Pub Trivia at Doherty's
2025-09-30 19:00 - 21:00 (America/New_York) | 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.

Blues Jam at The MOD
2025-09-30 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 Tuesday, 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.

Coffee Klatch at Bynum Front Porch
2025-10-01 07:00 - 10:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Start your day with good coffee or tea and great conversation at Weekly Coffee Klatch with Bynum Front Porch Music, hosted every Wednesday, 7am-10am. Drop in for a warm cup, friendly faces, and casual community chats – everyone is welcome! Directions.
Year-round events, including a Christmas tree sale and a holiday bazaar. See a feature about geocaching in Bynum, produced by UNC-TV for NC Weekend and sponsored in part by the NC Division of Tourism, Film, and Sports Development.

Pittsboro on the Patio
2025-10-01 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.

Wake Up with The Chamber
2025-10-01 08:30 - 10:30 | Cowboy Cafe & Catering, North Dogwood Avenue, Siler City, North Carolina, 27344, United States
Make valuable connections for your business at Wake Up with The Chamber, hosted on the first Wednesday of each month, 8:30am-10:30am at Cowboy Cafe and Catering. Enjoy breakfast and networking with the Siler Area Chamber of Commerce. This event is $7 cash at the door or $8 online.

Tap Dancing - Intermediate
2025-10-01 11:30 - 12:30 | Chatham Grove Community Center, 1301 Andrews Store Road, Pittsboro, 27312, United States
Tap Dancing – Intermediate is for dancers who are ready to move their feet a bit faster and learn more complex choreography. If you have completed the beginner class or have prior experience and need a refresher, this class is for you. This class occurs every Wednesday, Sep 10-Oct 15, 11:30am-12:30pm. Registration opens Wed, Aug 15, and closes Mon, Sep 15.
This event is held indoors at the Chatham Grove Community Center by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is $60 per person. Ages 18+ are welcome. See more CCPRCR events.

Beginner Archery Clinic
2025-10-01 17:00 - 18:00 | Northwest District Park, 2413 Woody Store Road, Siler City, NC, 27344
In this Beginner Archery Clinic, participants will learn the basics of archery safety, equipment, and form from a USA Archery-certified coach. Personal bows may be used with the instructor’s permission. No experience is needed. All supplies are provided. This class occurs every Wednesday, Sep 10-Oct 22, 5pm-6pm. Registration opens Mon, Aug 4, and closes Tue, Sep 9.
This event is held indoors at the Northwest District Park by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is $50 per person. Ages 10+ are welcome. See more CCPRCR events.

79 West and Chatham Artists Guild Exhibition
2025-10-01 17:00 - 19:00 | 79° West, 120 Mosaic Blvd, Suite 120, Pittsboro, NC, 27312, United States
Don’t miss the 79° West and Chatham Artists Guild Exhibition on Wed, Oct 1, 5pm-7pm. 79° West will feature a diverse range of artworks created by Patricia Martin, Irena Cepullyte, Lara O’Keef, Anna Julian, Pamela Freese, and Laura Harris of the Chatham Artists’ Guild. During the reception, mingle around the MOSAIC Monthly Market held just outside their doors from 6pm-8pm. There will be artisan crafts, fresh produce, and live music. After the reception, head next door to the Hops and Berry Taproom for dinner and Music Bingo. Don’t miss this opportunity to support our community’s artists and the beautiful work they create!
This FREE indoor event is open to coworking members and the public. Part of MOSAIC at Chatham Park. See all events at MOSAIC.

Live Music at Galloway's
2025-10-01 17:00 - 19:00, 2025-10-02 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.

IBN Evening Social at Thirsty Skull PBO
2025-10-01 18:00 - 19:30 | Thirsty Skull Brewing – Pittsboro, 684 West Street, Pittsboro, NC, 27312, United States
After a long work day, unwind with friends and build your business referral network during monthly IBN Evening Socials at Thirsty Skull PBO. This event is hosted at Thirsty Skull Brewing – Pittsboro on the first Wednesday of every month, 6pm-7:30pm. Make sure to bring your business cards!
This meeting is free to attend. Food and drink are available for purchase (optional, not required, but you are encouraged to support the host establishment). Please bring a friend and a door prize (totally optional but fun). See more events at Thirsty Skull Brewing – Pittsboro. Part of the Chatham County Craft Beverages and Country Inns Trail.

Music Bingo at House of Hops
2025-10-01 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.

