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...
35 events found.
Weekly Nightlife
Events
Calendar of Events
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2 events,Come out for a night of baseball and watch Chatham Yardbirds vs American Legion Post 305 at the new Chatham Yardbirds field in Paul Braxton Park on Mon, Jun 1, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across North Carolina and southern... |
4 events,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. 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... 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. Come out for a night of baseball and watch Chatham Yardbirds vs Carolina Pirates at the new Chatham Yardbirds field in Paul Braxton Park on Tue, Jun 2, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across North Carolina and southern Virginia, with most... |
5 events,Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. 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... Call all performing artists! Fair Game Beverage Company, located at The Plant in Pittsboro, hosts its Open Mic Night on the first Wednesday of every month, 6pm-9pm. Bring your talent - originals, covers, comedy, stories, or poetry! Or just come spectate and listen to local artists. Hosted by Danny Whipple. Local NC beers, wines, ciders, and craft... Immerse yourself in tranquility and wellness with this captivating MOSAIC at Chatham Park Wellness Wednesdays - Sunset Yoga series with Chatham Park YMCA, powered by Brightspeed! This unique gathering is designed to nurture your body, mind, and spirit, offering a peaceful escape in an idyllic setting. Whether you are a seasoned yogi or new to the practice, these sessions... 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,... |
9 events,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 Wednesdays, Thursdays, and Saturdays, 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... 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. 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... |
4 events,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 they are still available to gain access to all 2026 shows! Gates open at 4pm, and live music starts at 9pm. The event features a rotating selection... 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. 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 Fridays,... 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.
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Celebrate the start of Pride Month at the Big Queer Kickoff Party ft. DJ Fruitti Pebbles on Fri, Jun 5, 6pm-10pm, hosted by The Lavender Social at West End Emporium. Dust off your glitter and get loud—Pittsboro is starting the month with high energy, community vibes, and a dance floor that doesn’t quit at the beautiful... |
6 events,Join The Plant for Blues and Brews on Sat, Jun 6, 1pm-9pm. Come out for a day of live Blues music and local craft beer! Plus vendors, food, and other craft beverages! Come out and enjoy a Saturday surrounded by great music, good people, and excellent drinks. See the musical lineup below: 1pm-3pm Andy Kush Band. 4pm-6pm The Jive Bombers.... Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Spring Music Series. Hosted Saturdays, April-June, 5:30pm-8pm. See specific dates and performers listed below. Sat, Jun 6, 5:30pm-8pm String Thing. Sat, Jun 13, 5:30pm-8pm Mr. Wonderful. Sat, Jun 27, 5:30pm-8pm Too Many Cases. Admission is free. Enjoy burgers, tacos, apps, and,... 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. Come out for a night of baseball and watch Chatham Yardbirds vs Clayton Clovers at Paul Braxton Park on the following dates: Sat, Jun 6, 7pm-10pm. Wed, Jun 17, 7pm-10pm. Mon, Jun 29, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across... |
1 event,Come out for a night of baseball and watch Chatham Yardbirds vs Wake Forest Fungo at Paul Braxton Park on the following dates: Sun, Jun 7, 7pm-10pm. Sat, Jun 20, 7pm-10pm. Thu, Jul 2, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across... |
2 events,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... Come to Hops and Berry-Pittsboro for Sporcle Trivia, hosted every Monday, 7pm-9pm. The format comes from Sporcle, one of the more widely played pub-trivia systems, and is hosted live in-house. Rounds cover a rotating mix of general-knowledge and pop-culture categories, so teams of all kinds can find their footing. Gather a team, pour your own pints by... |
4 events,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. 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... 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. Come out for a night of baseball and watch Chatham Yardbirds vs Raleigh Red Oaks at Paul Braxton Park on the following dates: Fri, May 29, 7pm-10pm. Tue, Jun 9, 7pm-10pm. Tue, Jul 7, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across... |
