Trades Together | Network In Action
2026-10-14 17:00 - 18:30 (America/New_York) | 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.

Poetry at The Plant
2026-10-14 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.
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.

Music Bingo at House of Hops
2026-10-14 18:00 - 20:00, 2026-10-21 18:00 - 20:00
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.

Jazz Nights at The Sycamore
2026-10-14 18:00 - 21:00, 2026-10-21 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.

Music Bingo at Havoc
2026-10-14 18:30 - 20:30, 2026-10-21 18:30 - 20:30 | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Havoc Brewing Company presents Music Bingo every Wednesday, 6:30pm-8:30pm. A rotating selection of food trucks is usually onsite 5pm-9pm.
This event is free and takes place indoors. 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.

Pittsboro Farmers Market
2026-10-15 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Pittsboro Farmers Market is open year-round with select items from within a 50-mile radius of the market. They are open Thu, 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, Fiddlehead Farm, In Good Heart Farm, and Vortex Roasters. Many chefs behind our area’s restaurants network with Pittsboro Farmers Market vendors, including Kingston 99 Kitchen, Postal Fish Company, and West End Kitchen & Catering. Market rules.

Run Club at Thirsty Skull PBO
2026-10-15 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
2026-10-15 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
2026-10-15 18:00 - 21:00, 2026-10-16 18:00 - 21:00, 2026-10-17 18:00 - 21:00, 2026-10-20 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
2026-10-15 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.

Briar Chapel Farmers Market
2026-10-16 16:00 - 18:00 | Briar Chapel
Briar Chapel Farmers Market is a recent endeavor, established at the beginning of 2023. Come to the Green of Great Meadow Park every Friday, 4pm-6pm, for healthy, wholesome food and farm products! See the complete list of vendors here. On the last Friday of every month, they host an Artisan Market featuring a diverse range of vendors from within and outside the community.
Briar Chapel Community Association (BCCA) is a homeowner-controlled, planned community in Chapel Hill, North Carolina. As an award-winning community, Briar Chapel offers resort-style amenities, thoughtfully designed homes, social events, beautiful trails, and more.

Weekly Free Tastings at Vino!! Wine Shop
2026-10-16 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.

3rd Friday Artist Receptions
2026-10-16 17:00 - 20:00 | Pittsboro Gallery of Arts, 44 Hillsboro Street, Pittsboro, NC, 27312, United States
Pittsboro Gallery of Arts is pleased to announce the return of 3rd Friday Artist Receptions. Each month, they highlight a new artist and offer an opportunity to meet them and ask about their work. Beverages and snacks will accompany. These events are held every third Friday, 5pm-8pm. Featured artists are announced on their Facebook Page.
See more Pittsboro Gallery of Arts events.

Pittsboro's Finally Fridays Art Walks
2026-10-16 17:00 - 20:00 | Pittsboro, Pittsboro, NC, 27312, United States
Pittsboro’s Finally Fridays Art Walks are held every Third Friday, 5pm-8pm, in downtown Pittsboro (Hillsboro Street and Pittsboro’s Social District). This FREE, family-friendly monthly event highlights Pittsboro’s vibrant downtown and artistic community. Shops spill onto the sidewalks, creating a festive atmosphere. Community artists form Art Pods with a boho vibe. Experience Pittsboro Finally Fridays Arts Walk through the eyes of its beloved sheep mascot, who is small in stature but full of personality.
This event is free to the public and participating artists. Events for 2025 will be held on the following dates:

Fri, Aug 15, 5pm-8pm.
Fri, Sep 19, 5pm-8pm.
Fri, Oct 17, 5pm-8pm.
Fri, Nov 21, 5pm-8pm.
Fri, Dec 19, 5pm-8pm.

Downtown Pittsboro celebrates the ”Spirit of the Holly Days” during its December Finally Fridays Arts Walk. Holly’s sharp leaves stand for strength, and its red berries signify warmth. Streets are decorated with holly and festive garlands, welcoming everyone to enjoy local art and seasonal togetherness. The holly days spirit in Downtown Pittsboro is more than just festive décor—it’s a celebration of generosity, gratitude, and togetherness that fills the area with light, laughter, and connection during its Finally Fridays Arts Walk.
This FREE, family-friendly event takes place outdoors along the streets and sidewalks of downtown Pittsboro. There are no fees to participate. Downtown Pittsboro and its businesses have typical ADA accommodations. Parking is free and available within walking distance to the event. Leashed pets are encouraged, and costumes are encouraged for people and pets! Select Downtown Pittsboro shops will remain open until 8pm for this event. See more Downtown Pittsboro events.

Karaoke at Thirsty Skull
2026-10-16 19:00 - 21:00 | Thirsty Skull Brewing, 915 N Second Ave, Siler City, NC, 27344, United States
Join Thirsty Skull Brewing – Siler City on the third Friday of each month, 7pm-9pm for Karaoke with JV Jams.
See all events at Thirsty Skull Brewing. Part of the Chatham County Craft Beverages & Country Inns Trail.

Free Wine Tastings at The Belted Goat
2026-10-17 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.

Pour House Trivia at Havoc
2026-10-19 19:00 - 21:00 | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Havoc Brewing Company presents Pour House Trivia every Monday, 7pm-9pm – now in a fun, more interactive trivia format! Win great prizes and enjoy craft beer with friends. Themes are announced on their Facebook page. A rotating selection of food trucks is usually onsite 5pm-9pm.
This event is free and takes place indoors. 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.

Opinionation Trivia at Hops and Berry
2026-10-19 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.

Fearrington Farmers Market
2026-10-20 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, friendly atmosphere that encourages healthy, happy lifestyles and living.
Fearrington Farmers Market has over three 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 In Good Heart Farm and bmc brewing. See their full list of vendors.
Come early if you’d like to look over what is being offered; sales begin at the scheduled time with the ring of 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. Rain or shine.

IBN Evening Social in Siler City
2026-10-20 18:00 - 19:30 | Thirsty Skull Brewing, 915 N Second Ave, Siler City, NC, 27344, United States
Join Thirsty Skull Brewing every Third Tuesday, 6pm-7:30pm for an IBN (Incredible Business Networking) Evening Social led by Teresa Rodriguez of MPowerTrade and Britt Brandon of She Rises & Thrives.
After a long day at work, there’s nothing better than unwinding with friends and building your business referral network! Bring some business cards and meet up for a fun, FREE night of casual business networking. Food and drink are available for purchase (optional, not required). Please bring a friend and a door prize too (totally optional, but fun)! All are invited to attend and promote their business, products, and services as well as meet new referral contacts.
Thirsty Skull Brewing is Part of the Craft Beverages and Country Inns Trail. See more events at Thirsty Skull Brewing – Siler City.

Run Club at House of Hops
2026-10-20 18:00 - 20:00
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
2026-10-20 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.

Wake Up Wednesday at Carolina Brewery
2026-10-21 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.
See more events at Carolina Brewery & Grill.

Pittsboro on the Patio
2026-10-21 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.
