Pittsboro-Siler City Convention & Visitors Bureau

Havoc Halloween Party and Live Music: Tone Merchants
2025-10-31 18:00 - 21:00 (America/New_York) | Havoc Brewing Company, 39 West Street, Pittsboro, NC, 27312, United States
Havoc Brewing Company presents a Havoc Halloween Party and Live Music with Tone Merchants on Fri, Oct 31, 6pm-9pm. Saint Vincent food truck will be on-site at Havoc 5pm-9pm. Costumes are encouraged (including for your pets)!
This event is free and takes place indoors and outdoors, weather permitting. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. Pets are welcome. This space is wheelchair accessible. More events at Havoc Brewing Company. Part of the Chatham County Craft Beverages & Country Inns Trail.

Halloween Bash at The MOD
2025-10-31 18:00 - 2025-11-01 02:00 | The Modern Life Deli & Drinks, 46 Sanford Road, Pittsboro, NC, 27312, United States
Join The MOD and locals The Radio and DJ Mouse for a Halloween Bash on Fri, Oct 31, 6pm-Sat, Nov 1, 2am, bringing you the spookiest Halloween festivities around! Dress to impress for their Costume Contest and Parade around the circle. The overall winner gets a table for 8 at The Mod’s annual New Year’s Eve Gala, including a $200 food and drink credit. There will be prizes galore, great music, and good times!
SCHEDULE

7pm-10pm Live Music from The Radio.
8:30pm: Costume Parade during band intermission.
10pm: Costume Contest Winners Announcement.
10pm-12am: Music from DJ Mouse.
12am: Late-night dessert.

This event takes place indoors and outdoors at The MOD. Free parking is available on the street and across the road from the Government Annex Building, as well as in the Justice Center Parking lot. This space is wheelchair accessible. Any schedule changes due to weather, holidays, or unforeseen circumstances will be posted on their Facebook and Instagram pages. See more events at The MOD.

Halloween Party at Vino!! Wine Shop
2025-10-31 19:00 - 22:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Following Vino!!’s FREE weekly wine tasting, stick around for a Halloween Party on Fri, Oct 31, 7pm-10pm. The evening will feature Halloween cocktail specials and a costume contest.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Halloween Party at Hops and Berry
2025-10-31 20:00 - 2025-11-01 00:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come out to Hops and Berry-Pittsboro for a Halloween Party on Fri, Oct 31, 8pm-Sat, Nov 1, 12am. There will be a costume contest with prizes, as well as Jello shots on special.
This event is free and takes place indoors. There is no cover for entry, but tips for the musicians are encouraged. Free parking is available onsite. This space is wheelchair accessible. Part of MOSAIC at Chatham Park. See all events at MOSAIC. Part of the Chatham County Craft Beverages & Country Inns Trail.

Christmas Magic Holiday Shopping
2025-11-01 10:00 - 15:00 | Silk Hope Farm Heritage Park, 4221 Silk Hope Rd, Siler City, NC, 27344, United States
Christmas Magic Holiday Shopping on Sat, Nov 1, 10am-3pm at Silk Hope Farm Heritage Park is an annual shopping event designed to showcase a variety of craft vendors and artisans for guests to find special gifts for the holiday season. Make it a road trip for holiday shopping for jewelry, handbags, beauty products, kitchen items, wreaths, handmade soaps and lotions, handcrafted woodwork, baskets, scarves, and more. Admission is free, with food and drink available for purchase. Door prizes will be awarded throughout the day.
If you have questions or are interested in being a vendor, contact Missy Thompson at 336.662.5493.
Sponsored by the Silk Hope Ruritan Club. See more events at Silk Hope Farm Heritage Park.

Celebrating Día De Los Muertos at The Plant
2025-11-01 17:00 - 21:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant as they Celebrate Día De Los Muertos on Sat, Nov 1, 5pm-9pm. They will have a community altar; thematic food, drinks, and pastries; dancing; a Catrina Contest; and more!
This 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 pets are allowed. This event is free, but a $10 suggested donation is appreciated. See all events at The Plant.

Sip N' Shop at Deep River Mercantile
2025-11-06 16:00 - 20:00 | Deep River Mercantile, 107 Hillsboro St, Pittsboro, NC, 27312, United States
Can you believe it’s that time of year already?! Make your reservation for Deep River Mercantile’s Annual Sip N’ Shop event on Thu, Nov 6, 4pm-8pm. Enjoy private shopping and drinking during a wonderful girls’ night, date night, or just a solo trip to get a jumpstart on the holiday season. As always, this is Deep River Mercantile’s official launch of the holiday season and your first chance to get your hands on new items and limited quantity products. They’ll be serving up their famous Jingle Juice and are pleased to offer an Old Fashioned bar as well this year!
Coming with a group? Only one member of your party needs to make a reservation, and you can simply check out with the number attending. Note: You will need to “check out” with the reservation in your cart for your reservation to go through. If you have any trouble making your reservation, please message Deep River Mercantile on Instagram, email them at hello@deeprivermerc.com, or call them at 919.503.0791. Reservations are encouraged, but not required!

