Pittsboro-Siler City Convention & Visitors Bureau

Carolina Brewery Fall Music Series
2025-09-13 17:30 - 20:00 (America/New_York) | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Fall Music Series. Hosted Saturdays, September-October, 5:30pm-8pm. See specific dates and performers listed below.

Sat, Sep 6, 5:30pm-8pm Deep Chatham Ramblers.
Sat, Sep 13, 5:30pm-8pm ZamBamBoogee.
Sat, Sep 20, 5:30pm-8pm Vinnie’s Garage Band.
Sat, Sep 27, 5:30pm-8pm The 8:59’s.
Sat, Oct 4, 5:30pm-8pm Mondo Guitaro.
Sat, Oct 11, 5:30pm-8pm Big T.
Sat, Oct 18, 5:30pm-8pm Jason Damico.
Sat, Oct 25, 5:30pm-8pm Colby Jack and The High Lifes.

Admission is free. Enjoy burgers, tacos, apps, and of course, their award-winning beer. Their Oktoberfest Menu is available Tue, Sep 16-Tue, Sep 30. Part of the Chatham County Craft Beverages and Country Inns Trail. See all events at Carolina Brewery & Grill.

Live Piano Music at The Sycamore
2025-09-13 18:00 - 21:00, 2025-09-16 18:00 - 21:00, 2025-09-18 18:00 - 21:00, 2025-09-19 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.

Mill Town Yarns Storytelling and Live Performances
2025-09-13 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: Workin on Commission
2025-09-13 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 Workin on Commission on Sat, Sep 13, 7:30pm-10:30pm.
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. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

The Graveyard Shift at The MOD
2025-09-13 20:00 - 23:59 | The Modern Life Deli & Drinks, 46 Sanford Road, Pittsboro, NC, 27312, United States
Join The MOD for The Graveyard Shift, a monthly dark disco dance party. All are welcome. This event is for ages 21+ and the cover is $5 per person. Upcoming event dates and guest DJs are listed below:

Sat, Jun 28, 8pm-12am Mouse the DJ.
Fri, Jul 18, 8pm-12am Guest DJ [SIN]APTIK.
Sat, Aug 16, 8pm-12am Guest DJ Ninjaficator.
Sat, Sep 13, 8pm-12am Guest DJ Baronovva.
Fri, Oct 31, 8pm-12am Guest DJ Lady Attercop.
Sat, Nov 22, 8pm-12am Mouse the DJ.
Sat, Dec 20, 8pm-12am Guest DJ That Darling DJ Duo.

See more events at The MOD.

Live Music: The Solutions
2025-09-14 12:00 - 15:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with The Solutions on Sun, Sep 14, 12pm-3pm. The Solutions is a band from RTP that plays well-known covers from the 60s, 70s, 80s, and more modern hits. They are a diverse and inclusive band that plays something for everyone, of all styles. They’ve been playing for several years at local venues and festivals. Find them on Instagram as “@TheSolutionsBand”.
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. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed pets are allowed. This event is free! See all events at The Plant.

18th Annual PepperFest
2025-09-14 12:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
The Plant presents the 18th Annual PepperFest on Sun, Sep 14, 12pm-6pm. PepperFest is a celebration of sustainable agriculture, local farmers, and the creativity of the Piedmont’s top chefs, brewers, and artisans. The event features peppers grown on-site in the Pepper Patch, a hot sauce contest, a variety of Pepper-Themed food and drinks from The Plant denizens, a chili cook-off, pop-up vendors, live music, and many more pepper-related activities. The average distance traveled by this year’s peppers can be measured as roughly fifty yards.
PepperFest originated in Pittsboro in 2007 to support Doug Jones’s plant breeding work at Piedmont Biofarm. At the first PepperFest, visitors walked through a tent filled with raw pepper samples and filled out surveys on clipboards before they could receive a beer. Doug was licensing his seeds to seed companies, and he needed consumer data to back up his work in pepper genetics.

