Live Piano Music at The Sycamore
2025-06-13 18:00 - 21:00, 2025-06-14 18:00 - 21:00, 2025-06-17 18:00 - 21:00, 2025-06-19 18:00 - 21:00 (America/New_York) | 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.

The Crow's Walk
2025-06-13 19:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
“The Crow’s Walk” is a NEW, two-person immersive bar musical about death, beer, and facing the music. Produced by the Blue Box Theater Company, this play is written to be performed in a bar setting, allowing guests to sip a glass of beer or a Fair Game craft cocktail while taking in this unique show. Tickets are available here. Performances take place on the following dates:

Fri, May 9, 8pm-9pm at bmc brewing.
Sat, May 10, 7pm-8pm at Fair Game Beverage Company.
Fri, Jun 13, 7pm-8pm at Fair Game Beverage Company.

This event is hosted 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.

Bynum Front Porch Music
2025-06-13 19:00 - 20:30 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
The Bynum Front Porch Music Series takes place every Friday, May-Aug, 7pm-8:30pm at the Historic Bynum General Store. You can park at the Bynum ball field or in the field adjacent to the store. Doors open at 6:30pm, and food trucks are on-site. Directions. There is an outdoor stage (and one indoors if it rains). No pets or alcohol. Admission is free.
Upcoming Music Schedule
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.

96.1 BBB Summer Jam Music Series at MOSAIC
2025-06-13 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.

Free Sake Tastings
2025-06-14 14:00 - 16:00 | Koshu Sake, 193 Lorax Lane, Unit 5, Pittsboro, NC, 27312, United States
Join Koshu Sake for Free Sake Tastings hosted on select weekends, April-October, 2pm-4pm. Sample new and unique sakes curated by their thoughtful team. Tastings will take place on the following dates:

Sat, Apr 19, 2pm-4pm The Hemparoo.
Sun, May 25, 2pm-4pm Strawberry Social.
Sat, Jun 14, 2pm-4pm Father’s Day Weekend.
Sat, Jul 19, 2pm-4pm.
Sat, Aug 23, 2pm-4pm: Koshu’s One-Year Anniversary. See details for Anniversary Luxury Sake Tasting.
Sat, Sep 27, 2pm-4pm MeadFest.
Sat, Oct 18, 2pm-4pm.

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 FREE. Ages 21 and above are welcome. See all events at The Plant.

Live Music: Smith & Lynn
2025-06-14 18:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Smith & Lynn on Sat, Jun 14, 6pm-8pm. Artrock? Indiepop? Folkrock? Experimental, for sure. Smith & Lynn craft each other’s songs into listenable, solidly written, recorded, and performed tunes that are not captured by any one genre or style of music.
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.

Purple Martin Dinner
2025-06-14 18:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join Kingston 99 Kitchen and Fair Game Beverage Company at The Plant for a Purple Martin Dinner on Sat, Jun 14, 6pm-8pm. This special dinner, celebrating the beneficial Purple Martin, will span three courses, provided by Kingston 99, and feature drinks by Fair Game. The evening will also include live music by Smith & Lynn. The cost is $50 per person plus applicable taxes and fees. Find the menu below:

Appetizer: Jam Rock Spring Rolls.
Entree: Choice of Jerk Chicken or Pork, or Vegetarian Reggae Pasta.
Dessert: Mango Sorbet.
Beverage Options: Purple Martini Cocktail, Red or White Wine, Draft Beer.

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. Please leave your pets at home. See all events at The Plant.

Blueberry Bonanza at The Plant
2025-06-15 12:00 - 17:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Get ready to celebrate all things blueberry with a Blueberry Bonanza at The Plant on Sun, Jun 15, 12pm-5pm. This vibrant festival is a tribute to the beloved berry, offering a day filled with delicious treats, refreshing beverages, live music, and all-around community fun! Highlights include:

Fresh Blueberries for Sale: Stock up on locally grown blueberries to enjoy at home or as gifts.
Blueberry Beer: Try a unique blueberry-infused beer!
Blueberry Cocktails: Savor handcrafted cocktails made with Fair Game Beverage Company’s homemade blueberry liqueur, blending sweet and tart flavors perfectly.
Blueberry Pie Baking Competition: Witness or participate in the friendly competition to crown the best blueberry pie baker in the area.

Whether you’re a blueberry enthusiast or simply looking for a fun day out, the Blueberry Bonanza at The Plant offers something for everyone. Don’t miss this opportunity to indulge in blueberry delights and celebrate community spirit.
If you’re interested in participating in the Blueberry Pie Competition, email lisa@theplantnc.com
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: Lee Gildersleeve & The Bad Dogs Blues Band
2025-06-15 13:00 - 16:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Lee Gildersleeve & The Bad Dogs Blues Band. Performances take place on the following dates:

Sun, Jun 15, 1pm-4pm.
Sat, Sep 13, 5pm-8pm.
Sun, Nov 16, 2pm-5pm.

