Join Chatham County Parks, Recreation, and Cultural Resources for their annual Holiday in the Park on Fri, Dec 12, 5pm-8pm at Northwest District Park. This free, indoor and outdoor event will include pictures...
Join Bynum Front Porch for Bobby Gales and New Direction Bluegrass: Coming Home for Christmas on Fri, Dec 12, 6pm-9pm. Every December, the little town of Bynum fills with music, laughter, and the warmth of old friends gathering together. This year is no different—Bobby Gales is bringing his New Direction Bluegrass Band back home for a special Christmas...
Join Chatham Partnership for Children at Central Carolina Community College for their annual Reindeer Run 5K on Sat, Dec 13, 8am-11am. Their USATF-certified course will start at CCCC and head towards downtown Pittsboro, then loop back for a finish at the campus. The 5K will start at 8am for all runners, with Race Day registration concluding at 7:45am. Please arrive...
Experience fine arts, fine crafts, and open studios throughout Chatham County during the 2025 Chatham Artists Guild Studio Tour Sat, Dec 6 and 13, 10am-5pm, and Sun, Dec 7 and 14, 12pm-5pm. For the 33rd year, the Chatham Artists Guild proudly presents this rare opportunity to connect with local artists in an intimate setting -...
Join Tri-County Ruritan Club for Christmas in Bennett on Sat, Dec 13, 11am-7pm. The day will feature cookies with Santa, local craft vendors, Christmas carolers, s'mores, a kiddie tractor pull, and the Christmas parade at 4pm. BBQ, pintos, and Chicken-N-Dumplings plates will be offered (dine-in and to-go). Lighting of the town Christmas Tree will follow the parade. More events...
This is the event of the season that you don't want to miss! The 4th Annual Clayworxs Studios Show is happening Sat, Dec 13, 5pm-8pm. Join them for an "Enchanting Evening" event to showcase and celebrate all of the fantastic art crafted at ClayWorx Studios during 2025. Clayworx will transform its studio into an elegant art gallery...
Experience fine arts, fine crafts, and open studios throughout Chatham County during the 2025 Chatham Artists Guild Studio Tour Sat, Dec 6 and 13, 10am-5pm, and Sun, Dec 7 and 14, 12pm-5pm. For the 33rd year, the Chatham Artists Guild proudly presents this rare opportunity to connect with local artists in an intimate setting -...
An annual tradition returns to downtown with the Pittsboro Christmas Parade on Sun, Dec 14, 3pm-5pm. There will be beautifully decorated floats built by local groups and businesses, filled to the brim with cheer and festive spirit, with fun costumes, floats, twinkling lights, and more. Seating will not be provided. Spectators are encouraged to bring their own chairs...
Join The Sycamore at Chatham Mills for a Holiday Dinner hosted throughout the week of Tue, Dec 16, 5pm-8:30pm. Celebrate the season in style at The Sycamore’s Holiday Dinner! Indulge in a festive Chef’s Tasting Menu ($85 per person), enjoy live holiday jazz, and make memories that sparkle. Seatings will be hosted on the following dates, with seatings...
Join The Sycamore at Chatham Mills for a Holiday Dinner hosted throughout the week of Tue, Dec 16, 5pm-8:30pm. Celebrate the season in style at The Sycamore’s Holiday Dinner! Indulge in a festive Chef’s Tasting Menu ($85 per person), enjoy live holiday jazz, and make memories that sparkle. Seatings will be hosted on the following dates, with seatings...
Join The Sycamore at Chatham Mills for a Holiday Dinner hosted throughout the week of Tue, Dec 16, 5pm-8:30pm. Celebrate the season in style at The Sycamore’s Holiday Dinner! Indulge in a festive Chef’s Tasting Menu ($85 per person), enjoy live holiday jazz, and make memories that sparkle. Seatings will be hosted on the following dates, with seatings...
Join Chatham Pride Alliance for their second annual Jingle and Mingle on Thu, Dec 18, 6pm-9pm at Thirsty Skull Brewing - Pittsboro. Get ready for a festive evening of community, connection, and cheer! This gathering is more than a party - it's a space to unwind, support one another, and strengthen the ties that make our community shine. Whether...
Join The Sycamore at Chatham Mills for a Holiday Dinner hosted throughout the week of Tue, Dec 16, 5pm-8:30pm. Celebrate the season in style at The Sycamore’s Holiday Dinner! Indulge in a festive Chef’s Tasting Menu ($85 per person), enjoy live holiday jazz, and make memories that sparkle. Seatings will be hosted on the following dates, with seatings...
Fearrington Village is delighted to welcome back their beloved friend and storyteller, Donald Davis, for their Annual Storytelling on Sat, Dec 20, 11am-12pm and Sun, Dec 21, 2pm-3pm. After a hiatus last year, their fundraiser for the Chatham food pantry, CORA, is back. And they will tell you, the holidays just don’t start at McIntyre's until Donald arrives in Fearrington....
Join The Sycamore at Chatham Mills for a Holiday Dinner hosted throughout the week of Tue, Dec 16, 5pm-8:30pm. Celebrate the season in style at The Sycamore’s Holiday Dinner! Indulge in a festive Chef’s Tasting Menu ($85 per person), enjoy live holiday jazz, and make memories that sparkle. Seatings will be hosted on the following dates, with seatings...
Fearrington Village is delighted to welcome back their beloved friend and storyteller, Donald Davis, for their Annual Storytelling on Sat, Dec 20, 11am-12pm and Sun, Dec 21, 2pm-3pm. After a hiatus last year, their fundraiser for the Chatham food pantry, CORA, is back. And they will tell you, the holidays just don’t start at McIntyre's until Donald arrives in Fearrington....
'Tis the season for the Annual Dueling Sommelier Wine Dinner with Vino!! Wine Shop on Sun, Dec 21, 5:45pm-8:45pm. Newcomer Sommelier Michael Maller of Orsini Wines is ready to take on former winner Annabel Butler, Level I Sommelier, of Oxford Street Merchants. Chef Regan Stachler has crafted a fantastic four-course meal, which has been shared with both...
Join The Sycamore at Chatham Mills for a New Year's Eve Dinner on Wed, Dec 31, 5pm-8:30pm. They won't be ringing in the new year, but they will have a beautifully curated Chef's Tasting Menu ($110 per person, including one glass of champagne) designed to elevate your last evening of the year with rich flavors, seasonal inspiration,...
Welcome 2026 with A Roving New Year's Eve at The Plant, Wed, Dec 31, 6pm-Thu, Jan 1, 12am. Join The Plant on New Year's Eve for "one last crawl" to end 2025! Fair Game Beverage Company, bmc brewing, Starrlight Mead, and Koshu Sake will have festive beverages and creative spirit cocktails, specials, and, of course, sparkling wine...
Join your community members and Quiltmaker Cafe for their Annual New Year's Open House on Thu, Jan 1pm-4pm. Start 2026 right with desserts, games, and community at Quiltmaker's future home (opening soon). This celebration is an Open-House, child-friendly event, so please stay for as long as you are able. Volunteer opportunities are available. Participating businesses include Circle City...
