Pittsboro-Siler City Convention & Visitors Bureau

Thistle & Oak Spring 2026 Trunk Show: Will Leather Goods
2026-04-24 10:00 - 17:00, 2026-04-25 10:00 - 17:00 (America/New_York) | Thistle and Oak, 209 Market Street, Pittsboro, 27312, United States
Fri, Apr 24-Sat, Apr 24, 10am-5pm, Thistle and Oak will host designer Will Leather Goods as part of their Spring 2026 Trunk Show series. “Discover Your Will”. A family-owned brand from Eugene, OR, founded by Will Adler. Leather experts who embrace worldwide artisans to create products that uphold their Lifetime Guarantee. Will Leather Goods designs and crafts a range of travel bags, personal leather accessories, wallets, belts, and gifts. Offering an array of leathers and styles, this event is just the right time to create your ideal travel bag, belt, or accessory.
Thistle and Oak in Fearrington Village hosts trunk shows that offer one-on-one time with designers and provide opportunities to shop beyond their in-store offerings. Trunk Shows give you the chance to see an entire collection, not just what they bring in for the store, which means it is the only time that some sizes and colors are available in certain styles. Chatting with a rep or designer – the experts – gives you the best insight into what styles and sizes are perfect for you, so you can be sure you’re getting pieces that you’ll treasure forever. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Luncheon at Vino!!
2026-04-24 12:00 - 13:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Vino!! Wine Shop’s next in-shop Luncheon is on Fri, Apr 24, 12pm-1pm. Chef Robin Hamilton will serve up a tasty and healthy turkey wrap paired with classic tomato soup – yummy, yummy in your tummy! Enjoy this hearty meal along with a glass of wine! If you just want the lunch and not the wine, no problem; they have that option as well.
The cost for lunch, which includes a glass of wine, is $25 per person (plus taxes and tips). Lunch without wine is $16 plus tax and tip. You can register by phone at 919.542.3922 or email robin@vinowineshopnc.com. To secure the reservation, please provide your credit card information. Reservations are due Wed, Apr 22, and there are no cancellations or refunds after this date.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Weekly Free Tastings at Vino!! Wine Shop
2026-04-24 17:00 - 19:00, 2026-05-01 17:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
Weekly 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 Inns Trail.

Music at Roost Beer Garden
2026-04-24 17:00 - 19:00 | Roost Beer Garden, 270 Market Street, Pittsboro, 27312, United States
Visit 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 Fridays, 5pm-7pm. Please double-check their website for featured musicians and to confirm whether events are moved indoors or postponed during weather conditions that affect outdoor music and activities.
MENU – WOOD-FIRED PIZZAS
Red

Mozzarella…Fresh Mozzarella, Micro Basil
Pepperoni…Mozzarella, Sauce
Prosciutto…Prosciutto, Green Olives
Carne…Housemade Sausage, Soppressata, Pepper Jam, Asiago, Croutons

White

Mushroom Carbonara…Wild Mushrooms, Pancetta, Caramelized Onions, Confit Garlic, Egg Yolk, Truffle Oil
Six Cheese Pizza…Mozzarella, Fontina, Rosemary Ricotta, Parmesan, Provolone, Pecorino

