farm. Grab a Season Pass while they are still available to gain access to all 2026 shows! Gates open at 4pm, and live music starts at 9pm. The event features a rotating selection of musicians and food trucks – check their website for performers and food trucks.
Please note that if tickets are not available for a given date, they are SOLD OUT. Drive-ins will not be accommodated on those days. Please plan accordingly. Single-day admission is $22.50 per car if pre-booked online or $30 at the gate. Admission includes parking for one vehicle, admission for all guests in your vehicle, access to petting areas, lawn games, and play areas, and live music. Food trucks and beverages are available for purchase. Free parking is available onsite. No outside alcohol is allowed. No pets allowed, except for ESA and Service Animals. See more events at Old Mill Farm.

Music at Roost Beer Garden
2026-10-16 17:00 - 19:00 | Roost Beer Garden, 270 Market Street, Pittsboro, 27312, United States
Visit Roost Beer Garden at Fearrington Village, a seasonal beer garden, for live music on the porch, local beer on tap, wine by the glass, and artisan wood-fired pizza (4pm-7pm). Pull up a chair around the water fountain or under large oaks, and enjoy good weather and good company.
Music is typically hosted April-October on Fridays, 5pm-7pm. Please double-check their website for featured musicians and to confirm whether events are moved indoors or postponed during weather conditions that affect outdoor music and activities.
MENU – WOOD-FIRED PIZZAS
Red

Mozzarella…Fresh Mozzarella, Micro Basil
Pepperoni…Mozzarella, Sauce
Prosciutto…Prosciutto, Green Olives
Carne…Housemade Sausage, Soppressata, Pepper Jam, Asiago, Croutons

White

Mushroom Carbonara…Wild Mushrooms, Pancetta, Caramelized Onions, Confit Garlic, Egg Yolk, Truffle Oil
Six Cheese Pizza…Mozzarella, Fontina, Rosemary Ricotta, Parmesan, Provolone, Pecorino

3rd Friday Artist Receptions
2026-10-16 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.

Pittsboro's Finally Fridays Art Walks
2026-10-16 17:00 - 20:00 | Downtown Pittsboro, Hillsboro Street, Pittsboro, NC, 27312, United States
Pittsboro’s Finally Fridays Art Walks are held every Third Friday, 5pm-8pm, in downtown Pittsboro (Hillsboro Street, Pittsboro’s Social District, and surrounding areas). 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 May, experience a community rooted in history: every street and storefront has a story to tell. Historic buildings in Pittsboro tell tales of resilience and creativity, while local artisans have played a pivotal role in Chatham County’s development. Celebrate art in all its forms. From murals to music, creativity thrives here. Pittsboro is a place where history and progress go hand in hand!
More than a social district, Downtown Pittsboro is a thriving community hub, filled with one-of-a-kind businesses, welcoming pubs, and diverse eateries. As you participate in the Arts Walk, take the opportunity to discover the unique shops and galleries that make Pittsboro truly special. Enjoy the local artistry, chat with business owners, and soak in Pittsboro’s small-town charm.
WHAT TO EXPECT

Sip and Stroll: Grab your Arts Walk glass and enjoy select beverages from participating establishments as you move through the district.
Explore Local Businesses: Visit boutiques, galleries, and shops showcasing local craftsmanship and creativity.
Dine and Unwind: Sample Pittsboro’s culinary delights at the town’s array of pubs and eateries, each offering a unique flavor of the community.
Engage with Local Artists: Meet artists and makers displaying their work throughout the evening.

Whether you’re a longtime resident or a first-time visitor, this is your chance to experience the energy, creativity, and hospitality that define our town. Come for the social district experience, stay for the unforgettable memories and the discovery of all that Pittsboro has to offer.
This FREE, family-friendly event takes place indoors and outdoors along the streets and sidewalks of downtown Pittsboro. There are no fees to participate. The Downtown Social District is outside. Accessibility inside is business-dependent. Parking is free and available within walking distance to the event. Leashed pets are allowed outside; pet policies vary by business, so please check before planning your trip. Select Downtown Pittsboro shops will remain open until 8pm for this event. See more Downtown Pittsboro events.
ABOUT PITTSBORO FINALLY FRIDAYS ARTS WALK
The Town of Pittsboro is actively working to establish its downtown as an arts destination by creating a designated Arts District. Pittsboro Finally Fridays Arts Walk is one of the recurring events that support this initiative. Friends of Pittsboro Finally Fridays Arts Walk is a not-for-profit organization in a public-private partnership with the Town of Pittsboro for these Arts Walk events.

Siler City Downtown Music Series
2026-10-16 18:00 - 21:00 | NC Arts Incubator, 223 N Chatham Ave, Siler City, NC, 27344, United States
Join the NC Arts Incubator and The Chatham Rabbit for their Siler City Downtown Music Series every third Fri, Apr-Oct, 6pm-9pm. Their free downtown outdoor concert series features a broad range of local musicians who showcase various genres representative of North Carolina. Bring the entire family! Enjoy kids’ activities hosted by local non-profits, grab a bite to eat from one of their many rotating food vendors, and step into a few of the downtown stores that stay open late. Thirsty Skull Brewing usually stops by to serve some pints to listeners, and bmc brewing will make some special appearances this year as well. Siler City Downtown Music Series has featured performances from The Radio, Impulse Machine, Whoop, The Magnolia Klezmer Band, and more. Here is this year’s schedule:

Fri, Apr 17, 6pm-9pm Pat & The Kountry Boys.
Fri, May 15, 6pm-9pm Dorian Devins Quartet.
Fri, Jun 19, 5:30pm-8:30pm Juneteenth Celebration.
Fri, Jul 17, 6pm-9pm The Radio.
Fri, Aug 21, 6pm-9pm El Mirage.
Fri, Sep 18, 6pm-9pm Steele Street Band.
Fri, Oct 16, 6pm-9pm Impulse Machine.

