WTF?! Game Night
2026-05-14 18:00 - 23:00, 2026-05-21 18:00 - 23:00, 2026-05-28 18:00 - 23:00, 2026-06-04 18:00 - 23:00 (America/New_York) | Davenport’s Cafe Diem, 439 Hillsboro Street, Pittsboro, 27312, United States
Bring one of your own games or consoles or use one of ours. We’ve got tabletop games galore! We’ve got a Playstation 2 and a retro arcade simulator! Everything from Monopoly to Magic: the Gathering is encouraged… but seriously, don’t bring Monopoly.
1st and 3rd Thursdays: Tabletop Games
2nd and 4th Thursdays: Video Games
Brought to you by the good folks at B.A.M.F. Gaming

Pittsboro Finally Fridays Arts Walk - May 15, 2026
2026-05-15 17:00 - 20:00 | Downtown Pittsboro, Pittsboro, NC, 27312, United States
Experience the vibrant spirit of Downtown Pittsboro’s social district (Hillsboro St. and nearby areas) at the May 15 Finally Fridays Arts Walk from 5:00 to 8:00 PM. Explore unique shops, galleries, and local businesses, enjoy live art and music, and savor delicious food—all while connecting with artists and neighbors in a welcoming, creative, and inclusive community. The event is free to the public and participating artist/vendors.
Pittsboro’s Historic Buildings:
Historic buildings in Pittsboro tell tales of resilience and creativity, while local artisans have played a pivotal role in Chatham County’s development.
The Blair Hotel, now called the Blair Building (north corner of Hillsboro and West):
In 1917 George Walker Blair, a local businessman, horse trader and livestock dealer, saw the need for up-dated accommodations for visitors to Pittsboro, and built the Blair Hotel on the court house circle where the old Central Hotel, which burned several years earlier, had stood. The Blair hotel was built in the “California Mission Style” with a low, overhanging tile roof and open balconies. The new hotel offered modern facilities for its time: a steam bath, electric lights, hot and cold running water, and indoor baths and toilets.
The hotel facilities were located on the second floor; the first floor consisted of commercial store-fronts.
An early commercial tenant was Hall’s Department Store, established in 1922 and which operated continuously into the 1960’s. Hall’s, Pittsboro’s oldest retail business, sold clothing for men, women and children; a line of general merchandise, and what was described as “a ten cent store department.”
Pittsboro is a place where history and progress go hand in hand:
– Pittsboro is a community rooted in history: Every street and storefront has a story to tell.
– We celebrate art in all its forms: From murals to music, creativity thrives here.
– Discover our uniqueness: Shop, dine, and explore; our local businesses make Pittsboro special.
-Downtown Pittsboro gives new meaning to “social district”: We are a welcoming, inclusive, and vibrant place where everyone belongs.
– Explore Local Businesses: Visit boutiques, galleries, and shops showcasing local craftsmanship and creativity.
– Dine and Unwind: Sample Pittsboro’s culinary delights at the town’s array of pubs and eateries, each offering a unique flavor of the community.
– Engage with Local Artists: Meet artists and makers displaying their work and enjoy live demonstrations and performances throughout the evening.
Whether you’re a longtime resident or a first-time visitor, join us for an evening of discovery, connection, and celebration. Experience what makes Pittsboro truly unique—more than a social district, it’s a community with a heart, history and a story worth sharing.

Pittsboro Gallery of Arts Presents the Work of Janet Place, Glass Artist
2026-05-15 17:00 - 20:00 | Pittsboro Gallery of Arts, 44-A Hillsboro St., Pittsboro, 27514, United States
The Pittsboro Gallery of Arts is pleased to present the work of fused glass artist, Janet Place, in a Featured Artist Show that will be on display from Tuesday, May 5th through Sunday, May 31st, 2026. There will be a reception on Friday, May 15th, from 5-8 pm.
Place draws her inspiration from two distinct sources—the flowing, transparent style of Murano glass, and the vibrant, organic forms of mid-century modern design. Looking at her work, it is easy to see the blend of these inspirations—her beautiful, kaleidoscope-like colors are sometimes blended and flowing, and other times filled with surprising pops of shape and color that will take the viewer directly to that mid-century design period.
Please join us in celebrating the work of this talented artist. We think that you will find her work to be much like Place herself—colorful, accessible, and fun!
The Pittsboro Gallery of Arts is an artist-owned cooperative Fine Art and Craft Gallery located a few steps north of the Chatham County Courthouse circle. Artist works include a variety of media: oil, acrylics, watercolor, high-voltage woodburning, wooden mobiles, pastel, pen and ink, photography, fused glass, ceramics, jewelry, basketry, handcrafted fine furniture, painted gourd vessels, and sculptural works in stone, steel, bronze, clay, and wood.
The Pittsboro Gallery of Arts
44-A Hillsboro Street
Pittsboro, NC 27312
https://www.pittsboroarts.org
Hours: Tuesday-Saturday: 10:30am-5:30pm, Sunday: noon-4pm, Closed Mondays
Third Friday: additional hours of 5pm-8pm