7 events,Trades Together | Network in Action, hosted every second Wednesday, 5pm-6:30pm at Hops and Berry Pittsboro, is a locally led mastermind group for business owners in the trades, and you're invited! Come as the Chatham County Chamber of Commerce's guest to learn more about this exclusive group designed specifically for trade business owners who want... Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. Come out for Poetry at The Plant on the second Wednesday of every month, 6pm-7pm. Enjoy an hour of original poetry from regional poets in the Fair Game Beverage Company Wheelhouse Tasting Room (and enjoy a drink and meal while you're at it)! Local NC beers, wines, ciders, and craft cocktails will be available at the... 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... Join the NC Arts Incubator for Open Mic Nights hosted every second Wednesday, 6pm-8pm. Music, poetry, and spoken-word works are encouraged. Sign-up opens at 5:30pm. Next door, The Chatham Rabbit will be open and selling coffee. See more events hosted by the NC Arts Incubator. |
11 events,Join NoVi for Games on the Green, hosted every second Thursday of the month, May-August, 4pm-8pm. Get ready for a casual outdoor gathering filled with classic yard games and friendly competition. Hosted on the NoVi Green, the event features oversized favorites like giant Jenga, cornhole, and giant checkers. Designed for all ages, it is a relaxed opportunity... 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 Wednesdays, Thursdays, and Saturdays, 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 the Chatham Pride Alliance and 79°West for this month's Rainbow Readers Book Club, an evening of great conversation and community hosted on Thu, Jun 11, 6pm-7:30pm. This month, they're diving into The Magician, by Colm Tóibín. For more information, contact Dan at [email protected]. Participation is free, and all are welcome. This event takes place indoors.... |
7 events,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 they are still available to gain access to all 2026 shows! Gates open at 4pm, and live music starts at 9pm. The event features a rotating selection... 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. 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 Fridays,... 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. Shag the night away at the MOSAIC Beach Music Series, powered by Brightspeed! Join MOSAIC at Chatham Park at the Tommy Edwards Stage for the ultimate beach music bash. 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... Come out for a night of baseball and watch Chatham Yardbirds vs Carolina Yankees at the new Chatham Yardbirds field in Paul Braxton Park on the following dates: Wed, May 27, 7pm-10pm First Home Game of the Season! Fri, Jun 12, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State... |
9 events,Join Vino!! Wine Shop for Live Music with Eric Tubbs on Sat, Jun 13, 4pm-7pm. Eric grew up in coastal communities, which influenced his singing and playing, and through the melodies, he intends for the audience to visualize themselves in a beach chair with a delicious, juicy beverage, watching the rumrunner sun sink behind blue-green waves lapping... Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Spring Music Series. Hosted Saturdays, April-June, 5:30pm-8pm. See specific dates and performers listed below. Sat, Jun 6, 5:30pm-8pm String Thing. Sat, Jun 13, 5:30pm-8pm Mr. Wonderful. Sat, Jun 27, 5:30pm-8pm Too Many Cases. Admission is free. Enjoy burgers, tacos, apps, and,... 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. Join Wine & Design Chapel Hill for a Turkish Mosaic Lamp Workshop - Moon Lamp at West End Emporium, hosted on the following dates: Sat, Jun 13, 6pm-8:30pm. Sat, Jul 11, 5pm-7:30pm. Fri, Aug 14, 6pm-8:30pm. Sat, Sep 26, 6pm-8:30pm. Sat, Oct 24, 4pm-6:30pm. This event is NOT at Wine and Design Studio. This event is at... |
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3 events,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... Join The Plant and Lynn Hayes for a fun evening of Astrology in the Fair Game Beverage Company Wheelhouse on the third Monday of every month, 6pm-8pm. Learn about important upcoming astro events and ask questions about your own chart. All levels of knowledge are welcome. Come early or stay late for a chance to sip and... Come to Hops and Berry-Pittsboro for Sporcle Trivia, hosted every Monday, 7pm-9pm. The format comes from Sporcle, one of the more widely played pub-trivia systems, and is hosted live in-house. Rounds cover a rotating mix of general-knowledge and pop-culture categories, so teams of all kinds can find their footing. Gather a team, pour your own pints by... |
3 events,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. 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... 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. |
7 events,Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. 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... Try your hand at an obscure Canadian board game with Crokinole at Fair Game Beverage Company, hosted every third Wednesday, 6pm-8pm in the Wheelhouse. Crokinole is a classic Canadian tabletop game — think shuffleboard meets curling, shrunk onto a round wooden board. It's easy to learn in a single round and genuinely fun whether you're a first-timer or a...
