Annual High-End Wine Tasting at Vino!!
2025-12-12 17:00 - 19:00 (America/New_York) | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for their Annual High-End Wine Tasting on Fri, Dec 12, 5pm-7pm. This is one event their customers look forward to every year! Two of their favorite wine reps, Ian Spotz of Advintage Distributing, and Mike Ruocco of Monsieur Touton, will be in the shop pouring 8 wines priced from $30 to $80. The wine lineup will be announced the week of Fri, Dec 12. The cost is $5 per person.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Holiday in the Park
2025-12-12 17:00 - 20:00 | Northwest District Park, 2413 Woody Store Road, Siler City, NC, 27344
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 with Santa, a hayride, holiday-themed games and crafts, candy canes, warm drinks, carolers, and letters to Santa. The tree lighting at 5:15pm will kick off the event.
Continuing this year: a holiday market! If you are interested in being a holiday market vendor, email leigh.babcock@chathamcountync.gov.
This event is held indoors and outdoors at Northwest District Park by Chatham County Parks, Recreation, and Cultural Resources (CCPRCR). This event is free. All ages are welcome. See more CCPRCR events.

Run and Roam Fridays at The Plant
2025-12-12 17:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant after work and/or school for Run and Roam Fridays, hosted every Friday evening, Sep 5-Dec 12, 5pm-9pm. Come out for food and drink specials and plenty of family-friendly fun, including games, hula hoops, bubbles, chalk art, and more. Sip and shop the Chatham Beverage District, part of the Chatham County Craft Beverages & Country Inns Trail, with local beers from bmc brewing, wines and ciders from Starrlight, spirits from Fair Game, and sake from Koshu. Local dining available at Kingston 99 Kitchen and Ta Contento.
This free event takes place indoors and outdoors. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. See all events at The Plant.

Wine and Design: Holiday Wreath-Making at For Garden's Sake
2025-12-12 18:00 - 19:30 | For Garden’s Sake, 9197 Hwy 751 S, Durham, NC, 27713, United States
Join For Garden’s Sake for Wine and Design: Holiday Wreath-Making on Fri, Dec 12, 6pm-7:30pm. Get ready for a magical evening event as you celebrate the holidays and creativity, surrounded by the glow of twinkle lights. This after-hours wreath-making workshop is designed for those who love to relax with crafts, snacks, and a good glass of wine.
You’ll begin with some guided instruction from FGS Plant Coach Debbi Barrett, then let your creativity flow as you bring your own style to a beautiful, fresh 20-22″ wreath. Whether your style is natural and woodsy or bright and festive, you’ll leave with a custom piece you’ll be proud to hang on your door! As you craft, sip a seasonal drink specially created for the evening, munch on the cheese and charcuterie spread, and enjoy a sweet treat.
Space is limited for this intimate evening event. Reserve your spot and start your holidays with a little spark and a lot of creativity! The fee is $95 per person and includes all necessary supplies and materials, a seasonally-inspired cocktail, cheese and charcuterie, and dessert. Non-alcoholic beverages are also available. Payment at the time of registration is required to hold your spot.
This class will take place indoors at the Robin’s Nest. Free parking is available on site. No pets allowed. See more events at For Garden’s Sake.

Live Piano Music at The Sycamore
2025-12-12 18:00 - 21:00, 2025-12-13 18:00 - 21:00 | The Sycamore at Chatham Mills, 480 Hillsboro Street, Suite 500, Pittsboro, NC, 27312, 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.