Ann Lightfoot - Spring 2026 Trunk Show
2026-04-25 10:00 - 17:00 | Dovecote Home and Garden, Nest, and Sprout, 250 Market Street, Pittsboro, NC, 27312, United States
Thu, Apr 23-Sat, Apr 25, 10am-5pm, Dovecote will host designer Ann Lightfoot as part of their Spring 2026 Trunk Show series. One of the highlights of the season for Dovecote is their trunk show with Ann Lightfoot. Whether you are starting or adding to your collection, it is a joy to be around Ann and her stunning pieces, jewelry that goes with everything, layers beautifully, and items you will treasure for a lifetime. Not only is she a true talent with impeccable taste, but she’s lovely. They will have her for a three-day trunk show event, so whether you swing by to start your own collection, add to it, or just say hello, it will be a fun weekend!
Dovecote Home and Garden, Nest, and Sprout in Fearrington Village hosts trunk shows that afford one-on-one time with designers and opportunities to shop beyond their store offerings. Trunk Shows give you the chance to see an entire collection, not just what they bring in for the store, which means it is the only time that some sizes and colors are available in certain styles. Chatting with a rep or designer – the experts – gives you the best insight into what styles and sizes are perfect for you, so you can be sure you’re getting pieces that you’ll treasure forever. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Independent Bookstore Day 2026
2026-04-25 10:00 - 17:00 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books in celebrating Independent Bookstore Day on Sat, Apr 25, 10am-5pm. This national one-day party, held on the last Saturday in April, celebrates independent bookstores across the country, both online and in-store. Through exclusive books and literary items, contests, cupcakes, and everything in between, it’s a party you don’t want to miss! They will have lots of goodies and surprises for the celebration, including special events, hourly drawings, a chance to win free audiobooks, cookies, and more.
This free event takes place indoors. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Special Storytime with Johanna Banana
2026-04-25 10:30 - 11:00 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for a Special Storytime with Johanna Banana in celebration of Independent Bookstore Day on Sat, Apr 25, 10:30am-11am. The books and songs shared are primarily for toddlers and preschoolers, but all ages are welcome! The storytime will be held outside, weather permitting. This event is free!
Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Authors Event: Appalachian Magic
2026-04-25 11:00 - 12:00 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for an Authors Event: Appalachian Magic, Featuring Karen Salyer McElmurray, Annie Woodford & Gary Phillips on Sat, Apr 25, 11am-12pm. This spectacular trio will share the magic of Appalachia.
This free event takes place indoors. Free parking is available on-site. The space is wheelchair accessible. No pets allowed. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
AUTHOR BIOS
Karen Salyer McElmurray writes both fiction and creative nonfiction. Her memoir, Surrendered Child, won the AWP Award Series for Creative Nonfiction and was listed as a “notable book” by the National Book Critics Circle. She is also the author of Motel of the Stars, Editor’s Pick from Oxford American, and a Lit Life Book of the Year. Strange Birds in the Tree of Heaven (University of Georgia Press), a novel that won the Lillie Chaffin Award for Appalachian Writing, and, most recently, Walk Till the Dogs Get Mean, co-edited with Adrian Blevins, from Ohio University Press. Her essays have won the Annie Dillard Prize, the New Southerner Prize, the Orison Magazine Anthology Award, and have been Notable several times in Best American Essays. A collection of her essays is forthcoming from Iris Books. Her newest book, a novel called Wanting Radiance, will be released in April 2020 from the University Press of Kentucky.
Annie Woodford is a renowned poet and native of Bassett, Virginia. She is the author of Peasant, Where You Come from Is Gone, recipient of the 2022 Weatherford Award for Appalachian Poetry, Bootleg, and her micro-chapbook, When God Was a Child. Most recently, she was part of the poetry anthology Had I a Dove: Appalachian Poets on the Helene Flood, the proceeds from which go to support Hurricane Helene relief efforts.
Gary Phillips is the former poet laureate of Carrboro, North Carolina. He is a writer, naturalist, and entrepreneur. He lives in a rammed-earth house with his wife, Ilana Dubester. Gary avidly reads poetry and anthropological science fiction, studies amphibian activity on full-moon nights, and was once the chair of the Chatham County Board of Commissioners. He has two published books of poetry, The Boy The Brave Girls (2016), Human Error Publishing (Wendell, Mass), and Subjects Suitable for Poetry (2023), Charlotte Literary Press.

Free Wine Tastings at The Belted Goat
2026-04-25 13:00 - 15:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Visit 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.