Annual Sip and Shop Market at MOSAIC
2025-11-08 12:00 - 16:00 | Philip H. Kohl MOSAIC Family Commons, 457 Freedom Parkway, Pittsboro, NC, 27312, United States
Join MOSAIC at Chatham Park for their Annual Sip and Shop Market on Sat, Nov 8, 12pm-4pm. This special event invites guests to sip a refreshing beverage, savor delicious food, and shop locally from 30+ talented vendors. Get a head start on purchasing holiday gifts and enjoy the lively tunes of local band Mix Tapes, performing on the Tommy Edwards Stage powered by Brightspeed. The band offers an eclectic mix of upbeat songs, spanning from country to rock and classic to current hits.
This event is FREE and open to the public, but registration is required. Register here. This event is held outdoors on the Philip H. Kohl MOSAIC Family Commons. See more events hosted by MOSAIC at Chatham Park.

Holiday Ornament Painting Party at Starrlight
2025-11-08 14:00 - 16:00 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
Get crafty (and a little sippy) with Starrlight Mead’s Holiday Ornament Painting Party on Sat, Nov 8, 2pm-4pm. Led by Maria from Flutter Tree Ridge, you’ll paint three wooden ornaments to deck your tree and enjoy a glass of mead and cider for inspiration. Laughter, creativity, and holiday spirit guaranteed!
The cost is $40 per person and includes all necessary supplies and one beverage from Starrlight Mead. This class takes place indoors. No pets allowed. Starrlight Mead is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Sip and Shop Event at Vino!!
2025-11-19 17:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for a Sip and Shop Event on Wed, Nov 19, 5pm-7pm. To help kickstart your holiday shopping, Vino!! is bringing in two local vendors, Kendra Brower of Blue Blaze Jewelry and Terri Rebey of Gigi’s Candy Jar, who will be selling some of their products. Earrings, bracelets, truffles, turtles, oh my!
Not only will Kendra and Terri be in their shop, but they will also carry a plethora of other gift-giving goodies – wine (of course), cheeses, tinned fish, olives, hot sauce, nuts, pasta, wine tools, gift certificates, and more! Wednesday is “no corking fee” day, so bring a friend and enjoy your favorite bottle while you browse the shop for gifts for others or yourself!
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Christmas on Chatham Street
2025-11-22 09:00 - 15:00 | The Grainery & Co, 3840 Chatham Street, Bennett, NC, 27208, United States
Christmas on Chatham Street on Sat, Nov 22, 9am-3pm is an annual holiday shopping experience in Bennett, NC, hosted by The Grainery & Co. Shop in-store for apparel, decor, jewelry, and gifts for all ages, including new arrivals! Outside along Chatham Street, you’ll discover plenty of local vendors.
This free, family-friendly event takes place indoors and outdoors. See more events in Bennett.

For Garden’s Sake 5th Annual Holiday Market
2025-11-22 09:00 - 15:00 | For Garden’s Sake, 9197 Hwy 751 S, Durham, NC, 27713, United States
Join For Garden’s Sake for their 5th Annual Holiday Market on Sat, Nov 22, 9am-3pm. The garden center will be beautifully decorated for the season and brimming with festive cheer! Stroll through their selection of fresh Christmas trees and wreaths, and discover unique holiday gifts from a variety of talented local artists and vendors. Enjoy live music by William Nesmith as you shop, sip a seasonal drink from their Potting Shed Bar, and grab lunch at the delicious Barone’s Meatballs food truck. From handcrafted goods to greenery that fills your home with the scent of the season, you’re sure to find something special for everyone on your list.
Come celebrate the start of the holidays with a day of shopping, music, and merriment at For Garden’s Sake. This event is free and family-friendly. Free parking is available on-site. See more events at For Garden’s Sake.

Jordan Lake Farms - Winter 2025 Season
2025-11-22 09:00 - 17:00, 2025-11-23 09:00 - 17:00, 2025-11-26 08:30 - 13:30, 2025-11-28 08:00 - 18:00, 2025-11-29 08:00 - 18:00, 2025-11-30 08:00 - 18:00, 2025-12-03 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.

Wreath-Making Workshops at Jordan Lake Farms
2025-11-22 14:30 - 17:00, 2025-11-26 10:30 - 13:00, 2025-12-03 09:30 - 12:00 | 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.

Holiday Wreath Classes at For Garden's Sake
2025-11-23 10:00 - 11:30, 2025-11-23 13:00 - 15:00 | For Garden’s Sake, 9197 Hwy 751 S, Durham, NC, 27713, United States
Join For Garden’s Sake for Holiday Wreath Classes on select dates throughout November and December 2025. If you’re looking for something merry and bright for your front door, look no further. These classic wreaths will do the trick, and this year they are doing it up bigger and better! You’ll be able to put your own creative touch into your holiday decor with these beautiful 20-22″ wreaths! Classes take place on the following dates:

Sun, Nov 23, 10am-11:30am.
Sun, Nov 23, 1pm-3pm.
Wed, Dec 3, 10am-11:30am.
Sat, Dec 6, 10am-11:30am.
Sun, Dec 7, 1pm-2:30pm.
Tue, Dec 9, 10am-11:30am.
Thu, Dec 11, 3pm-4:30pm.

