Pittsboro-Siler City Convention & Visitors Bureau

New Year's Day Brunch at Carolina Brewery and Grill
2026-01-01 10:00 - 14:30 (America/New_York) | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Visit Carolina Brewery and Grill for a New Year’s Day Brunch on Thu, Jan 1, 10am-2:30pm. Enjoy all your made-from-scratch brunch favorites and unbeatable drink specials, including $2 Mimosas, $5 Bloody Marys, and $10 Mimosa Mason Jars. Offerings include chicken and waffles, breakfast burritos and tacos, biscuits and gravy, and a classic low-country breakfast. For reservations, visit their website or call the restaurant directly.
Carolina Brewery & Grill is wheelchair accessible on the first floor. Free parking is available in front of the restaurant. Pets are welcome on the heated patio, which features fire pits, too. Part of the Chatham County Craft Beverages and Country Inns Trail. See all events at Carolina Brewery & Grill.

Quiltmaker's Annual New Year's Open House
2026-01-01 13:00 - 16:00 | Quiltmaker Cafe, 75 W Salisbury St, Pittsboro, NC, 27312, United States
Join your community members and Quiltmaker Cafe for their Annual New Year’s Open House on Thu, Jan 1pm-4pm. Start 2026 right with desserts, games, and community at Quiltmaker’s future home (opening soon). This celebration is an Open-House, child-friendly event, so please stay for as long as you are able. Volunteer opportunities are available. Participating businesses include Circle City Ice Cream and bmc brewing.
No registration is required. Free parking is available on the street and in the public lot across the road. The space is ADA-compliant. No pets allowed.

Run Club at Thirsty Skull PBO
2026-01-01 17:00 - 18:30, 2026-01-08 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
2026-01-01 18:00 - 20:00, 2026-01-08 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.

Blues Jam at The MOD
2026-01-01 19:00 - 22:00, 2026-01-08 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.

Winter Art Sale at the Vineyard
2026-01-02 11:00 - 17:00, 2026-01-03 11:00 - 17:00, 2026-01-04 12:00 - 17:00, 2026-01-09 11:00 - 17:00 | FireClay Cellars, 1276 Bowers Store Rd, Siler City, NC, 27344, United States
Join FireClay Cellars for a Winter Art Sale at the Vineyard. Winter is a little more inspiring! Browse an eclectic exhibition of fine art from the collections of Kate Ladd, Lucy Harris, and Wilma Schroeder while sipping a glass of wine. They’ll be open throughout the winter for the following hours:

Fridays, 11am-5pm.
Saturdays, 11am-5pm.
Sundays, 12pm-5pm.

Free parking is available on site. The porch and first floor are ADA-compliant, with wheelchair-accessible parking. FireClay Cellars is part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at FireClay Cellars.

In With The New at Reclamation
2026-01-02 16:00 - 19:00 | Reclamation, 102 Hillsboro St, Pittsboro, NC, 27312, United States
Join Reclamation for their annual “In With The New” evening on Fri, Jan 2, 4pm-7pm. They will be closed starting Mon, Dec 29-Thu, Jan 1, and will re-open on Fri, Jan 2 at 4pm with lots of new inventory. Adult beverages, free-spirited drinks, snacks, and light appetizers will be provided. Come sip, shop, and kick off the new year with Reclamation!

Weekly Free Tastings at Vino!! Wine Shop
2026-01-02 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
2026-01-02 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.

2026 Winter "Snowcase" at The Skyroom
2026-01-03 15:30 - 19:00, 2026-01-04 15:30 - 19:00 | The Skyroom, Callies Haven Way, Moncure, North Carolina, 27559, United States
Grab your friends, families, and fiances, and join The Skyroom for a dazzling display of winter trends at their first-ever Winter “Snowcase” on Sat, Jan 3 and Sun, Jan 4, 3:30pm-7pm. Open to friends, family members, and vendors, you are welcome to come experience the magic of The Skyroom as it’s transformed into a Winter Wonderland! Natahsa, owner of Aisle & Co., and one of The Skyroom’s incredibly talented planning partners, has designed a day to remember. Come enjoy light bites, tasty drinks, and envision how you can bring your special day to life at The Skyroom. Couples and their guests are asked to wear neutrals (think kakis, creams, whites, browns, grays) for a special photo moment!
This event is free and will take place indoors. The Skyroom is ADA-compliant. No pets allowed. Free parking is available in front of the building. See more events at The Skyroom.

Sip n Stitch with Checkered Tulip
2026-01-03 18:00 - 20:30 | Checkered Tulip, 35 West Chatham Street, Pittsboro, NC, 27312, United States
Join Checkered Tulip for a Sip n Stitch workshop on Sat, Jan 3, 6pm-8:30pm. Grab your creativity and make a bag! In one fun session, you’ll whip up a chic clutch or a cute handbag with your choice of chain or webbing strap, plus an extensive fabric selection- everything you need is included. Beginners are absolutely welcome; Checkered Tulip will guide you every step of the way so you leave with a fabulous handmade bag and a big “I made this!” grin. The cost for this class is $64 per person and includes hot cocoa and tea.
At Checkered Tulip, you’ll be on a machine making your project from the get-go. Their instructors are there to help you bring your vision to life and give you one-on-one access to all the tricks and hacks that make your project a breeze. This event takes place indoors. See more events at Checkered Tulip.

Euchre Mondays at bmc
2026-01-05 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.

Fearrington Farmers Market
2026-01-06 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
2026-01-06 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.

Live Piano Music at The Sycamore
2026-01-06 18:00 - 21:00, 2026-01-08 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.

Music Bingo at Hops and Berry
2026-01-06 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
2026-01-06 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 with The Chamber
2026-01-07 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.

Music Bingo at House of Hops
2026-01-07 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.

Jazz Nights at The Sycamore
2026-01-07 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 Night at Fair Game Beverage Company
2026-01-07 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. See all events at Fair Game Beverage Company. Fair Game Beverage Company is part of the Chatham County Craft Beverages & Country Inns Trail.

Karaoke at Hops and Berry
2026-01-07 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. The taproom’s weekly Karaoke night turns its live-entertainment stage over to the crowd, where regulars and first-timers alike line up to belt out their favorites—whether that’s a power ballad, a crowd-singalong anthem, or a deep cut only you remember. With a supportive, come-as-you-are vibe, it’s as fun to cheer from a table as it is to step up and perform.
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.
