Pittsboro-Siler City Convention & Visitors Bureau

Live Piano Music at The Sycamore
2025-08-26 18:00 - 21:00, 2025-08-28 18:00 - 21:00, 2025-08-29 18:00 - 21:00, 2025-08-30 18:00 - 21:00, 2025-09-02 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.

Pub Trivia at Doherty's
2025-08-26 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
2025-08-26 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.

Music Bingo at House of Hops
2025-08-27 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.

Jazz Nights at The Sycamore
2025-08-27 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.

Acoustic Irish Music Seisiún
2025-08-27 18:00 - 21:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, United States
Join Doherty’s Irish Pub & Restaurant for an Acoustic Irish Music Seisiún on the last Wednesday of every month, 6pm-9pm. Whether you’re just beginning your music journey, a seasoned pro, or just love to listen, bring your instruments and passion for Irish music for an evening of lively tunes and great company. Musicians will be upstairs.
See more events at Doherty’s.

Karaoke at Hops and Berry
2025-08-27 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
2025-08-28 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
2025-08-28 17:00 - 19:00, 2025-08-29 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

Opinionation Trivia at House of Hops
2025-08-28 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
2025-08-28 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.

Weekly Free Tastings at Vino!! Wine Shop
2025-08-29 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.

Live Music: Too Much Fun!
2025-08-29 18:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Too Much Fun! on Fri, Aug 29, 6pm-9pm. Too Much Fun! has been entertaining audiences for almost 40 years. They’ve walked a wide line of roots-based sounds from jumping and swinging to rocking and rolling and through the tunnels of rhythm and blues. With a slight recent change in the lineup, they have upped the ante on the R&B and even delved into a little soul.
Their set lists include many originals mixed with material from other musical vaults. In all cases, it’s hard not to dance to these guys or be entertained by their stage manners. Dancing and smiling, who doesn’t like that? They’ve been doing it a long time, and there’s a reason for that……they wouldn’t know what else to do. Come see for yourself.
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.

Bynum Front Porch Music
2025-08-29 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.

Vegan Ice Cream Cooking Class
2025-08-30 11:00 - 12:00 | Piedmont Farm Animal Refuge, 7236 US Hwy 87 N, Pittsboro, NC, 27312, United States
Join Piedmont Farm Animal Refuge for a Vegan Ice Cream Cooking Class on Sat, Aug 30, 11am-12pm. There’s nothing quite like cooling down with refreshing ice cream on a hot day, especially when you make it yourself with fresh ingredients. That’s why PFAR put together a vegan “Nice Cream” cooking class with instructor Leah Jamison, a self-taught baker, plant-based recipe developer, and graduate student in nutrition working toward becoming a registered dietitian! Her recipes are rooted in curiosity, cozy flavors, and a deep passion for food as medicine.
Leah will walk you through how to make salted caramel “nice cream” complete with THREE homemade recipes (vegan ice cream, nut butter, no-fuss vegan caramel). She’ll also teach you how to craft a scrumptious no-bake apple crumble with notes of cinnamon, pecan, and caramel. These delicious desserts are perfect for those warm, late-summer nights when it feels like all you need is a sugary treat to keep you cool.
In addition to learning how to make these incredible recipes, you’ll also be treated to a mini-tour of the Refuge to meet the cow residents! Please email them at info@piedmontrefuge.org or call them at 919.533.4013 if you have any additional questions about this event. More events at Piedmont Farm Animal Refuge.
Piedmont Farm Animal Refuge (PFAR) is a nonprofit organization that rescues farm animals in need, educates the public about the cruelty of factory farms, and promotes veganism by providing knowledge, support, and community to individuals interested in living cruelty-free lifestyles.

Starrlight's Big 15th Birthday Party!
2025-08-30 12:00 - 18:00, 2025-08-31 12:00 - 17:00, 2025-09-01 12:00 - 18:00 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
This year, come on out for Starrlight’s Big 15th Birthday Party on the following dates:

Sat, Aug 30, 12pm-6pm.
Sun, Aug 31, 12pm-5pm.
Mon, Sep 1, 12pm-6pm.