Touch the pepper patch and physically see the difference between a poblano and a Marconi pepper on the vine. You’ll also see the Scotch Bonnets (Jamaica’s national pepper) before they are picked for dishes served at Kingston 99 Kitchen. You’ll also see how Flying Pepper Vodka is made at Fair Game Beverage Company, using Aji Dulce Tobago peppers grown in The Plant’s pepper patch.
Grab a pepper beer from bmc brewing, food at Kingston 99 Kitchen or JDub’s PoBoys, and wander The Plant’s eclectic campus.
This event is free to the public, and tickets are not required for this year’s event. If you have accessibility questions, contact tami.schwerin@gmail.com. Pets are not recommended – please leave your furry friends at home.

Tap Dancing - Advanced
2025-09-15 13:00 - 14:00 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
Tap Dancing – Advanced is for experienced tappers who are skilled at named steps and can perform intricate choreography. Tap shoes are recommended but not required. This class occurs every Monday, Sep 8-Oct 13, 1pm-2pm. Registration opens Wed, Aug 15, and closes Mon, Sep 15.
This event is held indoors at the Chatham Grove Community Center by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is $60 per person. Ages 18+ are welcome. See more CCPRCR events.

Comics with Teeth - For Teens
2025-09-16 15:30 - 17:30, 2025-09-17 15:30 - 17:30, 2025-09-18 15:30 - 17:30, 2025-09-19 15:30 - 17:30 | The Arts Center, 964 East Street, Suite 105, Pittsboro, NC, 27312, United States
In Comics with Teeth – For Teens, students will collaborate on comic strips to start, then dive into their own personal stories, exploring sketch prompts to spark their imaginations! This class will cover character design, setting, and plot. Students will create an eight-page comic/storybook, just like the pros! Supplies are included. Instructed by Stacye Leanza. This four-class session takes place Tue, Sep 16-Fri, Sep 19, 3:30pm-5:30pm. Registration opens Mon, Aug 11, and closes Mon, Sep 15.
This event is held indoors at the new Chatham County Parks, Recreation, and Cultural Resources (CCPRCR) Arts Center, located at 964 East Street, Suite 105, Pittsboro, NC 23712, on the backside of the building. To access the studio, drive straight through the open gate and look for the sign that reads “Arts Center”. Visual Arts participants are permitted to park in the back parking lot.
Registration is $70 per child. Ages 12-18 are welcome. See more CCPRCR events.

Blues Jam at The MOD
2025-09-16 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 Tuesday, 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.

Tap Dancing - Intermediate
2025-09-17 11:30 - 12:30 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
Tap Dancing – Intermediate is for dancers who are ready to move their feet a bit faster and learn more complex choreography. If you have completed the beginner class or have prior experience and need a refresher, this class is for you. This class occurs every Wednesday, Sep 10-Oct 15, 11:30am-12:30pm. Registration opens Wed, Aug 15, and closes Mon, Sep 15.
This event is held indoors at the Chatham Grove Community Center by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is $60 per person. Ages 18+ are welcome. See more CCPRCR events.

Jazz Nights at The Sycamore
2025-09-17 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.

Chatham County Agriculture Fair
2025-09-18 - 2025-09-21 | Fairgrounds, 191 Dr Martin Luther King Jr Dr, Pittsboro, NC, 27312, United States
The 75th Annual Chatham County Agriculture Fair takes place Thu, Sep 18-Sun Sep 21 at the Chatham County Fairgrounds. This local community event includes rides, food, children’s activities, and music. The Chatham County Agricultural & Industrial Fair Association hosts the event every year. For more information, please contact them at 919.542.5511 or info@chathamcountyncfair.com. Discover the significant history behind this fair.