Live Music: Leonardo Braswell at Havoc
2025-12-12 18:00 - 21:00 | North Carolina
Havoc Brewing Company presents Live Music with Leonardo Braswell on Fri, Dec 12, 6pm-9pm. Taco Paraiso food truck will be on-site at Havoc 5pm-8pm.
This event is free and will take place both indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available in the lot across the street. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Bobby Gales and New Direction Bluegrass - Coming Home For Christmas
2025-12-12 18:00 - 21:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
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 concert at the historic Bynum General Store.
But don’t just come for the music—come hungry! Before the concert, they’ll be holding a community chili cookoff and potluck supper. Everyone is welcome at the table—no need to bring anything (though extra dishes are always appreciated, and vegetarian options are always part of the spread). It’s the kind of meal where you pass bowls and swap stories, where neighbors turn into family.
After supper, the music begins at 7pm. New Direction will fill the old store with bluegrass harmonies, Christmas songs, and the kind of joy that makes you feel rooted and lifted all at once. There’s no charge for admission or parking—just come as you are. A pith helmet will be passed for donations, as always. Easy and free parking is available at the Bynum ball field or in the lot beside the store.
See more Bynum Front Porch events.

Reindeer Run 5K
2025-12-13 08:00 - 11:00 | CCCC, 764 West St, Pittsboro, NC, 27312, United States
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 early to pick up your race bib and find a parking spot.
Awards will be given for the following categories:

Individual overall.
Individual age groups.
Teams.

Race Day registration for the Reindeer Run 5K is limited to individual runners and Fun Run participants. Shirts will most likely not be available for these registrants.
Get ready for big smiles and little feet flying—Rudolph’s Fun Run is back! This joyful mini-race is perfect for our youngest runners, taking place entirely on the CCCC campus with an easy, fun ¾-mile course. The race kicks off at 9:10am, and every child who crosses the finish line will be greeted by Rudolph and friends with a medal. When you register, you’ll also have the option to order a race t-shirt. There is no need to attend packet pickup events for this one, unless you want to receive the t-shirt before the race; all other Fun Run items will be handed out on race day. It’s a festive, feel-good way to get kids moving and make unforgettable memories!
If you have any questions or concerns, please do not hesitate to contact Jazmin Mendoza Sosa, Communications and Development Coordinator, at jazmin@chathamkids.org. See more Chatham Sports Alliance events.

Chatham Artists Guild Studio Tour
2025-12-13 08:00 - 17:00, 2025-12-14 12:00 - 17:00 | North Carolina, United States
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 – unlike any gallery or museum!
Take a relaxing drive through Chatham County’s rolling hills and pastoral farmlands to visit 59 talented artists in 41 studios that dot the countryside, with both private studios and visitor businesses participating. Meet the artists, learn about their process and artistic vision, and browse affordable original works of art. Grab a bite to eat in town, pack a picnic for your road trip, or skip the drive home and stay in one of our accommodations.
The Chatham Artists Guild Studio Tour is FREE and self-guided. It features artwork in all mediums at various prices, so there’s something for everyone!
FREQUENTLY ASKED QUESTIONS
Where can I find a tour brochure?
An interactive online brochure, with linked Google addresses for each stop, can be found here. Print brochures are also available at The Plant, NC Arts Incubator, Pittsboro Gallery of Arts, 79° West Innovation Hub at MOSAIC at Chatham Park, and several other Chatham County visitor businesses.
Who is featured on the tour?
The tour includes 39 stops featuring works from 54 local artists. Studios are scattered throughout Chatham County, including Pittsboro, Fearrington Village, Bynum, Chapel Hill (Chatham County), Sanford (Chatham County), and Apex (Chatham County). In addition to the private studios, tour exhibits are on display at Chatham Mills (student art) and Smelt Art Gallery at The Plant.
What can I do while I’m in Chatham County? Is there somewhere to eat? To stay?
Along the way, you’ll discover delicious food and drink, eclectic shops, and charming accommodations. Pair local food and art with a seasonal meal from one of our numerous farm-to-fork eateries. Restaurants along the tour route include Kingston 99 Kitchen and JDub’s PoBoys at The Plant, as well as Chatham Marketplace and The Sycamore at Chatham Mills. Fearrington Village is home to several studios and plenty to experience – Fearrington House Restaurant, McIntyre’s Books, and The Spa at Fearringon Village, just to name a few.
It’s easy to make a weekend of the tour by staying at the new Hampton Inn & Suites by Hilton Pittsboro, the luxurious Fearrington House Inn, or one of our cozy bed and breakfast inns, such as 458 West B&B, The Inn at Celebrity Dairy, or Jordan Lake B&B.
Are the studios accessible?
Most studios are accessible, meaning they have wheelchair-accessible entrances and parking. If you have accessibility concerns about specific studios, please email chathamartists@gmail.com or contact us.
I’ve found the perfect piece… but I don’t have room in my suitcase! Do the studios offer shipping?”
We welcome you to check with individual studios about their shipping policies, and most artists are likely willing to do so if asked.
Are the studios pet-friendly?
Since these are private studios, often located at an artist’s home, we kindly request that you leave your furry friends at home for this adventure. Service animals are welcome in compliance with Title III ADA Requirements for Service Animals.

