Pittsboro-Siler City Convention & Visitors Bureau

Weekly Free Tastings at Vino!! Wine Shop
2026-07-24 17:00 - 19:00, 2026-07-31 17:00 - 19:00 (America/New_York) | 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.

Music at Roost Beer Garden
2026-07-24 17:00 - 19:00, 2026-07-31 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

Hops & Berry: JT Parrothead Live Music
2026-07-24 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Join Hops and Berry-Pittsboro for JT Parrothead Live Music on Fri, Jul 24, 7pm-9pm. Whether you’re a regular or just passing through Pittsboro, it’s an easy, low-key way to catch live local music with a pint in hand. 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.

Free Wine Tastings at The Belted Goat
2026-07-25 13:00 - 15:00, 2026-08-01 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.

Live Music at Galloway's
2026-07-25 17:00 - 19:00, 2026-07-29 17:00 - 19:00, 2026-07-30 17:00 - 19:00, 2026-08-01 17:00 - 19:00, 2026-08-05 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.

NCPS Poetry Readings at McIntyre's
2026-07-26 14:00 - 15:00 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for their monthly NCPS Poetry Reading, hosted on the last Sunday afternoon of every month. Readings are sponsored by the North Carolina Poetry Society (NCPS). Upcoming readings are detailed and linked below:

Sun, Apr 26, 2pm-3pm NCPS April Reading with Michael Hettich, Narya Rose Deckard, & Mark Cox.
Sun, May 31, 2pm-3pm NCPS May Reading with Scott Owens, Rob Merritt, & Lucinda Trew.

This free event takes place indoors. Free parking is available on-site. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Euchre Mondays at bmc
2026-07-27 18:00 - 20:00, 2026-08-03 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
2026-07-27 19:00 - 21:00, 2026-08-03 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.

Fearrington Farmers Market
2026-07-28 15:00 - 17:00, 2026-08-04 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.

Music Bingo at Hops and Berry
2026-07-28 19:00 - 21:00, 2026-08-04 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.

Karaoke at Hops and Berry
2026-07-29 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
2026-07-30 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
2026-07-30 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
2026-07-30 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.

Free Public Domain Movie Night at bmc
2026-07-30 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.

Live Music: Boyz II Mothz
2026-07-31 18:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Boyz II Mothz, hosted on the following dates:

Sat, Jun 20, 5pm-7pm.
Fri, Jun 26, 6pm-8pm.
Fri, Jul 31, 6pm-8pm.

If you haven’t had a chance to check out The Plant’s Student Musicians in Residence, you won’t want to miss their next performance! Boyz II Mothzis a local funk/fusion band made up of young musicians who have played all over the Triangle. Influenced by Masayoshi Takanaka, Red Hot Chili Peppers, and Parliament-Funkadelic, their sound is expansive and unique.
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.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they have to cancel, they will do so as far in advance as possible. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may 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. Part of the Chatham County Craft Beverages & Country Inns Trail.

Hops & Berry: Savanna Bassett Live Music
2026-07-31 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Join Hops and Berry-Pittsboro for Savanna Bassett Live Music on the following dates:

Sat, Jun 6, 7pm-9pm.
Fri, Jul 3, 7pm-9pm.
Fri, Jul 31, 7pm-9pm.

Whether you’re a regular or just passing through Pittsboro, it’s an easy, low-key way to catch live local music with a pint in hand. 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.

First Sunday Sound Bath
2026-08-02 11:30 - 12:30 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
At Starrlight Mead’s First Sunday Sound Bath, cathedral-like acoustics in this space bring a sense of reverence and play to these sessions. Think of it like a non-dogmatic sonic church.
Events are hosted on the first Sunday of each month from 11:30am-12:30pm. To attend, please RSVP to liodhruna@gmail.com. An admission fee of $20 per person is recommended for this event. If you are able, please Venmo or PayPal @AncientSongTherapy, or make other arrangements (this exchange is greatly appreciated). Please bring your own yoga mat, cushions, and comfort items. For virtual attendees: Jenn will go live at 11:30am, and you can tune in any time. The event will also be available on demand after the live session for those who could not attend. Any comments or questions will be answered once the offering is done.
Starrlight Mead is part of The Plant. The space is wheelchair accessible, with parking and entry available behind the production facility. Additional free parking is available on-site. Pets are not allowed. See all events at Starrlight Mead. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Writer's Office Hours with Margot Lester
2026-08-05 13:30 - 15:30 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for Writer’s Office Hours with Margot Lester, held on the first Wednesday of every month, 1:30pm-3:30pm. Writers of all ages and abilities can stop by the Writer’s Room and ask Margot anything! She’ll tap her decades of experience as an award-winning journalist and author to answer your questions — and, if you like, offer feedback on your work. Margot can help, whether you want to author a memoir, produce a better school project, craft an online dating profile, write a report for work, or pen something entirely different. No reservations necessary, just drop in.
This free event takes place indoors. Free parking is available on-site. The space is wheelchair accessible. No pets allowed. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
