Pittsboro-Siler City Convention & Visitors Bureau

Tasting Classes with EB Wines
2025-07-26 14:00 - 15:00 (America/New_York) | EB Wines, 40140 Moring, Chapel Hill, 27517, United States
The seventh annual Wine Tasting Classes is a collection of monthly wine tasting classes hosted by Esteban Brunello, owner of EB Wines. The classes are informative yet relaxed and open to guests with varying levels of knowledge, from novice wine drinkers to seasoned tasters. Classes are led by owner and wine director Esteban Brunello, who guides guests through the wine tasting process. Guests will learn to identify various wine notes, discover techniques in the winemaking process, and receive recommendations for food pairings.
Mark your calendars for the following class dates:

Sat, Jul 26, 2pm-3pm Refreshing Whites.
Sat, Aug 23, 2pm-3pm Skin Contact.
Sat, Sep 20, 2pm-3pm Domestic Wines.
Sat, Oct 18, 2pm-3pm Obscure Reds.
Sat, Nov 15, 2pm-3pm Fall Reds.
Sat, Dec 13, 2pm-3pm Sparking – Petillant Naturel.

EB Wines is part of the Chatham County Craft Beverages & Country Inns Trail. See all events at EB Wines.

Tapestry Class by Trudy Thomson
2025-07-26 14:00 - 16:00 | Pittsboro Gallery of Arts, 44 Hillsboro Street, Pittsboro, NC, 27312, United States
In this Tapestry Class by Trudy Thomson, you’ll explore many different techniques for tapestry on a hand-crafted loom, which you can take home for future work. You’ll learn how to use weft to create pattern designs, including ways to embellish your pieces using sumac, Egyptian knotting, and other techniques. Classes are held every Saturday, Jul 5-Jul 26, 2pm-4pm.
The fee to participate is $150 per person plus a $25 materials fee for the handcrafted loom and yarn. The classroom is located in the back of the Pittsboro Gallery of Arts in downtown Pittsboro. Parking is free on the street and in the back of the building. See more Pittsboro Gallery of Arts events.

Vegan Summer Potluck
2025-07-26 18:00 - 20:30 | Piedmont Farm Animal Refuge, 7236 US Hwy 87 N, Pittsboro, NC, 27312, United States
Are you ready for Piedmont Farm Animal Refuge’s FREE Vegan Summer Potluck on Sat, Jul 26, 6pm-8:30pm? These events have been so popular and successful, and they hope this one will be the best yet! PFAR vegan potlucks are great opportunities for vegans and vegan-curious individuals to meet like-minded people, engage in meaningful conversations, and share delicious food. Board games are available on-site, but please feel free to bring any games from home to share.
Like always, this event is free! Here are a couple of important notes:

Please bring your own plates, forks, bowls, and other eating utensils from home to help make the event environmentally friendly and reduce the use of disposables.
Please also bring a note card with the list of ingredients in your dish(es) to help those with specific food allergies.

There is an ADA-certified porta-potty on site, and they have also installed a portable handwashing station. Please note: Animal residents will not be available during this event, except for the cows, which may approach the Pavilion fence line. Please email them at info@piedmontrefuge.org or call them at 919.533.4013 if you have any additional questions about this event.
Piedmont Farm Animal Refuge (PFAR) is a nonprofit organization that rescues farm animals in need, educates people about the cruelty of factory farms, and promotes veganism by offering knowledge, support, and community to individuals interested in living cruelty-free lifestyles.

Live Piano Music at The Sycamore
2025-07-26 18:00 - 21:00, 2025-07-29 18:00 - 21:00, 2025-07-31 18:00 - 21:00, 2025-08-01 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.

Live Music: The Jive Bombers
2025-07-26 18:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with The Jive Bombers, a Triangle-based band that plays a variety of musical styles – including Piedmont blues, Chicago blues, folk, country, soul, rock ‘n roll, hokum, and ragtime. They perform on the following dates:

Fri, May 23, 5:30pm-8:30pm.
Sat, Jul 26, 6pm-9pm.

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: Old Play
2025-07-26 18:00 - 21:00 | NC
Havoc Brewing Company presents Live Music with Old Play. Performances take place on the following dates:

Sat, May 17, 6pm-9pm.
Sat, Jul 26, 6pm-9pm.

Based in the Raleigh/Durham/Cary area, Old Play has performed crowd-pleasing rock classics for the last 10 years. Old Play shows are high-energy entertainment featuring some of the most loved songs of the past 4 decades, from AC/DC to ZZ Top, and everything in between! You’ll surely be dancing, singing along, air-drumming, or fist-pumping as Old Play belts out their repertoire of classic rock anthems and ballads – and maybe even a little country!
More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music: Kyler Sullivan
2025-07-26 19:30 - 22:30 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come out to Hops and Berry-Pittsboro for Live Music with Kyler Sullivan on Sat, Jul 26, 7:30pm-10:30pm.
This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged. 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.