Jordan Lake Farms - Winter 2025 Season
2025-12-13 09:00 - 17:00, 2025-12-14 09:00 - 17:00 | Jordan Lake Farms, 2170 Marthas Chapel Rd, Apex, NC, 27523, United States
Join Jordan Lake Farms for their Winter 2025 Season, hosted on select weekdays and weekends in November and December. Shop their choose-and-cut field, register for a wreath-making workshop, and savor hot chocolate and mini donuts from the concessions stand. Plus, there are plenty of fun activities for the kids, including a hayride and a children’s play area. You can also choose from fresh-cut NC Fraser Firs, NC White Pines, and Concolor Firs, as well as Ball and Burlap trees that can be planted after Christmas. They are open on the following dates:

Sat, Nov 22 and Sun, Nov 23, 9am-5pm.
Wed, Nov 26, 8:30am-1:30pm.
Fri, Nov 28-Sun, Nov 30, 8am-6pm.
Wed, Dec 3 and Thu, Dec 4, 9am-5pm.
Fri, Dec 5, 9am-6pm.
Sat, Dec 6 and Sun, Dec 7, 8am-6pm.
Wed, Dec 10-Sun, Dec 14, 9am-5pm.
Wed, Dec 17-Fri, Dec 19, 9am-5pm.

Please note that offerings may vary depending on the date of your visit. Please check their website first before planning your visit.
Reservations will be required (at no fee) to visit the farm during Thanksgiving weekend (Nov 28-30) and the following weekend (Dec 6-7). Please note, reservations are required even if picking up a previously tagged tree. The reservation system will open the first week of November. Although reservations are not required during opening weekend (Nov 22 & 23), please note that parking is limited, and there may be periods when they cannot accommodate additional visitors.
Pets are welcome on the farm if on leash and are well-trained. Photographers and their clients are allowed by appointment at their farm. Please see the Photographer page of their website for details. They accept cash, credit, and Apple Pay. See more events at Jordan Lake Farms.

Goldston Main Street Cruise In
2025-12-13 10:00 - 14:00 | Downtown Goldston, 434 Bellevue Street, Goldston, NC, 27252, United States
Enjoy local restaurants and shops while meeting and talking with other car enthusiasts at Goldston Main Street Cruise In, hosted every second Saturday, 10am-2pm. If it has wheels, they want to see it, from classics to hot rods. Imports to full-blown race cars, bring them out! Grab a bite to eat at Lizzie’s or Rufus’ and check out locally-owned Faithfully Fruitful.
This FREE event takes place outdoors on Bellevue Street in downtown Goldston.

Holiday Arts and Crafts Street Fair
2025-12-13 11:00 - 15:00 | Moncure Haywood Community, 1855 Old US 1 Highway, Moncure, 27559, United States
It is the most wonderful time of the year! Come to Moncure for an incredible transformation of Old US 1 into a holiday wonderland at the Holiday Arts and Crafts Street Fair on Sat, Dec 13, 11am-3pm. Stroll Old U S 1 and experience the magical spirit with pop-up vendors such as Seven Springs Winery, food, live music, a Polar Express Train, shopping, and more. Are you known for your baked goods, homemade goodies, crafts, and retail items? Would you like to market and expand your organization/business reach to the community? They have a booth reserved just for you! They’ve also added the Holiday Car Show! Showcase trophies will be presented to the winners. Early Bird Car Show entry cost is only $10. Entries submitted on the day of the event will be $15.
This event is sponsored by Moncure-Haywood Events Organization. Admission is free. This event takes place outdoors. Free parking, including handicap parking, will be provided. Leashed pets are allowed, but discouraged.

