Weekly Free Tastings at Vino!! Wine Shop
2025-11-07 17:00 - 19:00 (America/New_York) | 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.

Live Music at Galloway's
2025-11-07 17:00 - 19:00, 2025-11-08 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.

Run and Roam Fridays at The Plant
2025-11-07 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 Piano Music at The Sycamore
2025-11-07 18:00 - 21:00, 2025-11-08 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.

Live Music: Vinyl Vibes at Havoc
2025-11-07 18:00 - 21:00 | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Havoc Brewing Company presents Live Music with Vinyl Vibes on Fri, Nov 7, 6pm-9pm. Bus Stop Melts food truck will be on-site at Havoc 5pm-9pm.
This event is free and takes place indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Pour and Sip - Massage Candle Making Class
2025-11-07 19:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join Starrlight Mead and Essence 4 You Candles for a Pour and Sip – Massage Candle Making Class on Fri, Nov 7, 7pm-9pm. Self-care meets creativity in this hands-on, sensory experience. In this workshop, you’ll learn to create your own luxurious massage candle—a soy-based candle that melts into warm, nourishing body oil perfect for soothing the skin and relaxing the senses.
Registration is $60 per person and includes:

All materials and supplies.
Step-by-step instructions.
A finished massage candle to take home.
Light refreshments and a glass of mead.

This class is ideal for candle enthusiasts, creatives, and anyone seeking to unwind and discover the benefits of natural body care. Adults 21 and older only, please. Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

The Mocha Market
2025-11-08 08:00 - 14:00 | Mystic Mocha, 111 Siler City Crossing, Siler City, 27344, United States
Come out to Mystic Mocha in Siler City for The Mocha Market on Sat, Nov 8, 8am-2pm. Enjoy your favorite drink while you shop from local vendors.
See more events at Mystic Mocha.

Chatham Mills Farmers Market
2025-11-08 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.

Annual Sip and Shop Market at MOSAIC
2025-11-08 12:00 - 16:00 | Philip H. Kohl MOSAIC Family Commons, 457 Freedom Parkway, Pittsboro, NC, 27312, United States
Join MOSAIC at Chatham Park for their Annual Sip and Shop Market on Sat, Nov 8, 12pm-4pm. This special event invites guests to sip a refreshing beverage, savor delicious food, and shop locally from 30+ talented vendors. Get a head start on purchasing holiday gifts and enjoy the lively tunes of local band Mix Tapes, performing on the Tommy Edwards Stage powered by Brightspeed. The band offers an eclectic mix of upbeat songs, spanning from country to rock and classic to current hits.
This event is FREE and open to the public, but registration is required. Register here. This event is held outdoors on the Philip H. Kohl MOSAIC Family Commons. See more events hosted by MOSAIC at Chatham Park.

Native American Gathering at Deep River Park
2025-11-08 12:00 - 17:00 | Deep River Park and Camelback Truss Bridge, 3485 R Jordan Road, Gulf, 27330, United States
Join Deep River Park and Camelback Truss Bridge for a Native American Gathering on Sat, Nov 8, 12pm-5pm. The day will feature Native dancing, music, storytelling, exploring Native culture, food trucks, vendors, a bonfire, and an oral history recording. This event will take place outdoors on the banks of the beautiful Deep River. Please bring a blanket or chair. Admission is $10 per person and free for children ages 12 and younger.
Deep River Park/Camelback Bridge is a privately owned park, open to the public. Deep River Park Association depends solely on donations and grants to maintain both the Camelback Bridge Park and Carbonton Dam Park. All proceeds from this event go to preserve their parks.
See more Chatham Sports Alliance events.

Free Wine Tastings at The Belted Goat
2025-11-08 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 every Saturday, 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.