Monthly Markets at MOSAIC
2025-10-01 18:00 - 20:00 | MOSAIC at Chatham Park, 367 Freedom Parkway, Pittsboro, NC, 27312, United States
MOSAIC at Chatham Park hosts Monthly Markets every first Wednesday, Apr-Oct, 6pm-8pm. The MOSAIC Market aims to bring together a diverse array of handmade goods, artisanal creations, and farm-fresh offerings in one dynamic and engaging space. The event includes local growers and makers, craft beverage vendors, food trucks, and a special live music guest. This event is not just a market; it’s a gathering of like-minded individuals committed to quality, sustainability, and the beauty of artisanal craftsmanship.
Featured Chatham County vendors include bmc brewing, Hops & Berry Pittsboro, Havoc Brewing Company, Tacos Paraiso, and Red Moose Brewing Company. Say hello to 79° West while you’re there! At MOSAIC’s Markets, they will be hosting bands at the Works Yard Stage each night to provide additional marketing efforts and engagement from the community to create high traffic. The musical guest lineup is listed below:

Wed, Apr 2, 6pm-8pm Dorian Devins, Register.
Wed, May 7, 6pm-8pm The Jive Bombers, Register.
Wed, Jun 4, 6pm-8pm Geoff McBride, Register.
Wed, Jul 2, 6pm-8pm Daniel DeLorenzo, Register.
Wed, Aug 6, 6pm-8pm Popcorn Blue Band, Register.
Wed, Sep 3, 6pm-8pm Brown Mountain Lightning Bugs, Register.
Wed, Oct 1, 6pm-8pm Organ Failure, Register.

Monthly markets are held in The Works Yard Paeso. See more events hosted by MOSAIC at Chatham Park.

Jazz Nights at The Sycamore
2025-10-01 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.

Intermediate Archery Clinic
2025-10-01 18:15 - 19:15 | Northwest District Park, 2413 Woody Store Road, Siler City, NC, 27344
In this Intermediate Archery Clinic, participants will advance their archery skills with instruction from a USA Archery-certified coach. Personal bows may be used with the instructor’s permission. All supplies are provided. Participants must have taken 2 classes with Coach Battle and/or have specific permission from the instructor. This class occurs every Wednesday, Sep 10-Oct 22, 6:15pm-7:15pm. Registration opens Mon, Aug 4, and closes Tue, Sep 9.
This event is held indoors at the Northwest District Park by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is $50 per person. Ages 10+ are welcome. See more CCPRCR events.

Wellness Wednesdays - Indoor Classes at Barre3
2025-10-01 18:30 - 19:30 | Barre3 Chatham Park, Mosaic Boulevard, Pittsboro, North Carolina, 27312, United States
Join MOSAIC at Chatham Park for Wellness Wednesdays – Indoor Classes, hosted select Wednesdays, Jul-Oct, 6:30pm-7:30pm.
This event, hosted by Barre3 Chatham Park, is FREE and open to the public, but registration is required. See the full schedule below and find your link to register:

Wed, Jul 2, 6:30pm-7:30pm Register.
Wed, Jul 9, 6:30pm-7:30pm Register.
Wed, Jul 16, 6:30pm-7:30pm Register.
Wed, Jul 23, 6:30pm-7:30pm Register.
Wed, Jul 30, 6:30pm-7:30pm Register.
Wed, Aug 6, 6:30pm-7:30pm Register.
Wed, Aug 13, 6:30pm-7:30pm Register.
Wed, Aug 20, 6:30pm-7:30pm Register.
Wed, Aug 27, 6:30pm-7:30pm Register.
Wed, Oct 1, 6:30pm-7:30pm Register.
Wed, Oct 8, 6:30pm-7:30pm Register.
Wed, Oct 15, 6:30pm-7:30pm Register.
Wed, Oct 22, 6:30pm-7:30pm Register.
Wed, Oct 29, 6:30pm-7:30pm Register.

Bring a water bottle. A water fountain is located behind the stage. Fitness equipment will be provided. Food and beverages are available for purchase at MOSAIC. This event is held indoors at Barre3 Chatham Park. See more events hosted by MOSAIC at Chatham Park.

Open Mic Night at Fair Game Beverage Company
2025-10-01 18:30 - 21:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Call all performing artists! Fair Game Beverage Company, located at The Plant in Pittsboro, hosts its Open Mic Night on the first Wednesday of every month, 6pm-9pm. Bring your talent – originals, covers, comedy, stories, or poetry! Or just come spectate and listen to local artists. Hosted by Danny Whipple.
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.