Christmas in Bennett
2025-12-13 11:00 - 19:00 | Bennett, 52-68 W Raleigh Street, Bennett, NC, 27208, United States
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 in Bennett.

Art Reception with Farmily Revelry
2025-12-13 13:00 - 16:00 | Smelt Art Gallery, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join Smelt Art Gallery for an Art Reception with Farmily Revelry on Sat, Dec 13, 1pm-4pm. This will be an evening of live art, story, and song with Bob B., Erin Dee, and Olive Mae!
This event is free and will take place indoors. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Pets are not allowed. See all events at The Plant.

Tasting Classes with EB Wines
2025-12-13 14:00 - 15:00 | EB Wines, 40140 Moring, Chapel Hill, 27517, United States
The seventh annual Wine Tasting Classes is a collection of monthly wine tasting classes hosted by Esteban Brunello, owner of EB Wines. The classes are informative yet relaxed and open to guests with varying levels of knowledge, from novice wine drinkers to seasoned tasters. Classes are led by owner and wine director Esteban Brunello, who guides guests through the wine tasting process. Guests will learn to identify various wine notes, discover techniques in the winemaking process, and receive recommendations for food pairings.
Mark your calendars for the following class dates:

Sat, Jul 26, 2pm-3pm Refreshing Whites.
Sat, Aug 23, 2pm-3pm Skin Contact.
Sat, Sep 20, 2pm-3pm Domestic Wines.
Sat, Oct 18, 2pm-3pm Obscure Reds.
Sat, Nov 15, 2pm-3pm Fall Reds.
Sat, Dec 13, 2pm-3pm Sparking – Petillant Naturel.

EB Wines is part of the Chatham County Craft Beverages & Country Inns Trail. See all events at EB Wines.

Champagne Tasting at Vino!!
2025-12-13 14:00 - 16:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for a unique Champagne Tasting on Sat, Dec 13, 2pm-4pm. Axel Kjellerman of A-Vin-Garde will be at Vino pouring 4 respectable, grower Champagnes that will blow you away! We all need that perfect bottle of bubbly to celebrate the holidays with! Cost is $10 per person and gets you a taste of all four wines plus some delightful nibbles that pair wonderfully with Champagne. If you love a bottle – pop one open and drink it on the spot (no corking fee)!
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Christmas Tea at O'Kelly Chapel
2025-12-13 14:00 - 17:00 | O’Kelly Chapel, 9197 NC-751, Durham, 27713, 27713, United States
Join For Garden’s Sake and O’Kelly Chapel for Christmas Tea on Sat, Dec 13, 2pm-5pm. This event is designed for those seeking an afternoon of tranquility amid the holiday hustle and bustle. Relax into your seat as you sip on a lovely cup of tea. Indulge in sweet and savory delicacies and good company. Appreciate the gleam of sunlight pouring through the Chapel windows, and admire the beautiful houseplants and Christmas trees tucked into every corner.
Christmas Tea at O’Kelly Chapel will be an afternoon to remember. There is no better way to celebrate the holidays with those you hold dearest!
They will have a fixed menu and cannot accommodate every dietary restriction. However, they can accommodate gluten-free requests and a few other allergies. Please inquire before booking if you are concerned about a specific allergen or restriction. The fee is $75 per person and is reserved by table. Pricing includes a selection of specially selected teas in classic and seasonal flavors, as well as sweet and savory delicacies. Space is limited for this intimate afternoon event. Reserve your spot today! Payment at the time of registration is required to hold your spot.
This class will take place indoors. Free parking is available on site. No pets allowed. See more events at For Garden’s Sake.

