Live Music: KneeDeep
2025-05-30 18:00 - 20:00 (America/New_York) | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with KneeDeep on Fri, May 30, 6pm-8pm. KneeDeep is an acoustic trio doing originals and unique cover arrangements featuring 3-part vocal harmony. The styles are rooted in blues, country, folk, and jazz, and the songs are carefully arranged with excellent guitar and bass parts. Their sound ranges from rootsy Americana to bluesy jazz.
Jay Cunningham currently plays in Durham’s Claptones and Ukulele Orchestra. Rocky Kramm gained fame in Boston and Charlottesville as an outstanding solo performer. Dave Smith was a member of the Onyx Club Boys and Club Boheme, and currently plays with Tracy Lynn.
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.

Live Piano Music at The Sycamore
2025-05-30 18:00 - 21:00, 2025-05-31 18:00 - 21:00, 2025-06-03 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.

96.1 BBB Summer Jam Music Series at MOSAIC
2025-05-30 19:00 - 21:00 | Philip H. Kohl MOSAIC Family Commons, 457 Freedom Parkway, Pittsboro, NC, 27312, United States
Shag the night away at the 96.1 BBB Summer Jam Music Series at MOSAIC, powered by Brightspeed! Join MOSAIC at Chatham Park at the Tommy Edwards Stage for the ultimate beach music bash, courtesy of 96.1 BBB “Your Life. Your Music.” So grab your dancing shoes, join the shaggers on the dance floor, and dance like nobody’s watching! MOSAIC’s new dance floor is sponsored by the Sara Donaldson State Farm Insurance Agency.
The lawn opens at 6pm and the concert begins at 7pm. This event is FREE and open to the public, but registration is required. See the full schedule below and find your link to register:

Fri, Apr 18, 7pm-9pm Too Much Sylvia, Register.
Fri, May 2, 7pm-9pm The Entertainers, Register.
Fri, May 16, 7pm-9pm Band of Oz, Register.
Fri, May 30, 7pm-9pm Liquid Pleasure, Register.
Fri, Jun 13, 7pm-9pm The Castaways, Register.
Fri, Jun 27, 7pm-9pm The Embers, Register.
Fri, Aug 22, 7pm-9pm Back To School Bash: Chairmen of the Board, Register.

Anticipate bag checks and security screenings upon entry. Food or beverages purchased outside MOSAIC, weapons, and illegal substances are prohibited. Food and beverages will be available onsite for purchase – be prepared to present your receipt to event security. Bring a lawn chair or a blanket. Pets are welcome. This event is held outdoors on the Philip H. Kohl MOSAIC Family Commons. See more events hosted by MOSAIC at Chatham Park.

Repo! The Genetic Opera Watch Party
2025-05-30 19:00 - 21:00 | Koshu Sake, 193 Lorax Lane, Unit 5, Pittsboro, NC, 27312, United States
Join Koshu Sake for Repo! The Genetic Opera Watch Party on Fri, May 30, 7pm-9pm. Wear your finest goth attire, sing along to Zydrate Anatomy, and sip on a themed sake tasting while watching Repo! The Genetic Opera on an 85” TV. Reserve your spot and receive a 4-pour sake tasting upon arrival, thoughtfully selected to complement your favorite Repo! characters.
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. This event is $30.52 per person. Ages 21 and above are welcome; anyone under the age of 21 must be accompanied by a parent or legal guardian. See all events at The Plant.

LGBTQ+ Singles Night at The Plant
2025-05-30 19:00 - 21:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant and bmc brewing for another night of socializing with other singles at their LGBTQ+ Singles Night on Fri, May 30, 7pm-9pm. This will not be a typical speed dating event—the goal is to bring a group of singles together to socialize and meet other singles. They will have a variety of stations with activities and conversation cards. If you’d like to hang out, you’re welcome to do so as well! The food and beverage establishments at The Plant will be open for drinks and dinner. It’s going to be a great time! Participants must be at least 21 years of age.
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. Only leashed pets are allowed. This event is free, but registration is encouraged. See all events at The Plant.