Karaoke at Hops and Berry
2025-10-01 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.

Meds Instead of Meds
2025-10-02 12:00 - 13:30 | Chatham County Agriculture & Conference Center, 1192 US-64 W, Pittsboro, NC, 27312, United States
Meds Instead of Meds is a six-week series taught by Chatham County Cooperative Extension exploring the Mediterranean healthy eating style. Eating like those in the Mediterranean region has been shown to promote health and decrease the risk of many chronic diseases. The Mediterranean-style eating pattern incorporates the fundamentals of healthy eating that are traditionally practiced in countries bordering the Mediterranean Sea. The in-person series includes cooking demonstrations and taste tests!
Classes occur every Thursday, Sep 4-Oct 9, 12pm-1:30pm in the Cooperative Extension wing of the Chatham County Agriculture & Conference Center. Free parking is available at the venue.
See more events at CCACC.

Pittsboro Farmers Market
2025-10-02 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.

Run Club at Thirsty Skull PBO
2025-10-02 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.

Music at Roost Beer Garden
2025-10-02 17:00 - 19:00 | Fearrington Village, 2000 Fearrington Village Center, Pittsboro, NC, 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 Thursdays and Fridays, 5pm-7pm. Please double-check their website to confirm – events are moved indoors or postponed during some weather conditions impacting 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

Unisong: Guided Song Circle at NC Arts Incubator
2025-10-02 18:00 - 19:30 | NC Arts Incubator, 223 N Chatham Ave, Siler City, NC, 27344, United States
What medicine does your heart need? Join the NC Arts Incubator for Unisong: Guided Song Circle, hosted on the first Thursday of every month, 6pm-7:30pm. During this 90-minute journey designed for beginner and experienced singers alike, Unisong instructors will guide you through singing and movement that invite release, restoration, and healing of the heart.
See more events hosted by the NC Arts Incubator.

Opinionation Trivia at House of Hops
2025-10-02 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
2025-10-02 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.

Save The Duck - Fall 2025 Trunk Show
2025-10-03 10:00 - 17:00 | Dovecote Home and Garden, Nest, and Sprout, 240 Market Street, Pittsboro, NC, 27312, United States
Fri, Oct 3-Sat, Oct 4, 10am-5pm, Dovecote will host designer Save The Duck as part of their Fall 2025 Trunk Show series. Seth is back with Save the Duck, and he’ll be bringing along the men’s line as well! Seth received such a warm welcome last time that Dovecote couldn’t resist inviting him back. Speaking of warm, Save the Duck is a go-to collection for all things outerwear, while ~heartwarmingly~ upholding animal-friendly practices. Stylish and utilitarian, Save the Duck pieces are perfect for transitional layering. Stock up during their trunk show weekend!
Dovecote Home and Garden, Nest, and Sprout in Fearrington Village hosts trunk shows that afford one-on-one time with designers and opportunities to shop beyond their store offerings. Trunk Shows give you the chance to see an entire collection, not just what they bring in for the store, which means it is the only time that some sizes and colors are available in certain styles. Chatting with a rep or designer – the experts – gives you the best insight into what styles and sizes are perfect for you, so you can be sure you’re getting pieces that you’ll treasure forever. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Line Dancing Classes at Chatham Mills
2025-10-03 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.

Munson Law Planning Cafe
2025-10-03 12:00 - 14:00 | 79° West, 120 Mosaic Blvd, Suite 120, Pittsboro, NC, 27312, United States
Get the inside scoop with 79°West at this Munson Law Planning Cafe hosted on select Fridays, 12pm-2pm. This free open office hours program is here to help you tackle your legal questions in a casual, no-pressure setting. Typically held on the first Friday of each month (subject to change), 15-minute appointments for this event are made on a first-come, first-served basis.
December’s session will cover Estate Planning. They’ll be speaking with Holly Lux Sullivan of Heartwood Death Doula and Bereavement Care, which provides compassionate spiritual and emotional support to individuals facing critical or terminal illnesses and their loved ones.
Stay tuned for other topics covering:

Amending or creating wills.
Setting up or updating trusts (including special needs trusts).
Updating healthcare documents or a Power of Attorney.
Steps to starting an LLC for your business.

This indoor event is open to coworking members and the public. Part of MOSAIC at Chatham Park. See all events at MOSAIC.

Briar Chapel Farmers Market
2025-10-03 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
2025-10-03 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.
