The Plant hosts Improv Theatre every fourth Wednesday, 6pm-7:30pm. Enjoy some spontaneous fun together as this trio of improvisers creates a show for you in real time based on your suggestions! Featuring Dan Sipp, Jane Allen Wilson, and Anoo Tree Brod, each actor, teacher, and facilitator of community improv workshops, who delight in sharing the improv...
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.
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...
Run or walk a mile alongside friends during this MOSAIC at Chatham Park Wellness Wednesdays - Run Club and Dog Walk series with Woof Gang Pittsboro and Fleet Feet Run Club, powered by Brightspeed! This event is FREE and open to the public, but registration is required. See the full schedule below and find your link...
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,...
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.
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.
Join the Chatham Social Club for their 8 Week Advanced W. Coast Swing Series, hosted every Thursday, May 7-Jun 25, 5:30pm-6:30pm. Calling all West Coast Swing Dancers to the dance floor! Tuition is $288 and includes 8 hours of Group Instruction on Intermediate to Advanced West Coast Swing for 2 people. West Coast Swing dance...
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...
Join Old Mill Farm for Beer and Banjos, hosted every Thursday, April-November, 6pm-8pm. This free weekly bluegrass night offers a low-key Thursday evening on the lawn with live music from local and regional acts, a rotating food truck for dinner, and the farm's full bar pouring local craft beer, cider, wine, and mead. Pet a goat, claim...
Join Chatham County Pride Alliance for a Pride Family Movie Night at Chatham Community Library on Thu, Jun 25, 6pm-8pm. The movie will be Disney’s Strange World. Reviews include: Stunning Visuals: The film is celebrated for its vibrant, imaginative animation and 1960s pulp sci-fi aesthetic. The bizarre, gelatinous ecosystems of the uncharted world are a visual standout. Meaningful Representation: The...
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.
Ready to roll some dice, flip some cards, and make some excellent company? Get ready for another classic The Lavender Social's Gayme Night on Thu, Jun 25, 6pm-9pm at West End Emporium. Whether you’re a hardcore strategist, a casual party game fan, or just in it for the vibes and a beverage, there’s a spot at the table...
Join the Chatham Social Club for their 8 Week Beginner Bachata Group Series, hosted every Thursday, May 7-Jun 25, 7pm-8pm. Move your hips to the music to learn the Bachata, a passionate Latin dance from the Dominican Republic. Tuition is $288 and includes 8 hours of Group Instruction in the Latin Dance, Bachata, for 2 people. No...
Join The MOD for Blues Jam hosted every Thursday, 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...
Join bmc brewing for a Free Public Domain Movie Night hosted every Thursday, 7pm-10pm. Films enter the public domain in the United States when their copyright protection expires, which typically happens 95 years after publication for older works, or if owners fail to follow registration and renewal requirements. As of 2026, all films released before 1930 are...
Join Old Mill Farm for Fridays at The Farm, hosted every Friday night, March-November, 4pm-9pm. Enjoy family-friendly live music and activities on their quaint Century Farm. Grab a Season Pass while...
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)....
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...
Get ready for The Laughs of Love Comedy Showcase on Fri, Jun 26, 6pm-9pm, hosted by The Lavender Social at West End Emporium. As part of the month-long Pride celebration at West End Emporium, The Lavender Social has invited the Laughs of Love, an all-queer comedy showcase, straight to Pittsboro for an incredible lineup of brilliant, hilarious...
