Pittsboro-Siler City Convention & Visitors Bureau

Sporcle Trivia at Hops and Berry
2029-02-19 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 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.

Fearrington Farmers Market
2029-02-20 15:00 - 17:00 | Fearrington Farmers Market, E Camden, Pittsboro, NC, 27312, United States
The Fearrington Farmers Market is a producers-only market open Mar-Oct, Tuesdays, 4pm-6pm, and Nov-Feb, Tuesdays, 3pm-5pm, year-round in Fearrington Village. Bring reusable tote bags and plan to explore the many local vendors. You also might chat with the farmers, see old friends, or meet new ones! It’s a welcoming, inclusive, and friendly atmosphere that encourages healthy, happy living.
Fearrington Farmers Market has more than 3 dozen members and is now in its 30th season. Not all vendors are there every week, but some vendors are there every week, year-round. Each market features live music. Vendors include Celebrity Dairy, In Good Heart Farm, and bmc brewing. See their full list of vendors.
Come early if you’d like to review what is being offered; sales begin at the scheduled time, signaled by the bell. Bring along small bills ($20 or lower) to pay for your purchase. Some vendors accept credit and debit cards, and most will accept checks. This event takes place outdoors, rain or shine. Entry is free. Leashed, well-behaved pets are welcome. See more events at Fearrington Village.

Yoga at Bynum Front Porch
2029-02-20 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
2029-02-20 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.

Live Piano Music at The Sycamore
2029-02-20 18:00 - 21:00, 2029-02-22 18:00 - 21:00, 2029-02-23 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.

Music Bingo at Hops and Berry
2029-02-20 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.

Pub Trivia at Doherty's
2029-02-20 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.

Coffee Klatch at Bynum Front Porch
2029-02-21 07:00 - 10:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Start your day with good coffee or tea and great conversation at Weekly Coffee Klatch with Bynum Front Porch Music, hosted every Wednesday, 7am-10am at the Historic Bynum General Store. Drop in for a warm cup, friendly faces, and casual community chats – everyone is welcome! 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.

Wake Up Wednesday at Carolina Brewery
2029-02-21 08:00 - 09:30 | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Wake Up Wednesdays are hosted at Carolina Brewery & Grill every third Wednesday, 8am-9:30am. This networking includes breakfast, coffee, and new guest speakers each month. The fee to participate is $7 cash or $8 by card. If you do bring cash, do your best to bring exact change. If you pay by check, make it out to the Carolina Brewery. Please consider bringing a tip for your server.
This event takes place indoors. The bottom floor of the brewery is wheelchair-accessible, including entrances, parking, and restrooms. See more events at Carolina Brewery & Grill.

Live Music at Galloway's
2029-02-21 17:00 - 19:00, 2029-02-22 17:00 - 19:00, 2029-02-24 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.

Music Bingo at House of Hops
2029-02-21 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.

Crokinole at Fair Game
2029-02-21 18:00 - 20:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Try your hand at an obscure Canadian board game with Crokinole at Fair Game Beverage Company, hosted every third Wednesday, 6pm-8pm in the Wheelhouse. Crokinole is a classic Canadian tabletop game — think shuffleboard meets curling, shrunk onto a round wooden board. It’s easy to learn in a single round and genuinely fun whether you’re a first-timer or a seasoned shooter, and newcomers are always welcome.
Here’s how it works: Two players (or four, in teams) sit across from each other and take turns flicking small wooden discs from the outer edge toward the center of the board. The bullseye is a recessed hole in the middle worth 20 points; concentric scoring rings count for less the farther out you land. Guarding the center is a ring of eight small pegs that your disc has to navigate around.
If your opponent has any discs on the board, your shot has to hit one of them. Miss, and your disc is removed. If the board is clear, you have to land inside the innermost peg ring, or your disc comes off. So every turn is a choice between attacking your opponent’s pieces and quietly racking up points of your own. Discs are scored once all of them have been played, and the higher total wins the round.
Come early 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. This free event takes place indoors in the Fair Game Wheelhouse. Leashed, well-behaved pets are allowed outside; pet policies indoors vary by individual business. 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.