Live Music at Galloway's
2026-04-25 17:00 - 19:00, 2026-04-29 17:00 - 19:00, 2026-04-30 17:00 - 19:00 | The Belted Goat, Market Street, Pittsboro, North Carolina, 27312, United States
Visit 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.

Live Music: The Velvet Beat
2026-04-25 17:00 - 20:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with The Velvet Beat on Sat, Apr 25, 5pm-8pm. The Velvet Beat is a Chapel Hill–based jump blues, soul, and funk band delivering upbeat, dance-forward grooves rooted in classic R&B. Drawing from the Louis Jordan, Ray Charles, and early Motown tradition, the band blends tight rhythms, swinging sax, and soulful vocals into a sound that keeps crowds moving. Whether it’s a packed room or an outdoor crowd, The Velvet Beat brings high energy, musical polish, and a feel-good vibe built for live audiences.
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.
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 do so as far in advance as possible. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Carolina Brewery Spring Music Series
2026-04-25 17:30 - 20:00 | Carolina Brewery & Grill, 120 Lowes Dr, Ste 100, Pittsboro, NC 27312, NC, 27312, United States
Take in live music from local musicians on the patio at Carolina Brewery and Grill during their Spring Music Series. Hosted Saturdays, April-May, 5:30pm-8pm. See specific dates and performers listed below.

Sat, Apr 25, 5:30pm-8pm Millennium Road.
Sat, May 2, 5:30pm-8pm Shaken & Stirred.
Sat, May 9, 5:30pm-8pm Big T.
Sat, May 16, 5:30pm-8pm Rhonda Robichaux & Meaux.
Sat, May 23, 5:30pm-8pm Lee Gildersleeve & the Bad Dogs.
Sat, May 30, 5:30pm-8pm Butter.

Admission is free. Enjoy burgers, tacos, apps, and of course, their award-winning beer. Part of the Chatham County Craft Beverages and Country Inns Trail. See all events at Carolina Brewery & Grill.

NCPS Poetry Readings at McIntyre's
2026-04-26 14:00 - 15:00 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for their monthly NCPS Poetry Reading, hosted on the last Sunday afternoon of every month. Readings are sponsored by the North Carolina Poetry Society (NCPS). Upcoming readings are detailed and linked below:

Sun, Apr 26, 2pm-3pm NCPS April Reading with Michael Hettich, Narya Rose Deckard, & Mark Cox.
Sun, May 31, 2pm-3pm NCPS May Reading with Scott Owens, Rob Merritt, & Lucinda Trew.

This free event takes place indoors. Free parking is available on-site. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Sip and Script - Modern Calligraphy for Beginners
2026-04-26 14:00 - 15:30 | Starrlight Mead, 130 Lorax Ln, Pittsboro, NC, 27312, United States
Join Starrlight Mead for Sip and Script – Modern Calligraphy for Beginners on Sun, Apr 26, 2pm-3:30pm. Whether you’re a stationery nerd, DIY Bride-to-be, or just a crafty individual, you’ll be introduced to modern calligraphy with a pointed dip pen and ink in this workshop. This class will cover all the basics and prepare you to add those unique lettered details to your snail mail, wedding paper goods, home decor, and more! It’s the perfect crafty afternoon out!
The class includes 1.5 hours of instruction and demonstration, a beginner’s calligraphy kit (two nibs, a black ink pot, 2 letter guides, tracing paper, and a straight pen holder), and all materials for writing. Everything is yours to keep at the end of the workshop! Your ticket also includes mead, cider, or a non-alcoholic beverage. The cost is $73 per person. Get your tickets here. Adults 21 and older only, please. This event takes place indoors. Free parking is available on-site. Starrlight Mead is wheelchair-accessible. 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.

