Weekly Free Tastings at Vino!! Wine Shop
2026-04-10 17:00 - 19:00 (America/New_York) | 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.

Live Piano Music at The Sycamore
2026-04-10 18:00 - 21:00, 2026-04-11 18:00 - 21:00, 2026-04-14 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.

Wheelhouse Music Sessions: Jennifer Curtis + Gabriel Pelli
2026-04-10 19:00 - 21:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant and Fair Game Beverage Company in Pittsboro’s new listening room for Wheelhouse Music Sessions: Jennifer Curtis + Gabriel Pelli on Fri, Apr 10, 7pm-9pm. Jennifer Curtis and Gabriel Pelli return to the Wheelhouse! If you missed their December show, you want to be here for this one!

Jennifer Curtis, an internationally acclaimed violinist, composer, and improviser described as a “multi-genre maverick.” She has performed as a soloist at Carnegie Hall and major venues around the world, collaborated with leading composers, and appeared at festivals across the U.S., Europe, and South America. Jennifer teaches violin at Duke University, performs with the North Carolina Symphony, and plays a 1777 Vincenzo Panormo violin.
Gabriel Pelli is a lifelong musician and educator based in Chapel Hill. Originally from Zurich, Switzerland, Gabriel has spent over 25 years teaching and performing throughout the Triangle, bringing music into schools, festivals, and hospitals, and performing with a wide range of ensembles.

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. The event takes place indoors, and the admission cost is $30 per person. 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. Pets are not allowed. See all events at The Plant.

Chatham Mills Farmers Market
2026-04-11 08:00 - 12:00 | Chatham Mills, 480 Hillsboro Street, Pittsboro, NC, 27312, United States
Chatham Mills Farmers Market takes place every Sat, Apr-Oct, 8am-12pm and Nov-Jan, 10am-1pm. It’s a growers-only market featuring fresh veggies, fruits, meats, eggs, baked goods, preserved foods, perennial plants and garden starters, handmade crafts, and more. Takes place in the front parking lot and the lawn in front of Chatham Mills.
Vendors include Chatham Oaks Farm. Sponsors include Chatham Marketplace, Country Farm & Home, French Connections, and New Horizons Downtown.
Interested vendors should fill out the applicable form and mail it, along with the application fee, to Chatham Mills Farmers’ Market, PO Box 1571, Pittsboro, NC 27312. If you would like to attend the market as a visiting vendor during one of their special events, contact the Market Manager at cmfmmanager@gmail.com about signing up – no formal application is required. See more events at Chatham Mills.

Open Barn at Celebrity Dairy
2026-04-11 12:00 - 17:00 | Celebrity Dairy, 146 Celebrity Dairy Way, Siler City, NC, 27344, United States
You do not want to miss The Inn at Celebrity Dairy’s annual Open Barn hosted every Saturday, Feb 14-Apr 18, 12pm-5pm. Explore the barn, scratch a mama goat behind the ears, and cuddle with some adorable baby goats. This is a great opportunity to learn more about small farm life, with plenty of fun for the whole family. The price is $10 per person at the gate, with kids ages 2 and under receiving free admission. The Inn offers homemade lunch and other goodies for sale (including vegetarian options) for an additional cost.
Open Barns are rain or shine, so if it’s cold, make sure to bundle up, and if it’s wet, wear your boots! Most of the event takes place under cover (and the baby goats will help keep you warm)! Free parking is available on-site. No pets are allowed.
Book a stay at the inn to get in on all the baby goat fun, including daily baby bottle feedings! 2-hour private barn tours are also available throughout the season (February-April 2026). Celebrity Dairy will guide you through how to feed the goats and answer all your goat-related questions. Bookings are $225 for groups of up to 15 and $15 per additional guest. Your private tour includes a free cup of goat gelato, with cheese samplers available for an additional cost.
Please note that no open barn will take place on Sat, Mar 28 – come see Celebrity Dairy and celebrate Chatham County agriculture at Spring Ag Fest 2026.
Part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at The Inn at Celebrity Dairy. Book your stay.