Christmas Celebration at Silk Hope Farm Heritage Park
2025-12-13 14:00 - 17:00 | Silk Hope Farm Heritage Park, 4221 Silk Hope Rd, Siler City, NC, 27344, United States
Join Silk Hope Farm Heritage Park for a Christmas Celebration on Sat, Dec 13, 2pm-5pm. Santa will arrive at 2:30pm on the Farm Heritage Park grounds, accompanied by a special guest! Bundle up the kiddos and come on out to have your picture taken with Old Kriss Kringle. There will be lots of other fun for the whole family, including kiddie train rides, hot chocolate, a bouncy house, letters to Santa, face painting (fee), and a cake walk. Be sure to stick around for the lighting of the wagon at 4:30pm. A free special drawing will take place at the wagon (must be present to win).
For more information, contact Missy Thompson at 336.622.5493. See more events at Silk Hope Farm Heritage Park.

Wreath-Making Workshops at Jordan Lake Farms
2025-12-13 14:30 - 17:00 | Jordan Lake Farms, 2170 Marthas Chapel Rd, Apex, NC, 27523, United States
Join Jordan Lake Farms for Wreath-Making Workshops, hosted on select dates in November and December. Their skilled farmers will guide you in crafting an exquisite Christmas wreath while you learn the artistry of transforming greenery into stunning festive decor. The wreath workshop includes beautiful greenery, a bow, a wreath ring, and wire to finish a wreath that is 18-26 inches in diameter – perfect for most commonly-sized doors. Bring a pair of garden clippers and plastic or cardboard to lay your finished wreath on, as sometimes sap can drain from fresh-cut greenery. Workshops take place on the following dates:

Sat, Nov 22, 2:30pm-5pm.
Wed, Nov 26, 10:30am-1pm.
Wed, Dec 3, 9:30am-12pm.
Thu, Dec 4, 2:30pm-5pm.
Thu, Dec 11, 9:30am-12pm.
Sat, Dec 13, 2:30pm-5pm.
Sun, Dec 14, 2:30pm-5pm.

This workshop is suitable for ages 13 years and older. Attendees aged 13-15 must be accompanied by an adult to participate in the workshop. Workshops will be 2-3 hours long. The number of workshop attendees will be between 5 and 15, depending on the project. If fewer than 5 attendees are registered 48 hours before the workshop, the workshop will be cancelled.
Registration is required for this event. You will be asked to pay in full to reserve your spot for the workshop. Workshops are rain or shine and non-refundable. This event takes place in Jordan Lake Farm’s new “Hide-Away Pavilion”. Parking will be in the lot closest to their tree field, with directional signs posted. See more events at Jordan Lake Farms.

Kriya Yoga Journey with Lexie + Bill
2025-12-13 15:00 - 16:30 | North Carolina
Join Yoga Garden PBO for a Kriya Yoga Journey with Lexie + Bill, hosted monthly on select days (see schedule below). Experience the full potential of yogic techniques to support spiritual and emotional evolution and healing. This is a space to honor your body, clear your mind, and align with your deeper self.
Central to the journey are powerful breathwork practices called “kriyas” that are sometimes combined with movement and sound. Kriyas can clear energy and shift your internal landscape, allowing you to open up to expanded states of awareness and consciousness. Expect gentle movement intervals during the journey to release tension and distribute energy throughout the body. Moments of stillness and meditation allow you to ground and integrate the practices, inviting in a state of being that is calm, centered, and open.
CLASS SCHEDULE

Sat, Dec 13, 3pm-4:30pm Kriya Yoga Journey for the Solstice Season.
Thu, Jan 1, 3pm-4:30pm Kriya Yoga Journey for Vision and Intention.
Sat, Feb 14, 3:30pm-5pm February’s Kriya Yoga Journey.

This class is open to all levels. Physical movements are simple and accessible for most bodies, with modifications offered to support different needs. Handicapped parking and a ramp are available in the back of the Yoga Garden studio. The cost is $20 per person. See more events at Yoga Garden PBO.

