Events
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Weekly Free Tastings at Vino!! Wine Shop
Vino!! Wine Shop 89 Hillsboro Street, Suite A, Pittsboro, NC, United StatesWeekly 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...
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Music at Roost Beer Garden
Roost Beer Garden 270 Market Street, Pittsboro, United StatesVisit 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...
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Twilight Tours at Carolina Tiger Rescue
Carolina Tiger Rescue 1940 Hanks Chapel Road, Pittsboro, NC, United StatesCarolina Tiger Rescue's popular Twilight Tours run from March through October (Daylight Saving Time) on Friday, Saturday, and Sunday evenings. Tours are for adults only (guests ages 18 years and older). Twilight tours are a more intimate experience to meet CTR's animals. During these tours, guests are the only visitors in the sanctuary. The work of the...
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Community Potluck Meal
Freedom Family Church Community Center 421 North Holly Street, Siler City, United StatesEvery fourth Friday, 6pm-8:30pm, join Siler City Community Meals for a Community Potluck Meal. Gather for a meal, see old friends, and make new ones. The meal is free, and they are hoping for potluck donations as they get reorganized and understand the community's needs moving forward. This event is rain or shine. See more Siler...
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Live Piano Music at The Sycamore
The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United StatesEvery 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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The Laughs of Love Comedy Showcase
West End Emporium 23 Rectory Street, Suite D, Pittsboro, United StatesGet 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...
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Bynum Front Porch Music
Bynum General Store 950 Bynum Rd, Bynum, NC, United StatesThe Bynum Front Porch Music Series takes place every Friday, May-Aug, 7pm-8:30pm at the Historic Bynum General Store, featuring a variety of bands spanning multiple musical genres, including gospel, folk, blues, rockabilly, and bluegrass. 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...
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Cactus Cowgirl’s Plant Bingo Night
Cactus Cowgirl 19 Hillsboro Street, Pittsboro, United StatesJoin 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...
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MOSAIC Beach Music Series
Philip H. Kohl MOSAIC Family Commons 457 Freedom Parkway, Pittsboro, NC, United StatesShag 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...
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Ghost Hunting Foundations
The Plant 220 Lorax Lane, Pittsboro, NC, United StatesJoin The Plant and Fair Game Beverage Company for Ghost Hunting Foundations on the following dates: Fri, Jun 19, 7pm-9pm Ghost Hunting 101. Fri, Jun 26, 7pm-9pm Ghost Hunting 102. Fri, Jul 10, 7pm-9pm Ghost Hunting 103. Fri, Jul 17, 7pm-9pm Ghost Hunting 104. Do you have an interest in the paranormal? Ever wonder how real investigators separate evidence...
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Chatham Mills Farmers Market
Chatham Mills 480 Hillsboro Street, Pittsboro, NC, United StatesChatham Mills Farmers Market takes place every Sat, Apr-Oct, 8am-12pm and Nov-Jan, 10am-1pm. It's a growers-only market featuring fresh veggies, fruits, meats, eggs, baked goods, preserved foods, perennial plants and garden starters, handmade crafts, and more. Takes place in the front parking lot and the lawn in front of Chatham Mills. Vendors include Chatham Oaks Farm....
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Bynum Bluegrass Jam Circle
Bynum General Store 950 Bynum Rd, Bynum, NC, United StatesJoin Bynum Front Porch for a Bynum Bluegrass Jam Circle hosted every 2nd and 4th Saturday, 10am-12pm. This open jam welcomes musicians of all skill levels and ages playing acoustic instruments only. So, if you pick, bring your instrument; if you sing, bring your voice! Come enjoy great music and community at this FREE, public event. Directions. Year-round events, including...
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Chatham Celebrates America 250: Cumulative Celebration
Chatham County Agriculture & Conference Center 1192 US-64 W, Pittsboro, NC, United StatesJuly 4, 2026, marks 250 years since the signing of the Declaration of Independence. Join Chatham Celebrates America 250 in recognizing the Semiquincentennial during our Cumulative Celebration on Sat, Jun 27, 2026, 10am-2pm. Admission is free. Together, we’ll remember the events that have shaped our history, reflect on the present, and envision a promising future for...
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Free Wine Tastings at The Belted Goat
The Belted Goat Market Street, Pittsboro, North Carolina, United StatesVisit The Belted Goat/Galloway's Bar at Fearrington Village for free wine tastings select Saturdays, 1pm-3pm. Tastings will vary depending on when you visit, so please check their calendar before planning your visit. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
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Live Music at Galloway’s
The Belted Goat Market Street, Pittsboro, North Carolina, United StatesVisit 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.
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Twilight Tours at Carolina Tiger Rescue
Carolina Tiger Rescue 1940 Hanks Chapel Road, Pittsboro, NC, United StatesCarolina Tiger Rescue's popular Twilight Tours run from March through October (Daylight Saving Time) on Friday, Saturday, and Sunday evenings. Tours are for adults only (guests ages 18 years and older). Twilight tours are a more intimate experience to meet CTR's animals. During these tours, guests are the only visitors in the sanctuary. The work of the...
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Live Piano Music at The Sycamore
The Sycamore at Chatham Mills 480 Hillsboro Street, Suite 500, Pittsboro, NC, United StatesEvery 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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Chatham County Queer Cabaret
West End Emporium 23 Rectory Street, Suite D, Pittsboro, United StatesGet 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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Live Music: Cross Tie at City Tap
City Tap 89 Hillsboro Street, Suite B, Pittsboro, NC, United StatesJoin The City Tap for Live Music with Cross Tie on the following dates: Sat, May 16, 7:30pm-9:30pm. Sat, Jun 27, 7:30pm-9:30pm. On Saturdays, enjoy $3.50 mimosas or a bottle for $12.50, with your choice of orange, pineapple, cranberry, or grapefruit juice. This event takes place at The City Tap. There is no cover charge for...
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The Wheelhouse Presents: Brenda Linton and The Sparklers
Fair Game Beverage Company 192 Lorax Lane, Pittsboro, NC, United StatesJoin The Plant and Fair Game Beverage Company in Pittsboro's new listening room for Wheelhouse Music Sessions: Brenda Linton + The Sparklers on Sat, Jun 27 7:30pm-9:30pm. Musician and writer Brenda Linton performs her unique blend of song and spoken word, joined by The Sparklers and special guest Scotty Young. If you missed the last show, you...