Pittsboro-Siler City Convention & Visitors Bureau

8th Annual Oyster Roast at Carolina Brewery & Grill
2025-11-15 12:00 - 20:00 (America/New_York) | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Visit Carolina Brewery and Grill for their 8th Annual Oyster Roast on Sat, Nov 15, 12pm-8pm. Enjoy North Carolina Oysters from Ghost Fleet Oyster Co. along with live music on the patio and great cold beer. The live music schedule is as follows:

12:30pm-3pm The 8:59’s.
4:30pm-7pm The Petty Theives.

Part of the Chatham County Craft Beverages and Country Inns Trail. See all events at Carolina Brewery & Grill.

Chatham Mills Farmers Market
2025-11-15 10:00 - 13:00 | Chatham Mills, 480 Hillsboro Street, Pittsboro, NC, 27312, United States
Chatham Mills Farmers Market takes place every Sat, Apr-Oct, 8am-12pm and Nov-Jan, 10am-1pm. It’s a growers-only market featuring fresh veggies, fruits, meats, eggs, baked goods, preserved foods, perennial plants and garden starters, handmade crafts, and more. Takes place in the front parking lot and the lawn in front of Chatham Mills.
Vendors include Chatham Oaks Farm. Sponsors include Chatham Marketplace, Country Farm & Home, French Connections, and New Horizons Downtown.
Interested vendors should fill out the applicable form and mail it, along with the application fee, to Chatham Mills Farmers’ Market, PO Box 1571, Pittsboro, NC 27312. If you would like to attend the market as a visiting vendor during one of their special events, contact the Market Manager at cmfmmanager@gmail.com about signing up – no formal application is required.

Live Piano Music at The Sycamore
2025-11-14 18:00 - 21:00, 2025-11-13 18:00 - 21:00, 2025-11-11 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.

Run and Roam Fridays at The Plant
2025-11-14 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.

Live Music at Galloway's
2025-11-14 17:00 - 19:00, 2025-11-13 17:00 - 19:00, 2025-11-12 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.

Weekly Free Tastings at Vino!! Wine Shop
2025-11-14 17:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro St, Suite D, 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.

Line Dancing Classes at Chatham Mills
2025-11-14 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.

Where the Stars, Stripes, and Eagles Fly
2025-11-14 09:30 - 10:15 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
Join CCPRCR’s Where the Stars, Stripes, and Eagles Fly program on Fri, Nov 14, 9:30am-10:15am. As part of Chatham’s America 250 celebration, they will explore some of the symbols associated with our country and the reasons and stories behind them. This class includes story time and a themed craft project. Registration opens Mon, Sep 8, and closes Mon, Nov 3.
This event is held indoors at Chatham Grove Community Center by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is $7 per person. Ages 3-5 and 6 months are welcome. See more CCPRCR events.

Blues Jam at The MOD
2025-11-13 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.

Eric Asimov Wine Dinner
2025-11-13 18:30 - 21:00 | Fearrington House Restaurant, 230 Market Street, Pittsboro, 27312, United States
Reserve your spot for Fearrington’s Eric Asimov Wine Dinner on Thu, Nov 13, 6:30pm-9pm. Fearrington and the Wine Centric Show are honored to host one of the most recognizable names in the American wine industry: Eric Asimov, the chief wine critic of The New York Times. Mr. Asimov has been writing about wine since 1999 and is known for popular columns like $25 and Under, The Pour, and Wines of the Times. He has collaborated with Fearrington Wine Director Troy Revell on curating a wine lineup for you, focusing on natural processes, organic wines that undergo minimal intervention, and low sulfur levels in their production. Chef Paul Gagne’s 5-course dinner menu will be paired with these six memorable wines:

Ruppert-Leroy ‘Puzzle’ la Côte des Bar, Champagne, France.
Envinate ‘Palo Blanco’ Listan Bianco, Canary Islands, Spain 2022.
Emme ‘Tell Tour Sister I Say Hi’ skin-contact Colombard, Mendocino, California 2024.
Bonnet-Cotton ‘100% Cotton’ Côte de Brouilly, Beaujolais, France 2023.
Domaine de Galouchey ‘Vin de Jardin’ Bordeaux, France 2020.
Istine Chianti Classico, Tuscany, Italy 2022.

This $195 wine dinner is non-refundable and totals $255 with tax and service. If you want overnight accommodations, please contact Fearrington House Inn at 919.542.2121. Please note: they cannot refund ticket purchases. If your plans have changed, please feel free to send a lucky friend in your place – just email them with their name or have them bring your confirmation email.
ABOUT ERIC ASIMOV
Eric Asimov is the chief wine critic of The New York Times and the author of How to Love Wine: A Memoir and Manifesto, published by William Morrow, and Wine With Food: Pairing Notes and Recipes From The New York Times, written with recipes by Florence Fabricant and published by Rizzoli. His column appears in the Food section of The New York Times. He is on social media, @EricAsimov. A collection of his columns is included in The New York Times Book of Wine, published by Sterling Epicure.
To purchase a copy of How to Love Wine, please click here. They’ll have it for you at the dinner for Mr. Asimov to sign!
Hosted by Fearrington House Restaurant. See more events at Fearrington Village. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail.