Live Music at The Plant: Rose and Carole
2025-12-13 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Rose and Carole on Sat, Dec 13, 3pm-6pm. Jordan Napoli-Cranford is a local musician who grew up just down the road in Robbins. She has been performing in various musical groups since 2016. As for her sound, she loves to cover a range of genres and does everything from Adele to Led Zeppelin. She also performs in a musical duo with her wife, Amanda, called Rose & Carole.
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they have to cancel, they will try to do so well in advance. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed pets are allowed. This event is free! See all events at The Plant.

2025 Clayworxs Studios Show
2025-12-13 17:00 - 20:00 | Clayworx Studios, 136 Fayetteville St., Suite G, Pittsboro, 27312, United States
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 space for the evening, welcoming everyone to exhibit their work and enjoy the creations. This will be a very special event with great food and beverages, conversations, music, and a time to celebrate all things clay! Please invite your friends and family to the free festivities.
This event is free and takes place indoors. Clayworx Studios is located just off the circle in downtown Pittsboro, in the colorful building across from the fire station. Entry and free parking are available behind the building.

Live Music: Downpour at Havoc
2025-12-13 18:00 - 21:00 | North Carolina
Havoc Brewing Company presents Live Music with Downpour on Sat, Dec 13, 6pm-9pm. Jessica’s Cheesesteaks food truck will be on-site at Havoc 3pm-8pm.
This event is free and will take place both indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available in the lot across the street. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Brunch with Santa at Doherty's
2025-12-14 11:00 - 13:00 | Doherty’s Irish Pub and Restaurant, 56 Sanford Road, Pittsboro, NC, 27312, United States
Join Doherty’s Irish Pub & Restaurant for Brunch with Santa on Sun, Dec 14, 11am-1pm. This festive lunch with Santa will feature good food, big smiles, and all the cozy cheer of the season. Settle in for a relaxed meet-and-greet, snap your own photos, and enjoy the moment at your own pace. It’s an easy, joyful way to share a meal, make memories, and soak up a little holiday magic together!
This event takes place indoors. Doherty’s first floor is wheelchair accessible and offers accessible seating. Free public parking is available just across the street. Leashed pets on the patio only, please. See more events at Doherty’s Irish Pub & Restaurant.

Live Music at The Plant: The Overtones Sax Quartet
2025-12-14 12:30 - 15:30 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with The Overtones Sax Quartet on Sun, Dec 14, 12:30pm-3:30pm. The Overtones are a Sax quartet located in the Apex & Holly Springs. If you missed their Christmas set last year, you don’t want to miss this one!
There is no cover for music, but tips for the musicians are encouraged. Most events are rain or shine; if they have to cancel, they will try to do so well in advance. The Plant is accessible to guests and will do its best to accommodate any additional requests—contact music@theplantnc.com with any accommodation requests or accessibility concerns. There is free parking. Leashed pets are allowed. This event is free! See all events at The Plant.

FireClay Cellars Ornament Party
2025-12-14 13:30 - 16:00 | FireClay Cellars, 1276 Bowers Store Rd, Siler City, NC, 27344, United States
Join FireClay Cellars for an Ornament Party on Sun, Dec 14, 1:30pm-4pm. Start getting ready for the holidays by painting three beautiful wooden ornaments—perfect for your tree or as gifts! The cost is $45 per person and includes a glass of FireClay’s wine. You must pre-register for this event.
FireClay Cellars is part of the Chatham County Craft Beverages and Country Inns Trail. Discover more events at FireClay Cellars.

Paint + Sip at Vino!! Wine Shop
2025-12-14 14:00 - 16:30 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for their Paint + Sip on Sun, Dec 14, 2pm-4:30pm, led by artist Lyanne Spangler of Sirlsly Art. This time around, you’ll have the opportunity to hone your painting skills on a holiday-inspired painting! Her classes are very popular, so hurry and sign up to avoid missing out.
The cost for this event is $42, which includes all painting supplies and one drink. Space is limited to 17 people. Register by phone at 919.542.3922 or email anna@vinowineshopnc.com by Thu, Dec 11. No refunds will be issued for cancellations after this date, as all supplies will have been purchased.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.