Songwriter Open Mic at bmc
2026-04-26 14:00 - 17:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
On the fourth Sunday of every month, 2pm-5pm, bmc brewing hosts a Songwriter Open Mic Night with Michael J. Brennan. Explore the unique acoustics in the halls of bmc brewing! No drums kits, no backing tracks – just songwriters sharing their best covers and originals.
This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Live Music: Forest Rising
2026-04-26 14:00 - 17:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Join The Plant for Live Music with Forest Rising on Sun, Apr 26, 2pm-5pm. Forest Rising is a Raleigh-based roots rock group crafting rhythm-driven originals, blending acoustic and electric sounds. Their musical influence spans genres, from folk, rock, and jazz to funk and prog.
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.
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 do so as far in advance as possible. Free parking is available onsite. Leashed, well-behaved pets are allowed outside; pet policies may vary by individual business. The Plant is accessible to guests and will do its best to accommodate any additional requests. Please contact music@theplantnc.com with any accommodation requests or accessibility concerns. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Yoga and Wine Class
2026-04-27 18:00 - 19:00 | Vino!! Wine Shop, 89 Hillsboro Street, Suite A, Pittsboro, NC, 27312, United States
What better way to start the week than a Yoga and Wine Class at Vino!! Wine Shop. Mark your calendars and make a reservation for Mon, Apr 27, 6pm-7pm. This class is taught by a local yogi and Vino!! Wine Shop employee Robin Hamilton. Enjoy an evening flow class followed by a glass of wine! All levels are welcome.
The cost for this event is $25 per person, which includes instruction and one drink. Space is limited to 12 people, and spots fill up fast, so grab one while you can! Register by phone at 919.542.3922 or email robin@vinowineshopnc.com. You must provide your credit card information to hold the reservation. Day-of cancellations result in a $10 fee.
All tastings and events at Vino!! Wine Shop. Part of Chatham County’s Craft Beverages and Country Inns Trail.

Euchre Mondays at bmc
2026-04-27 18:00 - 20:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join a fantastic group of Euchre enthusiasts every Monday, 6pm-8pm, for Euchre Mondays. No experience is needed. Monday is also $5 pint night at bmc brewing.
This event is free and takes place indoors. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Fearrington Farmers Market
2026-04-28 15:00 - 17:00 | Fearrington Village, 2000 Fearrington Village Center, Pittsboro, NC, 27312, United States
The Fearrington Farmers Market is a producers-only market open Mar-Oct, Tuesdays, 4pm-6pm, and Nov-Feb, Tuesdays, 3pm-5pm, year-round in Fearrington Village. Bring reusable tote bags and plan to explore the many local vendors. You also might chat with the farmers, see old friends, or meet new ones! It’s a welcoming, inclusive, and friendly atmosphere that encourages healthy, happy living.
Fearrington Farmers Market has more than 3 dozen members and is now in its 30th season. Not all vendors are there every week, but some vendors are there every week, year-round. Each market features live music. Vendors include Celebrity Dairy, In Good Heart Farm, and bmc brewing. See their full list of vendors.
Come early if you’d like to review what is being offered; sales begin at the scheduled time, signaled by the bell. Bring along small bills ($20 or lower) to pay for your purchase. Some vendors accept credit and debit cards, and most will accept checks. This event takes place outdoors, rain or shine. Entry is free. Leashed, well-behaved pets are welcome. See more events at Fearrington Village.

Music Bingo at Hops and Berry
2026-04-28 19:00 - 21:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come to Hops and Berry-Pittsboro for Music Bingo every Tuesday, 7pm-9pm. This event is free and takes place indoors. 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.

Karaoke at Hops and Berry
2026-04-29 19:00 - 22:00 | Hops & Berry, 120 Mosaic Blvd, Suite 100, Pittsboro, NC, 27312, United States
Come out to Hops and Berry-Pittsboro for Karaoke every Wednesday, 7pm-10pm. This event is free and takes place indoors. 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.

