• Events at The Plant

    Live Music: Lee Gildersleeve & The Bad Dogs Blues Band

    The Plant 220 Lorax Lane, Pittsboro, NC, 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...

  • Events at FireClay Cellars

    Front Porch Music with Dylan Branson

    FireClay Cellars 1276 Bowers Store Rd, Siler City, NC, 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...

  • Events at The Plant

    $10 Tuesday Tastings at Fair Game

    Fair Game Beverage Company 192 Lorax Lane, Pittsboro, NC, 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 [email protected] with any...

  • Events at Fearrington Village

    Fearrington Farmers Market

    Fearrington Village 2000 Fearrington Village Center, Pittsboro, NC, 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,...

  • Events at House of Hops

    Run Club at House of Hops

    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.

  • Events at Chatham Mills

    Live Piano Music at The Sycamore

    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, 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.

  • Events at Doherty’s

    Pub Trivia at Doherty’s

    Doherty's Irish Pub and Restaurant 56 Sanford Road, Pittsboro, NC, 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.

  • Events at The MOD

    Blues Jam at The MOD

    The Modern Life Deli & Drinks 46 Sanford Road, Pittsboro, NC, 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...

  • Carolina Brewery and Grill Events

    Wake Up Wednesday at Carolina Brewery

    Carolina Brewery & Grill 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 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...

  • Pride Month 2025

    Pittsboro on the Patio with Chatham Pride Alliance

    West End Kitchen and Catering Pittsboro, North Carolina, 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.

  • Events at Chatham Mills

    Jazz Nights at The Sycamore

    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, 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...

  • Events at The Plant

    Pittsboro Farmers Market

    The Plant 220 Lorax Lane, Pittsboro, NC, 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, under the solar panels at The Plant. 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...

  • Events at Thirsty Skull PBO

    Run Club at Thirsty Skull PBO

    Thirsty Skull Brewing - Pittsboro 684 West Street, Pittsboro, NC, 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.

  • Events at Fearrington Village

    Music at Roost Beer Garden

    Fearrington Village 2000 Fearrington Village Center, Pittsboro, NC, 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...

  • Events at Fearrington Village

    Wine Class – Italian Islands

    McIntyre's Books 220 Market Street, Pittsboro, NC, 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...

  • Events at House of Hops

    Opinionation Trivia at House of Hops

    House of Hops 112 Russet Run, Pittsboro, NC, 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...

  • Events at Chatham Mills

    Live Piano Music at The Sycamore

    The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, 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.

  • Events at West End

    Chef’s Dinner at West End

    West End Kitchen and Catering Pittsboro, North Carolina, 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...

  • Events at The Plant

    Pittsboro Bazaar Night Market

    The Plant 220 Lorax Lane, Pittsboro, NC, 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...