Run Club at Thirsty Skull PBO
2025-11-06 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.

Opinionation Trivia at House of Hops
2025-11-06 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.

Live Piano Music at The Sycamore
2025-11-06 18:00 - 21:00, 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.

Blues Jam at The MOD
2025-11-06 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.

Weekly Free Tastings at Vino!! Wine Shop
2025-11-07 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.

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 Music: Vinyl Vibes at Havoc
2025-11-07 18:00 - 21:00 | North Carolina
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.

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.

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: D.W. and The Spirit Kings at Havoc
2025-11-08 18:00 - 21:00 | North Carolina
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.

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.

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. 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.

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 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.

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

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 designed specifically for trade 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 Hops & Berry. See more events at MOSAIC at Chatham Park.

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. See more events at Fair Game Beverage Company. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.

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

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.

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.