This free, family-friendly event takes place outdoors. Free street parking is available nearby. See more events hosted by the NC Arts Incubator.

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.

MOSAIC Blast from the Past Music Series
2026-10-16 19:00 - 21:00 | Philip H. Kohl MOSAIC Family Commons, 457 Freedom Parkway, Pittsboro, NC, 27312, United States
Step back in time and dance through the decades at the MOSAIC Blast from the Past Music Series, powered by Brightspeed! Join MOSAIC at Chatham Park at the Tommy Edwards Stage at the Philip H. Kohl MOSAIC Family Commons for a night of throwback tunes that’ll have every generation singing along. From the groovy 60’s to the pop hits of the 2000’s, this event celebrates the best music across the eras. Get ready to relive the soundtrack of the decades at MOSAIC!
The lawn opens at 6pm, and the concert begins at 7pm. This event is FREE and open to the public, but registration is required. See the full schedule below and find your link to register:

Fri, Aug 21, 7pm-9:30pm Liquid Pleasure; Register.
Fri, Sep 4, 7pm-9pm The CHAIN; Register.
Fri, Sep 18, 7pm-9pm Cassette Rewind; Register.
Fri, Oct 2, 7pm-9pm Bounce! Party Band; Register.
Fri, Oct 16, 7pm-9pm Y2K Kids; Register.

Anticipate bag checks and security screenings upon entry. Food or beverages purchased outside MOSAIC, weapons, and illegal substances are prohibited. Food and beverages will be available on-site for purchase – be prepared to present your receipt to event security. Bring a lawn chair or a blanket. Pets are welcome. Dogs must be leashed at all times. Please clean up after your pet and dispose of pet waste in the appropriate bins (on-site pet waste stations are located throughout the property).
This event is held outdoors on the Philip H. Kohl MOSAIC Family Commons. Free event parking is available at 367 Freedom Parkway, Pittsboro, NC 27312. Guests can park in the Greek Kouzina parking lot and the adjacent parking lot. See more events hosted by MOSAIC at Chatham Park.
ACCESSIBILITY
Wheelchair-accessible event restrooms are available at the Philip H. Kohl MOSAIC Family Commons, located at 457 Freedom Parkway, Pittsboro, NC 27312, behind the Tommy Edwards Stage. Both wheelchair-accessible portapotties and indoor restrooms are open to the public. MOSAIC at Chatham Park’s common spaces around campus are wheelchair accessible for public use.
Accessible parking spaces and a drop-off location are available at 120 Mosaic Blvd, Pittsboro, NC 27312, located in the 79°West and Hops & Berry Taproom parking lot. Upon arrival, present your Accessible Parking Placard to the event security personnel stationed at the entrance of the accessible parking lot and drop-off location for entry. MOSAIC also has multiple accessible parking spaces, centrally located in front of building entrances throughout the campus.
At this time, MOSAIC at Chatham Park does not offer sensory kits or quiet spaces for Autistic and Neurodivergent individuals. However, they do offer a children’s play zone located beside the Philip H. Kohl MOSAIC Family Commons.

Euchre Mondays at bmc
2026-10-19 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.

Astrology at Fair Game
2026-10-19 18:00 - 20:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant and Lynn Hayes for a fun evening of Astrology in the Fair Game Beverage Company Wheelhouse on the third Monday of every month, 6pm-8pm. Learn about important upcoming astro events and ask questions about your own chart. All levels of knowledge are welcome.
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. See all events at Fair Game Beverage Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Sporcle Trivia at Hops and Berry
2026-10-19 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come to Hops and Berry-Pittsboro for Sporcle Trivia, hosted every Monday, 7pm-9pm. The format comes from Sporcle, one of the more widely played pub-trivia systems, and is hosted live in-house. Rounds cover a rotating mix of general-knowledge and pop-culture categories, so teams of all kinds can find their footing. Gather a team, pour your own pints by the ounce, and play through the rounds. Whether you’re a regular or just passing through Pittsboro, Sporcle Trivia at Hops & Berry is a low-key, no-cost way to spend a Monday evening with a pint in hand.
The event takes place indoors and is open to the public at no charge. 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.

Yoga at Bynum Front Porch
2026-10-20 18:00 - 19:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Unwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm at the Historic Bynum General Store. This all-levels class offers a welcoming space to stretch, breathe, and connect with the community – bring your mat and a positive spirit. This event is free to attend, with a suggested donation of $15. Directions.
Year-round events, including a Christmas tree sale and a holiday bazaar. See a feature about geocaching in Bynum, produced by UNC-TV for NC Weekend and sponsored in part by the NC Division of Tourism, Film, and Sports Development. See more events at Bynum General Store.

Run Club at House of Hops
2026-10-20 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
2026-10-20 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.