Music at Roost Beer Garden
2025-09-18 17:00 - 19:00, 2025-09-19 17:00 - 19:00 | Fearrington Village, 2000 Fearrington Village Center, Pittsboro, NC, 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 Thursdays and Fridays, 5pm-7pm. Please double-check their website to confirm – events are moved indoors or postponed during some weather conditions impacting 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

8 Week Carolina Shag Group Series
2025-09-18 17:30 - 18:30 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, United States
If you love listening to Motown and Beach music, then you will love this 8 Week Carolina Shag Group Series hosted by Forest Hall at Chatham Mills and the Chatham Social Club on Thursday nights, Aug 7-Sep 25, 5:30pm-6:30pm. Make your trips to the beach this summer unforgettable by learning our state’s social dance.
The cost for the class is $285 per couple and includes 8 hours of group instruction for two people. Intermediate dancers welcome; a partner is needed for the class. Register now at chathamsocialclub.com – limited spots available! See more events at Chatham Mills.

8 Week Beginner Cha Cha Series
2025-09-18 19:00 - 20:00 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, United States
During this 8 Week Beginner Cha Cha Series, you’ll learn a popular Latin dance that is done at weddings and holiday parties, on vacations and cruises, and more. Build your dance skills as a new dancer and learn to dance the rhythm of the Cha Cha. Hosted by Forest Hall at Chatham Mills and the Chatham Social Club on Thursday nights, Aug 7-Sep 25, 7pm-8pm.
The cost for the class is $285 per couple and includes 8 hours of group instruction for two people. No prior dance experience is required; a partner is needed for the class. Register now at chathamsocialclub.com – limited spots available! See more events at Chatham Mills.

Pittsboro Sculpture Show
2025-09-19 - 2025-10-19 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
The first-annual Pittsboro Sculpture Celebration is a vibrant event that brings together art, creativity, and community, showcasing incredible sculptures that inspire and enrich our town. The Plant is seeking talented sculptors from NC and beyond to showcase their work and contribute to this exciting event. This is an excellent opportunity to gain exposure and connect with fellow artists and art enthusiasts in the community. Don’t miss your chance to be part of this celebration of creativity! This year’s reception will occur Fri, Sep 19-Sat, Sep 20, 2025, with sculptures on display until Sun, Oct 19, 2025.
FEATURED ARTISTS

Julio Alberdi.
William Moore.
Myles D Wilder.
Wayne Vaughn.
Kevin Vanek.
Anju Tumuluri.
Sam Spiczka.
Hamidou Sissoko.
Wendy Marshall Scott.
Joseph Sand.
Ryan Rakouskas.
José Pereira, JP.
Jason Morris.
James Malecky.
Macy James.
Frank Hiffernan.
Jeff Ganiere.
John Flack.
Holly Felice.
Lawrence Feir.
Kevin Eichner.
Mark Elliott.
Nailah Brewer.
Carol Brainard.
Viktoria Banovic.
Theresa Arico.
Joseph Bigley III.

The Sculpture Preshow and Welcome Dinner takes place Fri, Sep 19, 6pm-8pm, featuring a delicious menu catered by Kingston 99 Kitchen and Fair Game Beverage Company, as well as live music. It’s an excellent opportunity for art patrons, community members, and artists to connect in an intimate and inspiring setting. The cost is $80 per person. Purchase your tickets in advance.
The Pittsboro Sculpture Celebration will be held the following day on Sat, Sep 20, 12pm-6pm. This FREE event takes place outdoors. In addition to the beautiful sculptures on display, there will be pop-up arts and crafts vendors, live music, food, and beverages. Following the opening weekend and celebration, the sculptures will be on display for the public to see until Sun, Oct 19, 2025.
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. There is free parking. Leashed pets are allowed. See all events at The Plant.

Line Dancing Classes at Chatham Mills
2025-09-19 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.