Holiday Ornament Painting Party at Starrlight
2025-11-08 14:00 - 16:00 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
Get crafty (and a little sippy) with Starrlight Mead’s Holiday Ornament Painting Party on Sat, Nov 8, 2pm-4pm. Led by Maria from Flutter Tree Ridge, you’ll paint three wooden ornaments to deck your tree and enjoy a glass of mead and cider for inspiration. Laughter, creativity, and holiday spirit guaranteed!
The cost is $40 per person and includes all necessary supplies and one beverage from Starrlight Mead. This class takes place indoors. No pets allowed. Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Movie Night: Forever Home NC Premiere!
2025-11-08 16:30 - 18:30 | Piedmont Farm Animal Refuge, 7236 US Hwy 87 N, Pittsboro, NC, 27312, United States
Join Piedmont Farm Animal Refuge for a Movie Night: Forever Home NC Premiere on Sat, Nov 8, 4:30pm-6:30pm. Forever Home, the new documentary about PFAR’s mission and approach to animal-centered design, is having its North Carolina Premiere at the refuge! Their anticipation for the film has been steadily building, and they’re beyond excited to finally see it and share it with the community. Attendees will have the opportunity to participate in a Q&A with director Allison Argo and enjoy vegan food from Ethio-Indi and Cake Slayer.
Please email them at info@piedmontrefuge.org or call them at 919.533.4013 if you have any additional questions about this event.
Piedmont Farm Animal Refuge (PFAR) is a nonprofit organization that rescues farm animals in need, educates people about the cruelty of factory farms, and promotes veganism by offering knowledge, support, and community to individuals interested in living cruelty-free lifestyles.

Live Music: The Hoots
2025-11-08 17:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with The Hoots on Sat, Nov 8, 5pm-7pm. The Hoots are a Raleigh, NC “y’allternative” band playing a blend of Southern, Alternative, and Folk Rock with a dash of Blues and Country sprinkled on top. The band members are:

Howard Longino (Guitar/Vocals).
Barry Bates (Drums/Vocals).
Will Marin (Keys/Guitar/Vocals).
Steve Msarsa (Bass/Guitar/Vocals).
Earl Schreyer (Guitar/Bass/Vocals).

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. 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. This event is free! See all events at The Plant.

Live Music: D.W. and The Spirit Kings at Havoc
2025-11-08 18:00 - 21:00 | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Havoc Brewing Company presents Live Music with D.W. and The Spirit Kings on Sat, Nov 8, 6pm-9pm. Pig & Cow food truck will be on-site at Havoc 3pm-9pm.
This event is free and will take place both indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Fundraiser to Support St. Ann, Jamaica
2025-11-09 12:00 - 17:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join Kingston 99 Kitchen and The Plant for a Fundraiser to Support St. Ann, Jamaica on Sun, Nov 9, 12pm-5pm. In late October, Hurricane Melissa devastated rural farming communities in St. Ann, destroying 70% of the homes and 80% of the farms, leaving families without shelter, crops, or a reliable income. This community event — led by Kingston 99’s Jason Rhoden (hails from the St. Ann community) — brings neighbors together to learn, connect, and give what they can toward recovery.
There will be a vendor market and live music, along with food and drinks available for purchase from tenants at The Plant. Every dollar raised supports food, seeds, building materials, and essential supplies. If you can’t attend in person, you can donate directly to the GoFundMe supporting families in John Reid, Cuffridge, and Davis Town, St. Ann.
This event takes place indoors and outdoors. 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. Well-behaved, leashed pets are allowed. See all events at The Plant.

Live Music: Sonic Blues
2025-11-09 13:00 - 16:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Sonic Blues. Experience the fusion of Blues, Rock, Jazz, Soul, and Rhythm and Blues. Based in Raleigh/Durham, NC, Sonic Blues brings the ultimate live music experience. Performances take place on the following dates:

Fri, Jul 18, 6pm-9pm.
Sun, Nov 9, 1pm-4pm.

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.