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Canceled
Pride Night at Thirsty Skull Brewing
Canceled
Pride Night at Thirsty Skull Brewing
Join Chatham County Pride Alliance for a Pride Night at Thirsty Skull Brewing - Pittsboro on Wed, Jun 17, 6pm-9pm. Get ready for a relaxed summer evening of community, conversation, and connection. This social gathering is a chance to unwind, meet new people, reconnect with friends, and enjoy time together in a welcoming and affirming space. Whether you... Get ready to sweat with this MOSAIC at Chatham Park Wellness Wednesdays - Barre3 Class series with Barre3 Chatham, 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 to register: Wed, Apr 22, 6:30pm-7:30pm; Register. Wed, May 20, 6:30pm-7:30pm; Register. Wed,... |
10 events,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 Wednesdays, Thursdays, and Saturdays, 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... Get ready for Novi Vibes and Bites, hosted Thu, May 21 and Thu, Jun 18, 5:30pm-7:30pm. This event features live acoustic music by a local solo singer-guitarist, along with a rotating lineup of food trucks. Enjoy dinner on the Green, listen to live music, and spend the evening connecting with neighbors. This outdoor event is open to the community... 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. |
10 events,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 they are still available to gain access to all 2026 shows! Gates open at 4pm, and live music starts at 9pm. The event features a rotating selection...
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Join The Plant for the Eyes Wide Open Juneteenth Festival on Fri, Jun 19, 4pm-11pm. June 19th, 1865, is remembered around America as the day the African American people were liberated from slavery. Years of traditions, culture, and memories have been passed down since, reminding future generations of the hardships and struggles endured to get here today. Eyes Wide... 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. 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 Fridays,... Pittsboro Gallery of Arts is pleased to announce the return of 3rd Friday Artist Receptions. Each month, they highlight a new artist and offer an opportunity to meet them and ask about their work. Beverages and snacks will accompany. These events are held every third Friday, 5pm-8pm. Featured artists are announced on their Facebook Page. See more... Join the NC Arts Incubator and The Chatham Rabbit for their Siler City Downtown Music Series every third Fri, Apr-Oct, 6pm-9pm. Their free downtown outdoor concert series features a broad range of local musicians who showcase various genres representative of North Carolina. Bring the entire family! Enjoy kids’ activities hosted by local non-profits, grab a bite... |
6 events,Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. 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.
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Join Cafe Root Cellar in celebrating Pride Month with Drag Me To Dinner on Sat, Jun 20, 6pm-9pm. Get ready for a night of fabulous food, fierce performances, and unforgettable fun with a dinner and a drag show worthy of a standing ovation. Gather your friends, bring your appetite, and get ready for an evening filled with incredible... Come out for a night of baseball and watch Chatham Yardbirds vs Wake Forest Fungo at Paul Braxton Park on the following dates: Sun, Jun 7, 7pm-10pm. Sat, Jun 20, 7pm-10pm. Thu, Jul 2, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across... Join The City Tap for Live Music with The Petty Thieves on the following dates: Sat, Mar 28, 7:30pm-9:30pm. Sat, Jun 20, 7:30pm-9:30pm. The Petty Thieves are a good time band out of Pittsboro, playing their favorite Tom Petty songs. On Saturdays, enjoy $3.50 mimosas or a bottle for $12.50, with your choice of orange, pineapple,... |
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Join The Plant for Live Music with Popcorn Blue Band on Sun, Jun 21, 3pm-6pm. Popcorn Blue Band was founded in 2004 by Linda and Dan Chegash, the band's manager and drummer, respectively, and Phillip Sloane, the keyboardist. Since then, the band has grown to an eight-member band including Tom Wills, Marc Alperin, Kathleen Millikan, and Richard... |
2 events,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... Come to Hops and Berry-Pittsboro for Sporcle Trivia, hosted every Monday, 7pm-9pm. The format comes from Sporcle, one of the more widely played pub-trivia systems, and is hosted live in-house. Rounds cover a rotating mix of general-knowledge and pop-culture categories, so teams of all kinds can find their footing. Gather a team, pour your own pints by... |
4 events,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. 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... 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. Come out for a night of baseball and watch Chatham Yardbirds vs Sanford Spinners at Paul Braxton Park on the following dates: Sun, May 31, 6pm-9pm. Tue, Jun 23, 7pm-10pm. Fri, Jul 10, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across... |
5 events,Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. 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... 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,... |
10 events,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 Wednesdays, Thursdays, and Saturdays, 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... 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.