For Friday's Sake
2025-09-19 17:00 - 19:30 | For Garden’s Sake, 9197 Hwy 751 S, Durham, NC, 27713, United States
Need more time to shop? Well, you’re in luck because For Garden’s Sake extends its garden center hours during For Friday’s Sake, hosted on select every Friday evening in September, 5pm-7:30pm. The Potting Shed is open and serves beverages and Sunset Slush. Come and enjoy live music, food trucks, drinks, sweet treats, and the ambiance on the patio, taking in the sunset. Plus, get ready for fall by shopping seasonal items like pumpkins and mums.
Don’t forget to bring lawn chairs or a blanket for seating – patio tables go fast! Admission is free, so bring your family, friends, neighbors, and coworkers and enjoy the evening… For Friday’s Sake! Please check their calendar for the most up-to-date information on For Friday’s Sake events. The upcoming schedule of events is as follows:

Fri, Sep 5, 5pm-7:30pm Live Music with Sterling Scott
Fri, Sep 12, 5pm-7:30pm Live Music with Relay Relay
Fri, Sep 19, 5pm-7:30pm Live Music with Josh Branch
Fri, Sep 26, 5pm-7:30pm Live Music with Sterling Scott

Please note: For Garden’s Sake does not permit outside alcoholic beverages. They have a variety of drinks available at the Potting Shed. This free event takes place outdoors. Free parking is available on-site. See more events at For Garden’s Sake.

3rd Friday Artist Receptions
2025-09-19 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.

Run and Roam Fridays at The Plant
2025-09-19 17:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant after work and/or school for Run and Roam Fridays, hosted every Friday evening, Sep 5-Dec 12, 5pm-9pm. Come out for food and drink specials and plenty of family-friendly fun, including games, hula hoops, bubbles, chalk art, and more. 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 free event takes place indoors and outdoors. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. See all events at The Plant.

Pittsboro Sculpture Show: Preshow and Welcome Dinner
2025-09-19 18:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
The Pittsboro Sculpture Show: Preshow and Welcome Dinner takes place Fri, Sep 19, 6pm-8pm, featuring a delicious menu catered by Kingston 99 Kitchen and Fair Game Beverage Company, as well as Live Music by the Daniel DeLorenzo Trio. It’s an excellent opportunity for art patrons, community members, and artists to connect in an intimate and inspiring setting. The cost is $80 per person + applicable taxes and service fees. Purchase your tickets in advance – the deadline to register is Sun, Sep 14. Purchase tickets here.
MENU

NC Garlic Shrimp.
NC Jerk Pork.
Carolina Gold Rice.
Farmers Market Green Salad.
Signature Vegetable Medley: squash, zucchini, bell peppers, carrots, and corn sautéed in coconut.
Chocolate chip brownie with fruit compote.
One drink ticket for local wine or beer.

PITTSBORO SCULPTURE SHOW & CELEBRATION
The first-annual Pittsboro Sculpture Show is a vibrant event that brings together art, creativity, and community, showcasing incredible sculptures that inspire and enrich our town. The Plant is seeking talented sculptors from NC and beyond to showcase their work and contribute to this exciting event. This is an excellent opportunity to gain exposure and connect with fellow artists and art enthusiasts in the community. Don’t miss your chance to be part of this celebration of creativity! This year’s reception will occur Fri, Sep 19-Sat, Sep 20, 2025, with sculptures on display until Sun, Oct 19, 2025.
The Pittsboro Sculpture Celebration will be held the following day on Sat, Sep 20, 12pm-6pm. This FREE event takes place outdoors. In addition to the beautiful sculptures on display, there will be pop-up arts and crafts vendors, live music, food, and beverages. Following the opening weekend and celebration, the sculptures will be on display for the public to see until Sun, Oct 19, 2025.
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. There is free parking. Leashed pets are allowed. See all events at The Plant.

Siler City Downtown Music Series
2025-09-19 18:00 - 21:00 | NC Arts Incubator, 223 N Chatham Ave, Siler City, NC, 27344, United States
Join the NC Arts Incubator, Chatham Rabbit, and Second Bloom 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. Siler City Downtown Music Series has featured performances from The Radio, Impulse Machine, Whoop, The Magnolia Klezmer Band, and more.