Lee Gildersleeve was in the first wave of young blues rock guitarists that emerged in the 1960s’ blues revival. In over four decades of performing, Lee’s guitar playing has been featured with rock and roll legends Chuck Berry and Bo Diddley, rocker George Thorogood, rockabilly icon Sleepy La Beef, blues divas Koko Taylor and Marcia Ball, L.A. legend Stacy Robin, and scores of talents from coast to coast. His current band, the Bad Dogs, covers a wide range of material from Lowell Fulsom, Bo Diddley, Little Richard, Muddy Waters, and Rufus Thomas, along with many of his own original numbers. Jordan Lawrence of The Independent recently wrote, “If you’re looking for a lesson in how the blues first bled into rock ‘n’ roll, you’ll find a living demonstration in singer-guitarist Lee Gildersleeve.” As Bo Diddley said of Lee, “He gets it.” And you will too.
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.

Front Porch Music with Dylan Branson
2025-06-15 14:00 - 16:00 | FireClay Cellars, 1276 Bowers Store Rd, Siler City, NC, 27344, United States
Join FireClay Cellars for Front Porch Music with Dylan Branson on Sun, Jun 15, 2pm-4pm. FireClay is thrilled to welcome back local folk guitar singer and songwriter Dylan Branson for an intimate live performance. Dylan brings his original songs, written, composed, and performed with passion and soul.
FireClay Cellars is part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at FireClay Cellars.

Euchre Mondays at bmc
2025-06-16 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. No experience is needed. Monday is also $5 pint night at bmc brewing.
This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. 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
2025-06-17 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
2025-06-17 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, 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
2025-06-17 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.

Pub Trivia at Doherty's
2025-06-17 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
2025-06-17 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 Wednesday at Carolina Brewery
2025-06-18 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 with Chatham Pride Alliance
2025-06-18 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.

Music Bingo at House of Hops
2025-06-18 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
2025-06-18 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
2025-06-18 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.

Run Club at Thirsty Skull PBO
2025-06-19 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
2025-06-19 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

Wine Class – Italian Islands
2025-06-19 18:00 - 19:00 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join Fearrington Village for Wine Class – Italian Islands on Thu, Jun 19, 6pm-7pm. For their June wine class, they’re focusing on two overlooked yet fabulous destinations with a rich wine history – Sicily and Sardinia. These Mediterranean locales are known for beautiful landscapes, local cuisine, and a relaxing climate, but their wines are still a bit under the radar, which is an excellent opportunity to find value.
You’re invited to join Fearrington Wine Director Troy Revell to discuss quintessential local varietals like Vermentino, Cannonau, Nerello Mascalese, and Nero d’Avola. A few small bites from Chef Gagne are included, and wines tasted will be available for purchase at the end of the event. The class will take place on the Terrace behind The Fearrington House Restaurant.
This $75 all-inclusive wine class is non-refundable. If your plans have changed, please feel free to send a lucky friend in your place! Just send Fearrington an email with their name or have them bring your confirmation email.
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Opinionation Trivia at House of Hops
2025-06-19 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.

Chef's Dinner at West End
2025-06-19 18:00 - 22:00 | West End Kitchen and Catering, Pittsboro, North Carolina, 27312, United States
Join West End each month for an exceptional Chef’s Dinner featuring five courses, including three options (vegetarian, pescatarian, and meat) for the main course, with optional wine pairings (announced before each event) selected by the in-house Sommelier. The first seating is at 6pm, and guests are welcome to arrive between 5:30pm-6pm. West End asks that you be done by 7:30pm to accommodate their second seating (guests are welcome to arrive between 8pm and 8:30pm). Upcoming dates are listed below:

Thu, Apr 24, 6pm-10pm April Chef’s Dinner.
Thu, May 15, 6pm-10pm May Chef’s Dinner.
Thu, Jun 19, 6pm-10pm June Chef’s Dinner.
Thu, Jul 24, 6pm-10pm July’s Chef’s Dinner.
Thu, Aug 28, 6pm-10pm August Chef’s Dinner.
Thu, Sep 25, 6pm-10pm September Chef’s Dinner.
Thu, Oct 23, 6pm-10pm October Chef’s Dinner.

See more events at West End Kitchen and Catering.

Pittsboro Bazaar Night Market
2025-06-20 16:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Night market season is back! Reclamation and The Plant invite you to another fun Pittsboro Bazaar Night Market on Fri, Jun 20, 4pm-9pm. Join for local vendors, live music, and fantastic food and beverages. This is a family-friendly event, so come one, come all! All of the food and beverage establishments at The Plant will be open for dinner.
This is an outdoor event. Their campus is wheelchair accessible. Free parking is available on-site. Leashed pets only, please. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.
