Pittsboro-Siler City Convention & Visitors Bureau

Run Club at Thirsty Skull PBO
2026-08-27 17:00 - 18:30, 2026-09-03 17:00 - 18:30 (America/New_York) | 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
2026-08-27 17:00 - 19:00, 2026-08-29 17:00 - 19:00, 2026-09-02 17:00 - 19:00, 2026-09-03 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
2026-08-27 18:00 - 20:00, 2026-09-03 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
2026-08-27 18:00 - 20:00, 2026-09-03 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
2026-08-27 18:00 - 21:00, 2026-08-28 18:00 - 21:00, 2026-08-29 18:00 - 21:00, 2026-09-01 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
2026-08-27 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
2026-08-27 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
2026-08-28 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
2026-08-28 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

Cactus Cowgirl's Plant Bingo Night
2026-08-28 19:00 - 21:00 | Cactus Cowgirl, 19 Hillsboro Street, Pittsboro, 27312, United States
Join Cactus Cowgirl for Plant Bingo Night hosted on the last Friday of every month, 7pm-9pm. Get ready for a night of plants, prizes, and pure fun. There will be seven exciting rounds of bingo, each packed with chances to win awesome planty prizes—from houseplants to fun goodies you’ll love. Whether you’re a seasoned plant parent or just getting started, this is the perfect way to hang out, meet fellow plant lovers, and enjoy a laid-back, laughter-filled evening. Bring your friends and get ready to shout BINGO! Spaces are limited, so sign up early and don’t miss out on one of their most fun events of the month! Tickets are $24.80 per person and include:

7 rounds of Bingo
2″ Mini Cactus
10% off the entire store during the event.
A cactus Cowgirl Saddle (Goodie) Bag

See more events at Cactus Cowgirl.

Euchre Mondays at bmc
2026-08-31 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.

Sporcle Trivia at Hops and Berry
2026-08-31 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
2026-09-01 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
2026-09-01 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.

Music Bingo at Hops and Berry
2026-09-01 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.

Pub Trivia at Doherty's
2026-09-01 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.

Music Bingo at House of Hops
2026-09-02 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
2026-09-02 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.

Wellness Wednesdays - Sunset Yoga at MOSAIC
2026-09-02 18:30 - 19:30 | Philip H. Kohl MOSAIC Family Commons, 457 Freedom Parkway, Pittsboro, NC, 27312, United States
Immerse yourself in tranquility and wellness with this captivating MOSAIC at Chatham Park Wellness Wednesdays – Sunset Yoga series with Chatham Park YMCA, powered by Brightspeed! This unique gathering is designed to nurture your body, mind, and spirit, offering a peaceful escape in an idyllic setting. Whether you are a seasoned yogi or new to the practice, these sessions are tailored to provide a rejuvenating experience that promotes health and well-being.
This event is FREE and open to the public, but registration is required. See the full schedule below and find your link to register:

Wed, Apr 8, 6:30pm-7:30pm; Register.
Wed, May 6, 6:30pm-7:30pm; Register.
Wed, Jun 3, 6:30pm-7:30pm; Register.
Wed, Sep 2, 6:30pm-7:30pm; Register.
Wed, Sep 30, 6:30pm-7:30pm; Register.

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.
BEFORE YOU GO

Bring a water bottle and a yoga mat. A water fountain is located behind the stage.
Food and beverages are available for purchase at MOSAIC.

ACCESSIBILITY
All fitness levels are welcome. The event organizer, along with the fitness instructor, collaborates with attendees to design a specialized class and use modified equipment (if applicable) to accommodate any injury, surgical recovery, or other physical impairment.
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.

Open Mic Night at Fair Game Beverage Company
2026-09-02 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. See all events at Fair Game Beverage Company. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.

Karaoke at Hops and Berry
2026-09-02 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.