Live Music: Bluegrass Battleship
2025-05-31 17:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Bluegrass Battleship on Sat, May 31, 5pm-7pm. The Bluegrass Battleship has had a ton of fun playing in the area for almost fifteen years now and has developed a loyal following. They feature tight, intricate harmonies and some pretty fine instrumental work as well. They have released one CD and have played gigs in the Adirondack mountain area and locally at Full Steam, Carrboro Music Festival, Bynum Front Porch, University Place, Johnny’s Coffee House, Chapel Hill Country Club, and many, many private and church events.
The band plays an eclectic assortment of acoustic music ranging from bluegrass to Beethoven. Included are Terry Baker on banjo and dobro, Scott Provan on Guitar, Catherine Grodensky on mandolin, Eileen Regan on Fiddle, Marc Alperin on bass, and vocalist Jane Provan.
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.

Aubert Chardonnay and Grand Cru Chablis Wine Dinner
2025-05-31 18:30 - 21:00 | 458 West Bed and Breakfast, 458 West St, Pittsboro, NC, 27312, United States
458 West B&B is excited to announce their Aubert Chardonnay and Grand Cru Chablis Wine Dinner on Sat, May 31, 6:30pm-9pm. The Aubert Chardonnays are some of the most allocated and highly sought-after wines in the USA. 458 West also loves top CA Chardonnay AND Chablis too! Two different sides of the Chardonnay spectrum – but it is possible to love them both! A couple of nice sparkling blanc de blanc Chardonnays round out the dinner.
The cost is $175 per person. Unfortunately, the Auberts are unavailable to purchase, but they will have special prices on the others.
MENU

Perrachon Cremant de Bourgogne: Goat cheese/taro fritters with warmed olives and arugula salad.
Grand Cru Chablis Course: Colin’s eggs poached with French ham, mushrooms, parsley, and white wine.

2020 Louis Moreau Chablis Valmur.
2020 Louis Moreau Chablis Clos.

Aubert Chardonnay Course: Pan-roasted salmon with citrus coconut sauce, young potatoes, and cauliflower.

2023 Aubert Chardonnay Eastside.
2023 Aubert Chardonnay Powder House.

Schramsberg Mirabelle Blanc de Blanc: Rice pudding with fresh pineapple.

458 West B&B is part of the Chatham County Craft Beverages and Country Inns Trail.

Vegan Eggs Cooking Class at PFAR
2025-06-01 11:00 - 14:00 | Piedmont Farm Animal Refuge, 7236 US Hwy 87 N, Pittsboro, NC, 27312, United States
Join Piedmont Farm Animal Refuge for a Vegan Eggs Cooking Class on Sun, Jun 1, 11am-2pm. During PFAR’s first cooking class of the year, you’ll learn how to craft delicious dishes with vegan eggs! Cooking instructor Monika Soria Caruso will walk you through the many different ways to incorporate plant-based egg substitutes into your cooking, and there will even be a tour to meet the rescued chickens! From quiches and omelettes to blueberry meringue muffins, sponge cakes, and gluten-free cupcakes…you’ll be making it all (and more) with healthy, plant-based ingredients!
The class will be at the Refuge Pavilion, and tickets are $20! There will be plenty of food samples to enjoy, as well as a packet of take-home recipes. Plus, everyone who attends will take home a free carton of vegan eggs from JUST Egg! Please email them at info@piedmontrefuge.org or call them at 919.533.4013 if you have any additional questions about this event. See more events at Piedmont Farm Animal Refuge.
Piedmont Farm Animal Refuge (PFAR) is a non-profit organization that rescues farm animals in need, educates people about the cruelties of factory farms, and promotes veganism by offering knowledge, support, and community to people interested in living cruelty-free lifestyles.

The Wanderer's Market
2025-06-01 12:00 - 16:00 | West End Kitchen and Catering, Pittsboro, North Carolina, 27312, United States
Join West End for The Wanderer’s Market hosted every first Sunday, May-Oct, 12pm-4pm. Markets include a new music guest each month, great food and drink from West End, and shopping at Finders and Seekers Emporium.
See more events at West End Kitchen and Catering.

