Downtown Pittsboro First Sunday
2023-10-01 12:00 - 16:00 (America/New_York) | Pittsboro, Pittsboro, NC, 27312, United States
First Sundays, 12pm-4pm, Downtown Pittsboro First Sunday Sep 3, Oct 1, Nov 5, Dec 3
Come out and enjoy a bit of Pittsboro’s downtown charm. This family-friendly event is free to attend. Artisans, non-profits, and local businesses will be out and about as you enjoy some sweet treats, food trucks, and vendors selling art, jewelry, textiles, woodwork, soaps, pottery, and more. Just a few businesses open for Pittsboro First Sunday: Pittsboro Toys, French Connections, The Beagle, Screaming for Vintage, Oakmoss, Carolina Cravings, Circle City Books & Music, Deep River Mercantile, Marigold, Reclamation, New Horizons Downtown, Pittsboro Gallery of Arts, Chatham County Courthouse and Historical Museum, Liquidambar Gallery & Gifts, and Studio 17.
Become a vendor.

Sixteenth Annual PepperFest
2023-10-01 15:00 - 18:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Abundance NC presents The Sweet Sixteenth Annual PepperFest, Sun, Oct 1, 3pm-6pm! PepperFest is a celebration of sustainable agriculture, local farmers, and the creativity of the Piedmont’s top chefs, brewers, and artisans. They are back at The Plant to host folks who enjoy live music and revelry, learning, and discovery – including a kid’s craft and fun zone – while filling up on delicious pepper-themed dishes made with delicious, locally grown sweet, hot, and smoky NC peppers.
Chefs compete for awards. Foodies taste all the different dishes made from peppers grown in the Piedmont of North Carolina. Children run wild, folks dance, laugh, and enjoy the many different creations. A Pepper Queen and King are crowned, local businesses and nonprofits share their news, and they all go home very happy. They will have live music with Soultriii, an artistic educational, and cultural walkthrough, a 21+ lounge, a kid’s zone, vendors, and fun for the entire family! Get your tickets today! Prices will go up over the coming months.

First Friday Goblin Market at Davenport's Café Diem
2023-10-06 18:00 - 22:00 | Davenport’s Cafe Diem, 439 Hillsboro Street, Pittsboro, NC, 27312, United States
All events at Davenport’s Café Diem.
First Fridays, 6pm-10pm, First Friday Goblin Market Oct 6, Nov 3, Dec 1
A spooky and strange popup market of the unknown and supernatural! The Gallows Hill Collective strives to create a safe space for local artists and vendors to show off their creations, wares, and oddities. Come and be a part of the experience! Just behind Davenport’s Café Diem, right across from Chatham Mills in downtown Pittsboro. Interested in vending? It’s currently free! Sign up here.

Events at Dovecote Home and Garden, Nest, and Sprout
2023-10-13 10:00 - 17:00, 2023-10-14 10:00 - 17:00, 2023-10-20 10:00 - 17:00, 2023-10-21 10:00 - 17:00, 2023-10-26 10:00 - 17:00, 2023-10-27 10:00 - 17:00, 2023-10-28 10:00 - 17:00 | Dovecote Home and Garden, Nest, and Sprout, 250 Market Street, Pittsboro, NC, 27312, United States
More events at Fearrington Village. More about Dovecote Home and Garden, Nest, and Sprout. Calendar of events at Dovecote.
Find a variety, seasonally, and visit for special trunk shows throughout the year.
upcoming trunk shows
Fri, Oct 13 and Sat, Oct 14, 10am-5pm KMJ Shirts + Rose & Crown
Fri, Oct 20 and Sat, Oct 21, 10am-5pm Save The Duck
Thu, Oct 26, Fri, Oct 27, and Sat, Oct 28, 10am-5pm Ann Lightfoot
Thu, Nov 2, 10am-5pm Sabina Savage
Fri, Nov 17 and Sat, Nov 18, 10am-5pm Grace Chuang
Fri, Dec 15 and Sat, Dec 16, 10am-5pm Oliveve

Christmas Open House at Oh To Be
2023-10-20 10:00 - 18:00, 2023-10-22 14:00 - 17:00 | Oh To Be, 132 N Chatham Ave, Siler City, NC, 27344, United States
Oh To Be requests your “presents” at their Christmas Open House Fri, Oct 20, 10am-6pm, Sat, Oct 21, 10am-3pm, and Sun, Oct 22, 2pm-5pm. They’re stockpiling fun and festive decorations and gifts – Christmas pillows, garden flags, signage, home accents, toys, books, and jewelry. Make a purchase during their Christmas Open House and be entered to win a huge giveaway.

Downtown Pittsboro Reclamation Vintage Market
2023-10-22 12:00 - 16:00 | Reclamation, 102 Hillsboro St, Pittsboro, NC, 27312, United States
Reclamation invites you to a Downtown Pittsboro Vintage Market on Sun, Oct 22 from 12pm-4pm. Come out for a unique outdoor vintage and artisan market with beverages, a food truck, and an eclectic mix of some of the best vintage vendors around. This family-friendly event is free. Please park in public parking spaces only, parking near the store will be limited. Look for the “Market” signs.
