Pittsboro-Siler City Convention & Visitors Bureau

Live Piano Music at The Sycamore
2028-08-12 18:00 - 21:00, 2028-08-15 18:00 - 21:00, 2028-08-17 18:00 - 21:00, 2028-08-18 18:00 - 21:00, 2028-08-19 18:00 - 21:00, 2028-08-22 18:00 - 21:00, 2028-08-24 18:00 - 21:00, 2028-08-25 18:00 - 21:00 (America/New_York) and 5 more dates | 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.

Sunday Funday Markets at The Plant
2028-08-13 11:00 - 16:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Visit The Plant for second-Sunday festivities, vendors, live music, and brunch, hosted every Second Sunday, 11am-4pm. Grab a bite to eat at Kingston 99 Kitchen and JDub’s PoBoys, sip brunch cocktails from bmc brewing and Fair Game Beverage Company, enjoy a cup of Vortex Roasters coffee (or two) from Metal Brixx Cafe, and get some aggression out at Chatham Axes. Tours are offered every Sunday at 1pm. You’ll learn about The Plant’s history, why they do what they do, and the native plants throughout the property. The tour begins at the guardhouse and, fittingly, ends at Rachel’s Native Plants.
See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Jazz Nights at The Sycamore
2028-08-16 18:00 - 21:00, 2028-08-23 18:00 - 21:00, 2028-08-30 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
2028-08-16 18:30 - 21:00 | Fair Game Beverage Co., 220 Lorax Lane, BLDG 192, Pittsboro, NC, 27312, United States
Call all musicians! Fair Game Beverage Company, located at The Plant in Pittsboro, hosts its Open Mic Night on the first and third Wednesday of every month, 6:30pm-9pm. Come out to listen to local artists and share your talents! Local NC beers, wines, ciders, and craft cocktails will be available at the bar.
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.

Blues Jam at The MOD
2028-08-17 19:00 - 22:00, 2028-08-24 19:00 - 22:00, 2028-08-31 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.

Line Dancing Classes at Chatham Mills
2028-08-18 11:00 - 12:00, 2028-08-25 11:00 - 12:00, 2028-09-01 11:00 - 12:00 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, United States
Build your skills on the dance floor with Line Dancing Classes at Chatham Mills, hosted by Forest Hall at Chatham Mills and the Chatham Social Club every Friday, 11am-12pm. The cost is $25 per class, and all skill levels are welcome; no partner is needed for class. Register now at chathamsocialclub.com – limited spots available! See more events at Chatham Mills.

3rd Friday Artist Receptions
2028-08-18 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
2028-08-18 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.

Candleglow Sound Bath Meditation
2028-08-18 19:30 - 20:30 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
This night-time sonic ceremony is back by popular demand! Candleglow Sound Bath Meditation returns on the third Friday of each month from 7:30pm to 8:30pm for a candle-lit evening sound bath featuring a variety of singing bowls, chimes, and percussion accompanying the human voice. Honoring seasonal cycles, Ancient Song Therapy crafts sonic landscapes conducive to relaxation and mediation, as well as journey work and integration.
Please note: August’s Sound Bath takes place on the 4th Friday.
This event is $25 per person. RSVP is required. Please contact liodhruna@gmail.com for more information. Starrlight Mead 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
2028-08-23 18:00 - 19:30 | Fair Game Beverage Co., 220 Lorax Lane, BLDG 192, 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. 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.

Bynum Bluegrass Jam Circle
2028-08-26 10:00 - 12:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Join Bynum Front Porch for a Bynum Bluegrass Jam Circle hosted every 2nd and 4th Saturday, 10am-12pm. This open jam welcomes musicians of all skill levels and ages playing acoustic instruments only. So, if you pick, bring your instrument; if you sing, bring your voice! Come enjoy great music and community at this FREE, public event. 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.

Acoustic Irish Music Seisiún
2028-08-30 18:00 - 21:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, United States
Join Doherty’s Irish Pub & Restaurant for an Acoustic Irish Music Seisiún on the last Wednesday of every month, 6pm-9pm. Whether you’re just beginning your music journey, a seasoned pro, or just love to listen, bring your instruments and passion for Irish music for an evening of lively tunes and great company. Musicians will be upstairs.
See more events at Doherty’s.