Petal and Past at Reclamation
2025-06-01 12:00 - 16:00 | Reclamation, 102 Hillsboro St, Pittsboro, NC, 27312, United States
Join Reclamation for Petal and Past, your new favorite summer pop-up series! Reclamation is teaming up with Bradley Blue Vintage and Lion Hearts Homestead to bring you an eclectic, feel-good shopping experience featuring:

Vintage housewares from Reclamation, your amazing local host!
Mindfully curated clothing and trinkets from Bradley Blue Vintage.
Herbal sprays, floral bouquets, and body products from Lion Hearts Homestead.
Plus, rotating guest vendors throughout the season.

Events take place on the following dates:

Sat, Aug 16, 12pm-4pm.
Sat, Sep 20, 12pm-4pm.
Sat, Oct 18, 12pm-4pm.

Mark your calendar, bring a friend, and come see what’s blooming!

Paint and Sip at Starrlight Mead
2025-06-01 14:00 - 16:00 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
Cozy Panda Event Co is teaming up with Starrlight Mead to bring you a creative and fun-filled Paint and Sip afternoon on Sun, Jun 1, 2pm-4pm. Whether you’re a seasoned artist or just here for the laughs, Cozy Panda is all about good vibes, creativity, and making unforgettable memories. So, grab your friends, sip on some delicious mead, and let your imagination run wild while painting pottery! This class is $28.52 per person and includes a glass of mead, as well as all class materials.
Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music: Matt From Boston
2025-06-01 14:00 - 17:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Matt From Boston on Sun, Jun 1, 2pm-5pm. Matt from Boston began his music career at the age of 14 performing in dive bars around south Florida. Since then, he has played in countless venues across the East Coast and amassed over 100,000 streams of his original music, which he releases under the name Matt and the Skeleton Crew. A recent NC transplant, he is quickly gaining a reputation as a musician to watch out for.
Josh Varnes will be opening for him. Josh Varnes is a travel nurse from Texas. Josh has been playing, singing, and writing music for nine years. With music influences rooted in country, blues, and southern rock, he brings an authentic and raw sound to the stage.
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.

Live Music: The B-Sides
2025-06-01 15:00 - 17:00 | City Tap, 89 Hillsboro Street, Suite B, Pittsboro, NC, 27312, United States
Join The City Tap for Live Music with The B-Sides on Sun, Jun 1, 3pm-5pm.
This event takes place on the patio at The City Tap. There is no cover charge for this event, but tipping the musicians is recommended. See all events at City Tap.

Euchre Mondays at bmc
2025-06-02 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.

$10 Tuesday Tastings at Fair Game
2025-06-03 10:00 - 20:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Fair Game Beverage Company hosts $10 Tuesday Tastings every Tuesday, 10am-8pm. Come out on Tuesdays and enjoy a tasting of your choice of their housemade spirits, Whiskey, liquors, or NC beer/wine/cider flights.
This event takes place indoors. 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 but discouraged. See all events at The Plant.

Fearrington Farmers Market
2025-06-03 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
2025-06-03 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
2025-06-03 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
2025-06-03 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.

Blues Jam at The MOD
2025-06-03 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.

Wake Up with The Chamber
2025-06-04 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.

IBN Evening Social at Thirsty Skull PBO
2025-06-04 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
2025-06-04 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.

Monthly Markets at MOSAIC
2025-06-04 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
2025-06-04 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.

Raventos Spanish Wine Dinner at Vino!!
2025-06-04 18:30 - 20:30 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop on Wed, Jun 4, 6:30pm-8:30pm for a Spanish Dinner with Raventos Wines, an unforgettable food and wine experience from Spain! Marti Pujol, Export Director of Raventos I Blanc Wines, located in Barcelona, Spain, will be in the shop to represent their fabulous wines, which pair perfectly with the handcrafted meal prepared by Chef Regan Stachler.
Raventos Estate has been in the possession of the Raventos family since 1497, one of the longest documented wine-growing traditions in the world. Five centuries of dedication to the cultivation of the vineyard and a saga tied to the land, generation after generation. This dedication shines through in the wines!
The cost is $100 per person (all-inclusive, with tax and gratuity). Please call 919.542.3922 or email anna@vinowineshopnc.com to reserve your spot before Sat, May 31. There will be no refunds for cancellations after this date. Credit card information must be provided to hold the reservation.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Open Mic Night at Fair Game Beverage Company
2025-06-04 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
2025-06-04 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.