Jazz Nights at The Sycamore
2029-02-21 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
2029-02-21 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.

Storytime with Johanna Banana
2029-02-22 10:30 - 11:30 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for Storytime with Johanna Banana, hosted every Thursday, 10:30am-11:30am. McIntyre’s bookseller Johanna Banana leads this weekly storytime. The books and songs shared are primarily for toddlers and preschoolers, but all ages are welcome!
This free event takes place indoors at McIntyre’s Books. The space is ADA-compliant. Free parking is available on-site. No pets are allowed. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Pittsboro Farmers Market
2029-02-22 15:00 - 18:00 | Pittsboro Pop-Up Park, West Salisbury Street, Pittsboro, North Carolina, 27312, United States
The Pittsboro Farmers Market is open year-round and features select items from within a 50-mile radius. They are open every Thursday, 3pm-6pm at Pittsboro’s Pop-Up Park. The product-only market features baked goods, eggs, flowers, honey, jams/jellies, soaps, plants, poultry, and other meats. Vendors include Celebrity Dairy, In Good Heart Farm, and Vortex Roasters. Many chefs at restaurants in our area network with Pittsboro Farmers Market vendors, including Kingston 99 Kitchen and West End Kitchen & Catering. You can find a complete, up-to-date list of vendors here.
Special markets are hosted on occasion.
The Pittsboro Farmers Market takes place outdoors, rain or shine. Leashed, well-behaved pets are allowed. Entry is free. Bringing your own bags, cash, and a cooler for perishable items is advised. The market is held on a gravel lot beneath the solar panels, with free parking available nearby. See more farmers markets in our area.

Run Club at Thirsty Skull PBO
2029-02-22 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.

Opinionation Trivia at House of Hops
2029-02-22 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.

Blues Jam at The MOD
2029-02-22 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
2029-02-22 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.

Mental Health Matters
2029-02-23 08:00 - 09:15 | 79° West, 120 Mosaic Blvd, Suite 120, Pittsboro, NC, 27312, United States
Join 79° West for Mental Health Matters, a monthly community conversation designed to bring practical, evidence-informed mental health education to Pittsboro and the surrounding area. In this June session on Fri, Jun 26, 8am-9:15am, you’ll explore how the need for control develops as an attempt to feel safe — and how flexibility can reduce stress and anxiety.

Why is it so hard to let things go? Why do uncertainty, unpredictability, and feeling “out of control” create so much stress? In this Mental Health Matters talk, therapist Danny Eller, LCSW, explores the hidden anxiety beneath control, perfectionism, overthinking, and rigidity. Participants will learn how the mind uses control to manage fear and uncertainty, and why those strategies often leave individuals feeling more exhausted, frustrated, and disconnected. This practical and accessible conversation will help attendees better understand stress, anxiety, emotional rigidity, and the challenge of letting go, while offering healthier ways to respond to uncertainty in everyday life.

This FREE indoor event is open to coworking members and the public. Information regarding accessibility, amenities, and more can be found on their location page. Free parking is available onsite, including EV charging stations. See all events 79° West. Part of MOSAIC at Chatham Park. See all events at MOSAIC.

Line Dancing Classes at Chatham Mills
2029-02-23 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.

Weekly Free Tastings at Vino!! Wine Shop
2029-02-23 17:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Weekly free tastings at Vino!! Wine Shop are hosted every Friday. Experts share their picks of wines with varied pricing and from diverse locations. Tasting details, including which wines will be served, are shared on their Facebook Page and in their newsletters.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Cactus Cowgirl's Plant Bingo Night
2029-02-23 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.

Bynum Bluegrass Jam Circle
2029-02-24 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 at the Historic Bynum General Store. 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. See more events at Bynum General Store.

Free Wine Tastings at The Belted Goat
2029-02-24 13:00 - 15:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Visit The Belted Goat/Galloway’s Bar at Fearrington Village for free wine tastings select Saturdays, 1pm-3pm. Tastings will vary depending on when you visit, so please check their calendar before planning your visit.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