The fee for this class is $85 per person and includes all necessary supplies and materials, a drink, and a light snack. Payment at the time of registration is required to hold your spot. This class, led by FGS Plant Coach Debbi Barrett, 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.

Annual Tree Farm Market at Jordan Lake Farms
2025-11-23 10:00 - 15:00 | Jordan Lake Farms, 2170 Marthas Chapel Rd, Apex, NC, 27523, United States
Join Jordan Lake Farms for their Annual Tree Farm Market on Sun, Nov 23, 10am-3pm. They’ll be joined by local farmers, artisans, and crafters for a holiday-themed vendor market. Plus, get in on all of the Winter 2025 activities: shop their choose-and-cut field 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.
Reservations are not required for this event. See more events at Jordan Lake Farms.

Pittsboro Tree Lighting Celebration
2025-11-23 15:00 - 17:00 | Pittsboro, Pittsboro, NC, 27312, United States
Save the date for the Pittsboro Tree Lighting Celebration on Sun, Nov 23, 3pm-5pm. You’re invited to a fun-filled afternoon and evening that the whole family will enjoy. There will be a festive vendor market, perfect for holiday shopping, as well as live entertainment on the main stage, a visit from Santa Claus, a train ride and bounce house for the kids, delicious eats from local food trucks, and of course, a magical tree lighting ceremony.
Bring your friends, family, and holiday spirit as the Pittsboro community kicks off the season together with joy, laughter, and community cheer. Vendors are welcome to apply using this link.
For more information, contact Pittsboro Parks & Recreation at 984.282.6927.
See more downtown Pittsboro events.

Thanksgiving Wine Tasting at Vino!!
2025-11-26 14:00 - 17:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Join Vino!! Wine Shop for very special Thanksgiving Wine Tasting on Wed, Nov 26, 2pm-5pm. They will be joined by Ian Spotz of Advintage Distributing.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

4th Annual Thanksgiving Dinner with Quiltmaker Cafe
2025-11-27 12:00 - 16:00 | Quiltmaker Cafe, 75 W Salisbury St, Pittsboro, NC, 27312, United States
Join your community members and Quiltmaker Cafe for their 4th Annual Thanksgiving Dinner on Thu, Nov 27, 12pm-4pm. This is a ‘donate-what-you-can’ meal provided by local community chefs and restaurants, including 39 West Catering, West End & Kitchen and Catering, Ta Contento, and more! This year, they will offer dinner buffet-style at Quiltmaker’s future location (previously Postal Fish Company). Vegetarian and vegan options will be available. No registration required.

Holiday Bazaar at Bynum Front Porch
2025-11-29 10:00 - 14:00 | Bynum General Store, 950 Bynum Rd, Bynum, NC, 27228, United States
Get ready for the annual Holiday Bazaar at Bynum Front Porch on Sat, Nov 29, 10am-2pm. The Saturday after Thanksgiving, Bynum wakes up with a sparkle in the air. Down by the old general store, the front porch is strung with garland and twinkle lights, and the smell of Bynum’s famous chicken cracker stew drifts out to meet the crowd.
It’s Holiday Bazaar day, and the place hums like a hive. Inside, tables are stacked with local treasures — hand-thrown pottery still warm from the kiln, jewel-toned scarves, hand-poured soaps wrapped in brown paper, and framed photographs that catch the Haw River in every season. Paintings lean in little clusters, each one carrying the signature of a neighbor you’ve probably shared a laugh with. Shoppers drift from table to table, warm cider in one hand, gift list in the other.
Outside, the Bynum Front Porch Pickers are in full swing. Banjo, fiddle, guitar — the music rolls out over the lawn, spilling into the street where folks line up for hot stew, talking and laughing in puffs of white breath.
And just steps from the front porch, another tradition is in full gear — Christmas tree pickup. Trucks and SUVs pull in and out, loading up fresh-cut pines that will soon stand in living rooms all over Chatham County. You can smell them even from the porch, sharp and green, blending with the scent of stew and cider until the whole town smells like the holidays.
See more Bynum Front Porch events.

Story Time with Santa at For Garden's Sake
2025-11-29 14:00 - 16:00 | For Garden’s Sake, 9197 Hwy 751 S, Durham, NC, 27713, United States
Join For Garden’s Sake for Story Time with Santa on Sat, Nov 29, 2pm-4pm. Gather ’round for a magical afternoon at the Garden Center as Santa himself reads “The Night Before Christmas”! Little ones will be enchanted by the classic tale, cozy holiday vibes, and a touch of North Pole cheer. After story time, enjoy a fun holiday activity, perfect for curious hands and growing imaginations. Sip hot cocoa from the Potting Shed, snap a photo with Santa, and make it a memory your family will cherish all season long. While you’re there, get a head start on the holiday season by shopping their fresh Christmas trees, wreaths, and poinsettias.
This event is free and family-friendly. Free parking is available on-site. See more events at For Garden’s Sake.