Dried Flower Pumpkin Centerpiece Workshop
2025-11-09 14:00 - 15:30 | For Garden’s Sake, 9197 Hwy 751 S, Durham, NC, 27713, United States
Join For Garden’s Sake for a Dried Flower Pumpkin Centerpiece Workshop on Sun, Nov 9, 2pm-3:30pm. Anya McBrayer, owner of One Fun Gal Flowers, will lead this creative, hands-on workshop where you’ll design your own stunning dried flower pumpkin centerpiece. Using a large, locally grown pumpkin as your base, you’ll have access to a beautiful variety of locally grown dried flowers to customize your arrangement and make it uniquely yours. Perfect for adding a touch of rustic charm to your home, this centerpiece will be the highlight of your Thanksgiving table—or a thoughtful handmade gift. During your course, Anya will also share insights into the flowers used in class, from the drying process to their special seasonal qualities. Come ready to create, learn, and leave with a gorgeous, long-lasting piece celebrating fall’s natural beauty! Centerpieces should last for 2-3 months.
The fee for this class is $80 per person and includes all necessary supplies, light snacks, and one mimosa or non-alcoholic drink per guest. Payment at the time of registration is required to hold your spot. This event takes place indoors at The Robin’s Nest. Free parking is available on-site. Pets are not allowed. See more events at For Garden’s Sake.

Opinionation Trivia at Hops and Berry
2025-11-10 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come to Hops and Berry-Pittsboro for Opinionation Trivia every Monday, 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.

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.

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.

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.

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.

Pittsboro on the Patio
2025-11-12 08:30 - 10:00 | West End Kitchen and Catering, Pittsboro, North Carolina, 27312, United States
Join West End for Pittsboro on the Patio hosted every Wednesday, 8:30am-10am. During this community mixer event, enjoy complimentary fresh coffee from Pittsboro’s own Aromatic Roasters on the West End patio while meeting and creating great conversations with community members and leaders.
See more events at West End Kitchen and Catering.

Growers & Makers Market
2025-11-12 15:00 - 18:00 | Siler City Growers and Makers Market, East 3rd Street, Siler City, North Carolina, 27344, United States
The Growers and Makers Market takes place Wednesdays starting Mar 26-Oct, 4pm-7pm and Nov-Dec, 3pm-6pm at 420 East 3rd Street, Siler City, NC 27344, rain or shine. The market specializes in showcasing local growers, makers, and entrepreneurs.
Can’t get to market until later in the day? Do you want to guarantee you get the products you want before they’re sold out? Contact their vendors directly and pre-order! Visit their website for weekly market updates and vendor information.
Interested in joining them as a vendor? Email Gina at silercitygrowersandmakersmkt@gmail.com for more information or visit their website to download an application.

Trades Together | Network In Action
2025-11-12 17:00 - 18:30 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Trades Together | Network in Action, hosted every second Wednesday, 5pm-6:30pm at Hops and Berry Pittsboro, is a locally led mastermind group for business owners in the trades, and you’re invited! Come as the Chatham County Chamber of Commerce’s guest to learn more about this exclusive group explicitly designed for trades business owners who want to run a stronger, more profitable business. Through this group, you’ll gain:

Real-world advice and proven growth strategies.
Solutions to common challenges like hiring, scheduling, cash flow, and marketing.
Increased visibility with a guaranteed ROI if you choose to join the Trades Together annual membership.
A strong network so you’re no longer doing it all alone.

Network In Action is not just another networking group. They offer a results-driven mastermind with tools, coaching, and connections that help you actually grow your business. Register now and take the first step toward building a more profitable business with the support of people who get it.

Trades Together is a membership-based networking group run by Stephanie Klein with Network In Action. The Chatham Chamber is a proud partner of this program. To attend as their guest, please use this link to register.

This event takes place indoors at Hops & Berry Pittsboro. This space is ADA-compliant. No pets allowed. Hops & Berry Pittsboro is part of MOSAIC at Chatham Park. See more events at MOSAIC at Chatham Park.