Storytime with Johanna Banana
2026-04-30 10:30 - 11:30 | McIntyre’s Books, 220 Market Street, Pittsboro, NC, 27312, United States
Join McIntyre’s Books for Storytime with Johanna Banana, hosted every Thursday, 10:30am-11:30am. McIntyre’s bookseller Johanna Banana leads this weekly storytime. The books and songs shared are primarily for toddlers and preschoolers, but all ages are welcome!
This free event takes place indoors at McIntyre’s Books. The space is ADA-compliant. Free parking is available on-site. No pets are allowed. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.

Pittsboro Farmers Market
2026-04-30 15:00 - 18:00 | Pittsboro Pop-Up Park, West Salisbury Street, Pittsboro, North Carolina, 27312, United States
The Pittsboro Farmers Market is open year-round and features select items from within a 50-mile radius. They are open every Thursday, 3pm-6pm at Pittsboro’s Pop-Up Park. The product-only market features baked goods, eggs, flowers, honey, jams/jellies, soaps, plants, poultry, and other meats. Vendors include Celebrity Dairy, In Good Heart Farm, and Vortex Roasters. Many chefs at restaurants in our area network with Pittsboro Farmers Market vendors, including Kingston 99 Kitchen and West End Kitchen & Catering. You can find a complete, up-to-date list of vendors here.
Special markets are hosted on occasion.
The Pittsboro Farmers Market takes place outdoors, rain or shine. Leashed, well-behaved pets are allowed. Entry is free. Bringing your own bags, cash, and a cooler for perishable items is advised. The market is held on a gravel lot beneath the solar panels, with free parking available nearby. See more farmers markets in our area.

Run Club at Thirsty Skull PBO
2026-04-30 17:00 - 18:30 | Thirsty Skull Brewing – Pittsboro, 684 West Street, Pittsboro, NC, 27312, United States
Join Thirsty Skull Brewing – Pittsboro every Thursday, 5pm-6:30pm for Run Club.
See all events at Thirsty Skull Brewing – PBO. Part of the Chatham County Craft Beverages & Country Inns Trail.

Free Public Domain Movie Night at bmc
2026-04-30 19:00 - 22:00 | bmc brewing, 213 Lorax Lane, Pittsboro, NC, 27312, United States
Join bmc brewing for a Free Public Domain Movie Night hosted every Thursday, 7pm-10pm. Films enter the public domain in the United States when their copyright protection expires, which typically happens 95 years after publication for older works, or if owners fail to follow registration and renewal requirements. As of 2026, all films released before 1930 are in the public domain. Stay tuned for some classics!
This indoor event is free. The space is wheelchair accessible. No pets are allowed. Free parking is available on-site. bmc brewing is part of The Plant. See all events at The Plant. Part of the Chatham County Craft Beverages & Country Inns Trail.

Kenda Kist - Spring 2026 Trunk Show
2026-05-01 10:00 - 17:00 | Dovecote Home and Garden, Nest, and Sprout, 250 Market Street, Pittsboro, NC, 27312, United States
Fri, May 1-Sat, May 2, 10am-5pm, Dovecote will host designer Kenda Kist as part of their Spring 2026 Trunk Show series – perfect for Mother’s Day! Kenda Kist jewelry blends fine materials with thoughtful, artful design to create pieces that feel both modern and meaningful. Each creation emphasizes quality craftsmanship, whether it’s a delicately sculpted necklace, a refined bracelet, or a standout ring. The line speaks to customers who want jewelry that feels personal and expressive without being overly ornate — pieces that elevate everyday outfits and also hold their own for special occasions.
Dovecote Home and Garden, Nest, and Sprout in Fearrington Village hosts trunk shows that afford one-on-one time with designers and opportunities to shop beyond their store offerings. Trunk Shows give you the chance to see an entire collection, not just what they bring in for the store, which means it is the only time that some sizes and colors are available in certain styles. Chatting with a rep or designer – the experts – gives you the best insight into what styles and sizes are perfect for you, so you can be sure you’re getting pieces that you’ll treasure forever. Fearrington Village is part of the Chatham County Craft Beverages & Country Inns Trail. See more events at Fearrington Village.