Full of Whimsy & Rage Opening Reception
2026-05-15 18:00 - 20:00 | NC Arts Incubator, 223 N Chatham Ave, Siler City, NC, United States
Full Of Whimsy and Rage, showing May 1 – June 10, 2026 at PAF Gallery in Siler City, North Carolina features the abstract works of Ash Lorusso and Paget Marion Blythe. Their bold, bright acrylic and mixed media paintings emphasize both the power and the resilience of art making during this collectively tumultuous time. In a culture that rewards productivity, and emotional numbing, choosing to slow down and attune creatively becomes an act of rebellion. Through color, gesture, and layered marks, their paintings are a refusal to disappear. This show insists that creativity is not a luxury, but a vital tool for transformation and rebellion; one that allows rage to bloom into connection and strength.
“The work of the artist is to turn her rage into flowers.” – Audre Lorde
Ash’s work explores the stages of memory/identity loss, repetition, and desire paths. A desire path is an informal trail formed by repeated use; shaped by instinct rather than design. These lines are quiet evidence of choice, resistance, and the deeply human urge to move intuitively through time. Similarly, her paintings trace the accumulation of thought, feeling, and experience, carving paths forward in ways that oscillate between clarity and tumult, between safety and confusion.
Paget works in acrylic, mixed media and collage. She is particularly interested in using traditional iconography and artifacts from “women’s work” to question identity narratives. Imagining the silent stories behind textile remnants, discarded papers and found objects, her paintings allow these materials to gain new agency. Many of her recent works also play with the concept of excavation; painted and collaged layers are physically manipulated, torn and/or removed to allow for destructive revelations in the composition.
Full of Whimsy & Rage is funded in part by a grant received from the United Arts Council of Wake County and the opening reception will coincide with Siler City’s downtown third Friday music series on May 15.

Zumba Fitness Class
2026-05-16 09:00 - 10:00, 2026-05-23 09:00 - 10:00, 2026-05-30 09:00 - 10:00 | 7 Dance Centre, 55 Hillsboro Street, Pittsboro, NC, 27312, United States
Zumba Fitness is a dance inspired, instructor led fitness class that feels like a party on the dance floor. Move and groove to international and latin rhythms from around the world while learning new dance steps in the process. Start off with feet, add arms, then start follow the pattern shown through non-verbal direction at the front of the class. Tanja has been teaching Zumba fitness classes since 2012 in and around Chatham County. She also teaches Zumba Gold classes for those who need a little less intensity, have balance issues or injuries, and still want to party, but in a safe environment. Classes are weekly.
Zumba: Sat 9AM at 7 Dance Centre, Pittsboro (first time is free; after that $10 cash drop in or $8-9/class with a punch card)
Zumba Gold: Tue 2P at Pittsboro Center for Active Living (free; for anyone 55 and older)
Zumba Gold: Fri 9A at Siler City Center for Active Living (free; for anyone 55 and older)
Questions: zumbawithme.tanja@gmail.com
website: https://www.zumba.com/en-US/p/tanja
facebook group for all things local: Zumba in Chatham County

Slow Flow Yoga @ The Plant
2026-05-16 11:00 - 12:30, 2026-05-23 11:00 - 12:30, 2026-05-30 11:00 - 12:30 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
This slow-flow vinyasa class is focused on building strength and encouraging flexibility. Class begins with a short grounding and centering exercise during which students are guided into their breathwork practice, followed by gentle movements to warm up the body. We’ll then move through modified sun salutations and standing postures, after which, inversions will be offered to support the circulatory system. The class will end with seated and reclined postures to cool the body down and prepare for savasana. Modifications are offered throughout practice, and all levels are welcome!
This class will meet outside on the lawn in front of the stage, or in Building 2 in the event of rain. If you have any questions, head into Fair Game Beverage Company and someone there will show you where to go.

Chillcraft: Vinyl Night
2026-05-16 19:00 - 23:00, 2026-05-23 19:00 - 23:00, 2026-05-30 19:00 - 23:00 | Davenport’s Cafe Diem, 439 Hillsboro Street, Pittsboro, 27312, United States
We’ve got a turntable, a stack of records, espresso and mocktails. Bring your own vinyl or listen to our collection. What more do you need for a weekly chill Saturday night?

Chatham County Artists Guild Spring Festival
2026-05-17 11:00 - 17:00 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
Chatham Artists Guild invites the community to celebrate art, music, and Spring at its very first Spring Art Festival on Sunday, May 17, from 11:00 AM to 5:00 PM at The Plant at 220 Lorax Lane, Pittsboro, NC.
This free, family-friendly event will feature Guild artists displaying and selling original artwork in a vibrant outdoor setting. Guests will enjoy live music throughout the day along with food and beverage vendors, creating a lively atmosphere where art and community come together. Set on 17 acres, The Plant is an eco-industrial village known for blending creativity, sustainability, and local flavor. With ample parking and open green space for children to explore, the festival offers something for all ages.
Whether you are a longtime supporter of the arts or discovering Chatham’s creative community for the first time, this inaugural event promises to be a beautiful spring day filled with inspiration. The Guild hopes this celebration will become a cherished annual tradition. For more information, visit ChathamArtistsGuild.org

Zumba Gold Class
2026-05-19 14:00 - 15:00, 2026-05-26 14:00 - 15:00, 2026-06-02 14:00 - 15:00 | Pittsboro Center for Active Living, Pittsboro, NC, 27312, United States

Open Mic @ Fair Game Beverage Company
2026-05-20 18:00 - 21:00, 2026-06-03 18:00 - 21:00 | Fair Game Beverage, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Join us on the first and third Wednesday of the month for open mic, hosted by Jamie Pigeon. Don’t miss out on hearing the sweet sounds of local musicians sharing their craft!! Bring your instrument and share your talents!