What’s a birthday without cake? Starrlight will include cake with each paid tasting for the entire weekend. Tastings are $14 per person. Pairings are below:

Off-dry blueberry mead with a dark chocolate brownie.
Coffee mead with a mini-chocolate chip shortbread cookie.
Semi-sweet traditional mead with cheesecake from Phoenix Bakery.
Spiced apple mead with a cream cheese frosting-topped spice cake.

You can also taste their new Chocolate Orange Reserve for $1.50 (regularly $3) or the Ebling Reserve for FREE (regularly $3). Plus, it may be Starrlight’s birthday, but you get the presents! Check out these incredible discounts:

10% off a half-case of mead (6 bottles).
15% off a full case of mead (12 bottles).
20% for Mead Club Members!

Plus, there will be fun giveaway drawings and presents!
Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Come Out and Play Sculpture Show
2025-08-30 12:00 - 20:00 | JimGin Farm, 150 Wild Horse Run, Pittsboro, NC, 27312, United States
Dozens of artists, creating in a myriad of media, are represented in this annual Come Out and Play Sculpture Show, now in its 24th year. The event takes place on a 17-acre homestead and is a gift from hosts to guests and artists. Artists do not pay a participation fee and keep all proceeds from their sales (many of the works on display are for sale). There are some out-of-state artists, but most are local to North Carolina. Each reception is filled with fantastic art and local vendors, free food and drink from the artists and hosts, visits with the horses and pigs, and live music from the North Carolina Songwriters Co-op.
The opening reception for 2025 is Sat, Aug 23 and Sun, Aug 24, 12pm until dark. Additional receptions are hosted on the following Saturdays: Aug 30, Sep 6, Sep 13, and Sep 20, 12pm until dark. Events are free. This event is family-friendly and pet-friendly (please keep all dogs on a leash). For more information, contact Debbie Meyer at writetoeloise@gmail.com or 919.357.6142.
DIRECTIONS AND PARKING
Location: JimGin Farm, 150 Wild Horse Run, Pittsboro, NC, 27312.
Find Your Way With #w3w: ///lizard.exhausting.profuse.
Parking Directions: Come down Wild Horse Run to the end. Please do not park on this road. On the right-hand side, go through the wooden gates and park on the right lawn. In the event that the right lawn is full, folds will be there to guide you to parking on the left. There is plenty of parking, so please follow their guidance and do not block any roads going in or out.
ACCESSIBILITY INFORMATION
The farm is not paved but there are gravel and grass areas. Parts of the property can be navigated with care for those with walkers or wheelchairs, including the outdoor area where tents are set up and where the musicians perform. Many individuals with walkers and wheelchairs, including the artists themselves, attend the event every year. Please contact the event organizer for additional accessibility questions.

THE HISTORY BEHIND THE EVENT
The Come Out and Play Sculpture Show began in 2002 to commemorate the first anniversary of 9/11 and has continued since then to promote kindness in the world through art and by connecting people. Debbie Meyer and her husband, Eric Brantley, coordinate and host this amazing show each year; it is truly a rewarding gift!

Pawpaw Palooza at The Plant
2025-08-31 12:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for their first Pawpaw Palooza on Sun, Aug 31, 12pm-6pm. Come out and celebrate this unique and delicious fruit! There will be Pawpaws for sale, Pawpaw cocktails, pop-up vendors, and more. Interested in being a vendor? Sign up here.
This event takes place outdoors. 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. Leashed pets are allowed. This event is free. See all events at The Plant.

Labor Day Cookout at The Plant
2025-09-01 14:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for a Labor Day Cookout on Mon, Sep 1, 2pm-6pm. The Plant has you covered for Labor Day with a fun day for the whole family. The day will feature sprinklers, lawn games, delicious craft beverages, a classic cookout menu, live music, and more!
This event takes place outdoors. 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. Leashed pets are allowed. This event is free. See all events at The Plant.

Live Music: Southern RanT
2025-09-01 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Southern RanT on Mon, Sep 1, 3pm-6pm. Southern RanT delivers top-shelf hits from artists like Lady A, Miranda Lambert, Little Big Town, Chris Stapleton, Lynyrd Skynyrd, and more. You can look forward to a blend of rich vocal harmonies, premium musicianship, and some straight-up fun.
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. 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. Leashed pets are allowed. This event is free! See all events at The Plant.

Euchre Mondays at bmc
2025-09-01 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.

Fearrington Farmers Market
2025-09-02 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
2025-09-02 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.