Free Wine Tastings at The Belted Goat
2026-04-11 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 select Saturdays, 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.

Art Reception with Viktor Kramarenko
2026-04-11 13:00 - 16:00 | Smelt Art Gallery, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for an Art Reception with Viktor Kramarenko on Sat, Apr 11, 1pm-4pm at Smelt Art Gallery. This reception features local artists like Alla Chernata, Polina Kolomoiets, and Maryna Kapustina, as well as artists living in Ukraine: Oleksandr Oparii, Olesia Vakulenko, Oleksandr Andriev, and Vasyl Khodakivsky.
Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing (located within the gallery), 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. 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. Pets are not allowed. See all events at The Plant.

Live Music at Galloway's
2026-04-11 17:00 - 19:00, 2026-04-15 17:00 - 19:00, 2026-04-16 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.

Wheelhouse Music Sessions: Julie Lambert and The AlphaGal Quartet
2026-04-11 19:30 - 21:30 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant and Fair Game Beverage Company in Pittsboro’s new listening room for Wheelhouse Music Sessions: Julie Lambert and The AlphaGal Quartet on Sat, Apr 11, 7:30pm-9:30pm. Julie Lambert and the AlphaGal crew return to the Wheelhouse, this time as a Quartet! Get ready for an intimate evening of groovy jazz, vintage Brazilian, French, and more!
What would happen if a guardian of jazz guitar pomp and grandeur, with space-time to kill, met a lion-tamer with a multi-colored bass and a comet to chase, a percussion-temperature raiser in the mood for sailing, and an American-born French singer-songwriter longing for her original spiraling roots? They would call it Julie Lambert and the AlphaGal Quartet, and they want you to discover the result of this chemical reaction along with them at their upcoming show!
Meet your performers:

Lead vocalist Julie Lambert enjoys interpreting and scatting around jazz standards, playing the part of the characters in each song, no matter how corny.
Guitarist and vocalist Dave Smith enjoys playing jazz and anything he can sing harmonies on.
Percussionist Robert Cantrell enjoys finding the intersections of Afro-Caribbean and American Pop music and exploring how each informs the other.
Acoustic bassist Jim O’Keefe enjoys hopping from one traditional style to another, his bass, his pogo stick.
Saxophonist Stephen Cowles plays the flute and musical saw in addition to the saxophone, bringing with him a musical blend of upbeat swing, blues, Americana, and New Orleans-influenced sounds.

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. The event takes place indoors, and the admission cost is $30 per person. 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. Pets are not allowed. See all events at The Plant.

Live Music: Blackwood Sunshine
2026-04-11 19:30 - 21:30 | City Tap, 89 Hillsboro Street, Suite B, Pittsboro, NC, 27312, United States
Join The City Tap for Live Music with Blackwood Sunshine on Sat, Apr 11, 7:30pm-9:30pm. On Saturdays, enjoy $3.50 mimosas or a bottle for $12.50, with your choice of orange, pineapple, cranberry, or grapefruit juice.
This event takes place at The City Tap. There is no cover charge for this event, but tipping the musicians is recommended. The patio is wheelchair-accessible from the back of the building. There is a lift to the second floor, and the service area is located on the secondary staircase that connects to the patio. See all events at City Tap.