Opinionation Trivia at House of Hops
2025-11-13 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.

Run Club at Thirsty Skull PBO
2025-11-13 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.

Pittsboro Farmers Market
2025-11-13 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Pittsboro Farmers Market is open year-round and features select items from within a 50-mile radius. They are open every Thursday, 3pm-6pm, under the solar panels at The Plant. 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. Check out these upcoming markets:

Thu, Dec 18, 3pm-6pm Holiday Craft Market, featuring live music and local artisans and craftspeople along with your favorite regular market vendors.
Wed, Dec 31, 3pm-6pm New Year’s Eve Market. No market will be held on Thu, Jan 1, 2026 (New Year’s Day).

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 events at The Plant. See more farmers markets in our area.

Karaoke at Hops and Berry
2025-11-12 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. 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 all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Jazz Nights at The Sycamore
2025-11-12 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 Nights at NC Arts Incubator
2025-11-12 18:00 - 20:00 | NC Arts Incubator, 223 N Chatham Ave, Siler City, NC, 27344, United States
Join the NC Arts Incubator for Open Mic Nights hosted every second Wednesday, 6pm-8pm. Music, poetry, and spoken-word works are encouraged. Sign-up opens at 5:30pm. Next door, The Chatham Rabbit will be open and selling coffee.
See more events hosted by the NC Arts Incubator.

Music Bingo at House of Hops
2025-11-12 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.

Poetry at The Plant
2025-11-12 18:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Come out for Poetry at The Plant on the second Wednesday of every month, 6pm-7pm. Enjoy an hour of original poetry from regional poets in the Fair Game Beverage Company Wheelhouse Tasting Room (and enjoy a drink and meal while you’re at it)!
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. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.

Open House at The Skyroom
2025-11-12 16:00 - 19:00 | The Skyroom, Callies Haven Way, Moncure, North Carolina, 27559, United States
The Skyroom in Moncure, NC, hosts an Open House on the second Wednesday of every month, 4pm-7pm. This is a great way to show friends, family, and vendors this beautiful space for your future event. Formal tours are not available during these open house events, but a Venue Director will be on-site to answer any questions you may have.

Pub Trivia at Doherty's
2025-11-11 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 Hops and Berry
2025-11-11 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. 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 all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Run Club at House of Hops
2025-11-11 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.

Fearrington Farmers Market
2025-11-11 15:00 - 17:00 | Fearrington Village, 2000 Fearrington Village Center, 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.

Chatham Women's Exchange at Splendour Estate
2025-11-11 10:00 - 16:00 | Splendour Estate, 6212 Siler City Snow Camp Road, Siler City, 27344, United States
Join the Chatham County Chamber of Commerce for their upcoming Chatham Women’s Exchange on Tue, Nov 11, 10am-4pm at Splendour Estate, held in partnership with the PWCOC. This day is dedicated to exploring, discussing, shopping, and addressing issues that matter most to women. This event will feature inspiring speakers, interactive sessions, vendor tables, and opportunities to connect with other women in our community who are passionate about making a difference.
Register here. Sponsorship registration is available here. This event takes place indoors and outdoors. No pets allowed.

Euchre Mondays at bmc
2025-11-10 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. No experience is needed. Monday is also $5 pint night at bmc brewing.
This event is free and takes place indoors. 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. Part of the Chatham County Craft Beverages & Country Inns Trail.

Guided Yoga Nidra Meditation with Melissa Russell
2025-11-09 17:00 - 18:00 | Yoga Garden, 184 East Street, Pittsboro, NC, 27312, United States
Join Yoga Garden PBO for Guided Yoga Nidra Meditation with Melissa Russell. In this hour practice, you’ll settle into a comfortable resting posture and be guided through a Yoga Nidra (yogic sleep) meditation. This profound relaxation technique supports mental clarity, emotional balance, and a deep release from daily stress. Through guided breathwork, visualization, and body awareness, you’ll journey toward a restful, meditative state—awakening refreshed, rejuvenated, and restored. Classes are held on the following dates:

Fri, Oct 17, 6pm-7pm.
Sun, Nov 9, 5pm-6pm.
Sun, Dec 14, 5pm-6pm.

No prior experience is required—just bring an open mind, a willingness to relax, and the desire to connect with your inner calm. Whether you seek stress relief, enhanced sleep, or simply a peaceful pause, this class offers a nurturing environment for all. The cost is $20 per person.
ABOUT THE INSTRUCTOR
Melissa Russell is a certified yoga therapist and iRest meditation teacher who guides students through practices that nurture both body and mind. With years of experience working in studios, mental health facilities, and hospitals, she offers a compassionate approach to yoga and meditation that’s accessible for everyone.
See more events at Yoga Garden PBO.