All-Together! Friends Group for Adults with 'dis'Abilities - Dance, Games, Art, More
2026-05-21 11:00 - 13:00, 2026-05-28 11:00 - 13:00, 2026-06-04 11:00 - 13:00 | The Studio at Chatham Mills, Hillsboro Street, Pittsboro, NC, 27312, United States
Adults and Teens of all abilities and disabilities gather every (most) Thursdays for dance, art, games, and more. We are an inclusive community of friends who enjoy a diversity of art forms, activities, and fun socializing together.
DANCE: and move your body’s way that is natural for you with both form and freedom. We explore a variety of guided dance form and choreography as well as freedance co-created by participants. Dance styles vary from pop, hip hop, jazz, lyrical, modern to whatever style inspires the group. Express yourself through dance and music!
ART: We do ‘easy’ basic art right now, with plans to create more robust art as we gather art supplies and find a volunteer art leader.
OTHER ACTIVITIES: We enjoy board games, horticulture/gardening, music, bowling, field trips, theatre arts, and Special Olympics spring games.
CAREGIVERS are asked to stay. This co-op group is a community collective of friends with volunteer dance and art leaders.
PLACE:
“The Studio” at Chatham Mills
480 Hillsboro St, Pittsboro
Suite 410
(former Joy of Movement Studio)
Wheelchair accessible
www.ForestHallAtChathamMills.com/Studios
More Info: Contact Maria Troiani-Howard at howardranch@aol.com

Open Mic Night
2026-05-22 08:00 - 17:00 | Davenport’s Cafe Diem, 439 Hillsboro Street, Pittsboro, 27312, United States
Join us on the 2nd and 4th Fridays @ 7pm. Folks can sign up to perform comedy, music, or other acts. Sign up starts @ 6pm.

Improv @ The Plant
2026-05-27 18:00 - 19:30 | The Plant, 220 Lorax Lane, Pittsboro, NC, 27312, United States
4th Wednesday’s are for live improv! Featuring a rotation list of regional improv actors (including Chatham’s own Jane Allen Wilson) who will create a show for you in real time based on your suggestions. It’s a hoot!

Paint Social
2026-05-27 18:00 - 20:00 | Finders & Seekers Emporium, 23 Rectory St, Pittsboro, NC, 27312, United States
Join us in our classroom every other Wednesday evening for a laid back guided painting session with complimentary wine and beer! This community centric event is the perfect laid back atmosphere to get creative with other members of our wonderful community!
All materials and instruction will be provided. Our intimate classroom can only seat up to 8, allowing our instructors more individual assistance! Sign up fast before all the seats are taken.
This event is every other Wed 6-8pm and costs $50. This is a 21+ event. Tickets can be purchased at findersandseekers.com
We can’t wait to get creative with you!

The Wheelhouse Presents: Dave Smith + Friends
2026-05-29 19:00 - 21:00 | Fair Game Beverage Company, 192 Lorax Lane, Pittsboro, NC, 27312, United States
Join us for an intimate evening of music in The Wheelhouse with Dave Smith + Friends!
Dave Smith will be sitting in with musical friends Lily Smith, Shelley Higgins, Rocky Kramm, and Tim Wells for an all-acoustic retrospective of decades of original and cover blues, bossas, bluegrass, swing, and folk songs. Good guitar playing, good songs, good musicians and a good time.

Textiles & Craft at Teasel Studios
2026-05-31 13:00 - 15:00 | Twin Birch & Teasel Studios, 135 N Chatham Ave., Siler City, NC, 27344, United States
We meet the last Sunday of each month, from 1:00-3:00 pm. All textile artists and craftspeople age 16 to 100+ are invited. Each month, we offer a brief “spotlight on…” introduction and short discussion including, but not limited to:
weaving, spinning, felting, crochet, knitting, basketry, tatting and lacework, fine needle work and embroidery, quilting, dyeing, rug hooking, etc… (you get the idea!)
There is no fee to join our Textiles & Craft group, but please plan on contributing to our monthly Craft Cash Stash donation bucket. Each meeting, a non-profit organization or needful individual will be identified as the recipient of our collected funds.
Come and explore multi-disciplinary craft techniques in an open, inclusive, non-judgmental environment. Bring your current project or find inspiration to start a new one. Or just come with an open mind and creative spirit!
RSVP to sales@twinbirthproducts.com to let us know if you can make each monthly meeting.
Our mission: Building a supportive community through connecting craftspeople, preserving heritage skills and sharing resources.