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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... |
7 events,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 they are still available to gain access to all 2026 shows! Gates open at 4pm, and live music starts at 9pm. The event features a rotating selection... 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. 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 Fridays,... 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.
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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... Join Cactus Cowgirl for Plant Bingo Night hosted on the last Friday of every month, 7pm-9pm. Get ready for a night of plants, prizes, and pure fun. There will be seven exciting rounds of bingo, each packed with chances to win awesome planty prizes—from houseplants to fun goodies you’ll love. Whether you’re a seasoned plant parent or... |
8 events,Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Spring Music Series. Hosted Saturdays, April-June, 5:30pm-8pm. See specific dates and performers listed below. Sat, Jun 6, 5:30pm-8pm String Thing. Sat, Jun 13, 5:30pm-8pm Mr. Wonderful. Sat, Jun 27, 5:30pm-8pm Too Many Cases. Admission is free. Enjoy burgers, tacos, apps, and,... 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.
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Join Chatham County Pride Alliance for a Pride Music Night at The Plant on Sat, Jun 27, 6pm-9pm. This will be a relaxed evening of local music, conversation, and community connection. This gathering is all about creating space to come together, enjoy good vibes, and celebrate Pride in a welcoming and laid-back atmosphere. Whether you come to listen to...
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Get ready to kick off the weekend with a little bit of magic, a lot of talent, and the best crowd around during Chatham County Queer Cabaret on Fri, Jun 27, 7pm-9pm, hosted by The Lavender Social at West End Emporium. If you’ve been looking for a fun, creative night out to connect with good people and watch... |
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3 events,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... Come out for a night of baseball and watch Chatham Yardbirds vs Clayton Clovers at Paul Braxton Park on the following dates: Sat, Jun 6, 7pm-10pm. Wed, Jun 17, 7pm-10pm. Mon, Jun 29, 7pm-10pm. Gates typically open about an hour before first pitch. The team plays an Old North State League schedule against opponents from across... Come to Hops and Berry-Pittsboro for Sporcle Trivia, hosted every Monday, 7pm-9pm. The format comes from Sporcle, one of the more widely played pub-trivia systems, and is hosted live in-house. Rounds cover a rotating mix of general-knowledge and pop-culture categories, so teams of all kinds can find their footing. Gather a team, pour your own pints by... |
3 events,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. 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... 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. |
4 events,Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. 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... Call all performing artists! Fair Game Beverage Company, located at The Plant in Pittsboro, hosts its Open Mic Night on the first Wednesday of every month, 6pm-9pm. Bring your talent - originals, covers, comedy, stories, or poetry! Or just come spectate and listen to local artists. Hosted by Danny Whipple. Local NC beers, wines, ciders, and craft... 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,... |
7 events,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 Wednesdays, Thursdays, and Saturdays, 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. 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. 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 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... |
5 events,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 they are still available to gain access to all 2026 shows! Gates open at 4pm, and live music starts at 9pm. The event features a rotating selection... 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. 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 Fridays,... 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. Come out for a night of baseball and watch Chatham Yardbirds vs Danville Dairy Daddies at Paul Braxton Park on the following dates: Fri, Jul 3, 7pm-10pm. Sun, Jul 5, 6pm-9pm. Sat, Jul 18, 7pm-10pm Last Home Game of the Season! Gates typically open about an hour before first pitch. The team plays an Old North State League... Join Hops and Berry-Pittsboro for Savanna Bassett Live Music on the following dates: Sat, Jun 6, 7pm-9pm. Fri, Jul 3, 7pm-9pm. Fri, Jul 31, 7pm-9pm. Whether you're a regular or just passing through Pittsboro, it's an easy, low-key way to catch live local music with a pint in hand. This event is free and takes place indoors.... |
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Join The Plant for Live Music with Southern RanT on Sat, Jul 4, 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... Visit The Belted Goat/Galloway's Bar at Fearrington Village, for live music, local beer on tap, and wine by the glass Wednesdays, Thursdays, and Saturdays, 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. 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. |
1 event,Come out for a night of baseball and watch Chatham Yardbirds vs Danville Dairy Daddies at Paul Braxton Park on the following dates: Fri, Jul 3, 7pm-10pm. Sun, Jul 5, 6pm-9pm. Sat, Jul 18, 7pm-10pm Last Home Game of the Season! Gates typically open about an hour before first pitch. The team plays an Old North State League... |