Euchre Mondays at bmc
2025-07-28 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.

Older Adult Guided Hikes
2025-07-29 10:00 - 12:00, 2025-07-31 10:00 - 12:00 | NC
Older Adult Guided Hikes are designed for you to enjoy nature, improve fitness, and connect with others in a welcoming, social environment. Dates and locations are listed below:

Thu, Jul 24, 10am-12pm Northeast District Park.
Tue, Jul 29, 10am-12pm B. Everett Jordan Lake Dam, Tailrace, and Visitor Assistance Center.
Thu, Jul 31, 10am-12pm Northwest District Park.
Tue, Aug 5, 10am-12pm Rock Ridge Park.

This event is held outdoors by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). Registration is FREE. Ages 50+ are welcome. See more CCPRCR events.

$10 Tuesday Tastings at Fair Game
2025-07-29 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
2025-07-29 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.

Yoga at Bynum Front Porch
2025-07-29 18:00 - 19:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Unwind and recharge with Yoga at Bynum Front Porch, hosted every Tuesday, 6pm-7pm at the Historic Bynum General Store. This all-levels class offers a welcoming space to stretch, breathe, and connect with the community – bring your mat and a positive spirit. This event is free to attend, with a suggested donation of $15. 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.

Run Club at House of Hops
2025-07-29 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.

Monthly Men’s Group with Levi Bennett and Bill Wofford
2025-07-29 18:00 - 20:00 | NC, United States
Join Yoga Garden PBO for a Monthly Men’s Group with Levi Bennett and Bill Wofford, hosted on the fourth Tuesday of every month, 6pm-8pm. The group’s mission is to create and uphold a welcoming space where men can share their lives and stories without fear of isolation or judgment. Here, you’ll find others who are also navigating life’s challenges and obstacles, ready to offer their support. Pre-registration online is encouraged, and sliding-scale donations are requested. Facilitators volunteer their time, so most of the proceeds will be donated to a local charity.
See more events at Yoga Garden PBO.

Music Bingo at Hops and Berry
2025-07-29 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
2025-07-29 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
2025-07-29 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
2025-07-30 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
2025-07-30 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
2025-07-30 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.

Wellness Wednesdays - Indoor Classes at Barre3
2025-07-30 18:30 - 19:30 | Barre3 Chatham Park, Mosaic Boulevard, Pittsboro, North Carolina, 27312, United States
Join MOSAIC at Chatham Park for Wellness Wednesdays – Indoor Classes, hosted select Wednesdays, Jul-Oct, 6:30pm-7:30pm.
This event, hosted by Barre3 Chatham Park, is FREE and open to the public, but registration is required. See the full schedule below and find your link to register:

Wed, Jul 2, 6:30pm-7:30pm Register.
Wed, Jul 9, 6:30pm-7:30pm Register.
Wed, Jul 16, 6:30pm-7:30pm Register.
Wed, Jul 23, 6:30pm-7:30pm Register.
Wed, Jul 30, 6:30pm-7:30pm Register.
Wed, Aug 6, 6:30pm-7:30pm Register.
Wed, Aug 13, 6:30pm-7:30pm Register.
Wed, Aug 20, 6:30pm-7:30pm Register.
Wed, Aug 27, 6:30pm-7:30pm Register.
Wed, Oct 1, 6:30pm-7:30pm Register.
Wed, Oct 8, 6:30pm-7:30pm Register.
Wed, Oct 15, 6:30pm-7:30pm Register.
Wed, Oct 22, 6:30pm-7:30pm Register.
Wed, Oct 29, 6:30pm-7:30pm Register.

Bring a water bottle. A water fountain is located behind the stage. Fitness equipment will be provided. Food and beverages are available for purchase at MOSAIC. This event is held indoors at Barre3 Chatham Park. See more events hosted by MOSAIC at Chatham Park.

Karaoke at Hops and Berry
2025-07-30 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.

Run Club at Thirsty Skull PBO
2025-07-31 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
2025-07-31 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.

Line Dancing Classes at Chatham Mills
2025-08-01 11:00 - 12:00 | Forest Hall at Chatham Mills, 480 Hillsboro Street, Suite 350, Pittsboro, NC, 27312, United States
Build your skills on the dance floor with Line Dancing Classes at Chatham Mills, hosted by Forest Hall at Chatham Mills and the Chatham Social Club every Friday, 11am-12pm. The cost is $25 per class, and all skill levels are welcome; no partner is needed for class. Register now at chathamsocialclub.com – limited spots available! See more events at Chatham Mills.

Weekly Free Tastings at Vino!! Wine Shop
2025-08-01 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.