Live Music: Blackwood Sunshine
2026-04-12 12:00 - 15:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Blackwood Sunshine on Sun, Apr 12, 12pm-3pm. Internationally touring songwriter Stephen Sunshine has always kept a special place in his heart for Pittsboro and his collaboration with local guitar hero Shannon Blackwood. Together, they playfully explore the sounds of American music. Hailing from Brooklyn, NY, Sunshine’s voice and stories provoke introspection as they lay right into Blackwood’s atmospheric North Carolinian guitar sound. If you’re a fan of live music, it’s likely you’ve heard Blackwood performing in groups like Waking Up Moe, The Walkers, and Tim Stambaugh.
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.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they have to cancel, they will do so as far in advance as possible. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. 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. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music: School of Rock
2026-04-12 16:00 - 19:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with School of Rock on Sun, Apr 12, 4pm-7pm. Come out and see these extremely talented young musicians! The School of Rock Chapel Hill House Band is composed of the most talented High School and Middle School students in Chapel Hill’s 350-student roster! This audition-based group plays local and regional events throughout the year, and has toured up and down the East Coast, and more recently in Seattle and Denver. Playing a broad set of classic rock covers and newer music, this band brings ROCK & ROLL passion and joy to every stage and show that they play!
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.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they have to cancel, they will do so as far in advance as possible. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. 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. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Euchre Mondays at bmc
2026-04-13 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
2026-04-14 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
2026-04-14 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.

Music Bingo at Hops and Berry
2026-04-14 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
2026-04-14 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.

Coffee Klatch at Bynum Front Porch
2026-04-15 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 at the Historic Bynum General Store. 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. See more events at Bynum General Store.

Wake Up Wednesday at Carolina Brewery
2026-04-15 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.
This event takes place indoors. The bottom floor of the brewery is wheelchair-accessible, including entrances, parking, and restrooms. See more events at Carolina Brewery & Grill.

Growers & Makers Market
2026-04-15 16:00 - 19:00 | Siler City Growers and Makers Market, East 3rd Street, Siler City, North Carolina, 27344, United States
The Growers and Makers Market takes place Wednesdays starting Mar 25-Oct, 4pm-7pm and Nov-Dec, 3pm-6pm at 420 East 3rd Street, Siler City, NC 27344, rain or shine. The market specializes in showcasing local growers, makers, and entrepreneurs.
Can’t get to market until later in the day? Do you want to guarantee you get the products you want before they’re sold out? Contact their vendors directly and pre-order! Visit their website for weekly market updates and vendor information.
Interested in joining them as a vendor? Email Gina at silercitygrowersandmakersmkt@gmail.com for more information or visit their website to download an application.

Music Bingo at House of Hops
2026-04-15 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.

Crokinole at Fair Game
2026-04-15 18:00 - 20:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Try your hand at an obscure Canadian board game with Crokinole at Fair Game Beverage Company, hosted every third Wednesday, 6pm-8pm in the Wheelhouse. Crokinole is a classic Canadian tabletop game — think shuffleboard meets curling, shrunk onto a round wooden board. It’s easy to learn in a single round and genuinely fun whether you’re a first-timer or a seasoned shooter, and newcomers are always welcome.
Here’s how it works: Two players (or four, in teams) sit across from each other and take turns flicking small wooden discs from the outer edge toward the center of the board. The bullseye is a recessed hole in the middle worth 20 points; concentric scoring rings count for less the farther out you land. Guarding the center is a ring of eight small pegs that your disc has to navigate around.
If your opponent has any discs on the board, your shot has to hit one of them. Miss, and your disc is removed. If the board is clear, you have to land inside the innermost peg ring, or your disc comes off. So every turn is a choice between attacking your opponent’s pieces and quietly racking up points of your own. Discs are scored once all of them have been played, and the higher total wins the round.
Come early to 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.
Free parking is available on-site. This free event takes place indoors in the Fair Game Wheelhouse. Leashed, well-behaved pets are allowed outside; pet policies indoors vary by individual business. 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. See all events at The Plant. See all events at Fair Game Beverage Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Jazz Nights at The Sycamore
2026-04-15 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.

Karaoke at Hops and Berry
2026-04-15 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.

Pittsboro Farmers Market
2026-04-16 15:00 - 18:00 | Pittsboro Pop-Up Park, West Salisbury Street, Pittsboro, North Carolina, 27312, United States
The Pittsboro Farmers Market is open year-round and features select items from within a 50-mile radius. They are open every Thursday, 3pm-6pm at Pittsboro’s Pop-Up Park. 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.
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 farmers markets in our area.

Run Club at Thirsty Skull PBO
2026-04-16 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.
