Upcoming Pittsboro Events

22nd Annual Fall Shakori Hills GrassRoots Festival of Music & Dance - October 1-4, 2026

Thu, 01 Oct at 12:00 pm 1439 Henderson Tanyard Rd, Pittsboro, NC, United States, North Carolina 27312

FESTIVALS

Bulltown Strutters at Shakori Hills Festival of Music & Dance

Sat, 03 Oct at 01:30 pm Shakori Hills Grassroots Festival of Music and Dance

FESTIVALS

The Carolina Theatre of Durham Presents: Cirque Kikasse (October 15th)

Thu, 15 Oct at 06:00 pm The Plant

FREE FITNESS

PBO Pride 2026: Drag Show & Dance Party

Sat, 17 Oct at 06:00 pm The Plant

ENTERTAINMENT

Free Belly Dance Class Shakori Hills Music Festival

Sat, 03 Oct at 10:00 am Shakori Hills GrassRoots Festival of Music & Dance

FREE FITNESS

11th Annual Death Faire Pop Up Vendor Fee

Sat, 07 Nov at 11:00 am The Plant, Lorax Lane, Pittsboro, NC, USA

USD 0 TO 82 FITNESS

Ancient Arts Festival 2026

Fri, 09 Oct at 02:00 pm 1192 U.S. Hwy 64 West Business

USD 27 TO 54 FESTIVALS

2026 Pittsboro Street Fair

Sat, 31 Oct at 10:00 am Downtown between Hanks and Salisbury Street, Pittsboro, NC, United States, North Carolina 27312

KIDS

PBO Pride 2026: Rooted & Rising

Sat, 17 Oct at 11:00 pm The Plant

FESTIVALS

PBO Pride 2026: Pride Festival & Parade

Sun, 18 Oct at 11:00 am The Plant

LGBT-PRIDE

Artist Studios at Fearrington Village Open Studio Tour October 10 and 11

Sat, 10 Oct at 10:00 am Fearrington Village, Pittsboro, NC, USA

ART

The Solutions Band @ The Plant

Sat, 03 Oct at 06:00 pm The Plant

MUSIC

6th Annual Hempsmith Runway

Fri, 09 Oct at 05:00 pm The Plant

FREE FITNESS

Performance with Loyalty is Timeless

Sat, 10 Oct at 04:00 pm Chatham County Agriculture & Conference Center

MUSIC

Doherty's Pub Trivia w/ Patrick W

Tue, 19 May at 07:00 pm Doherty's Irish Pub & Restaurant

FREE FITNESS

A Halloween Candlelight Experience in Moncure, NC - Sunday, November 1st

Sun, 01 Nov at 11:30 pm The Skyroom

ENTERTAINMENT

Irish Music Seisiún

Wed, 26 Aug Doherty's Irish Pub & Restaurant

FREE FITNESS

Fearrington Studio Tour Preview Showcase

Sun, 04 Oct at 02:00 pm The Gathering Place

MEETUPS

Candleglow Evening Sound Bath

Fri, 16 Oct at 07:30 pm Starrlight Mead

79 West October Breakfast Club: Commissioner Franklin Gomez Flores

Tue, 06 Oct at 09:00 am 79°West Coworking Space & Innovation Hub

FREE FITNESS

Pollinator Garden Tour

Tue, 13 Oct at 05:00 pm Pollinator Paradise Garden

FREE FITNESS

October 2026 First Sunday Sound Bath

Sun, 04 Oct at 11:30 am Starrlight Mead

HEALTH-WELLNESS

11th Annual Death Faire

Sat, 07 Nov at 11:00 am The Plant, Lorax Lane, Pittsboro, NC, USA

USD 0 TO 42 ART

2026 Western Chatham NAACP 40 Under 40 Awards

Fri, 23 Oct at 06:00 pm Chatham County Agriculture & Conference Center Pittsboro, North Carolina

USD 30 TO 34 FITNESS

If You Couldn’t Make Your Own Medical or Financial Decisions...Who Would?

Sat, 17 Oct at 10:00 am Carolina Brewery & Grill

USD 13 TO 23 BRUNCH

Forest Rising @ The Plant

Fri, 23 Oct at 06:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

MUSIC

2026 Shakori 40 Running Festival: 40 mile, 40K, 40 mile Team Relay

Sat, 05 Dec at 06:00 am Shakori Hills Community Arts Center

FESTIVALS

Unisong: Guided Song Circle (Pittsboro)

Thu, 03 Sep Fair Game Beverage Company Tasting Room

FREE FITNESS

Building Partnerships for Innovation

Tue, 27 Oct at 04:00 pm 79 Degrees West

FREE FITNESS

Adult Felting Class

Tue, 06 Oct at 01:00 pm Chatham Community Library

FREE FITNESS

Mentor Morning at 79 Degrees West

Thu, 05 Nov at 09:00 am 79 Degrees West

FREE BUSINESS

Improv at Fair Game- 4th Wednesdays

Wed, 28 Oct at 06:00 pm Fair Game Beverage Company

Protect Your Thinking: Smarter Habits for Working with AI

Thu, 15 Oct at 09:00 am 79 Degrees West

FREE FITNESS

AI Boot Camp for Small Businesses - Week 6

Tue, 06 Oct at 06:00 pm Starrlight Mead

FREE BUSINESS

Humans vs Zombies FINALE - Halloween Night at Chatham Axes

Sat, 31 Oct at 12:00 pm Chatham Axes at The Plant

USD 31 FITNESS

Woven Roots: Circle for Ecological Belonging - Samhain ~ Remembrance

Sun, 01 Nov at 09:30 am Lower Haw River State Natural Area

USD 0 TO 50 FITNESS

Dining for Dollars at Zaxby's

Tue, 13 Oct at 05:00 pm Zaxbys (28 Harper Lane, Pittsboro, NC)

Miles Hoyle Accordionist @ The Plant

Sat, 03 Oct at 02:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

MUSIC

Circle for Ecological Belonging - Honoring Indigenous Peoples ~ Reverence

Sun, 22 Nov at 09:30 am Lower Haw River State Natural Area

USD 0 TO 50 FITNESS

New Construction Tour /Dawn Hayes

Sat, 24 Oct at 12:00 pm 74 Flatiron Frst Dr

FREE FITNESS

Financial Breakthrough for Business Owners

Thu, 29 Oct at 10:00 am 79°West Coworking Space & Innovation Hub

FREE WORKSHOPS

The Longevity Formula: How to Stay Active Into Your 70s and Beyond

Wed, 11 Nov at 09:00 am 79°West Coworking Space & Innovation Hub

FREE FITNESS

Family Adventure: Carolina Tiger Rescue Discovery

Fri, 02 Oct at 10:00 am Carolina Tiger Rescue

USD 23 FITNESS

Lee Gildersleeve & The Bad Dogs Blues Band @ The Plant

Sun, 15 Nov at 03:00 pm The Plant

MUSIC

Automate, Amplify, or Accelerate the Boring Stuff

Thu, 17 Dec at 09:00 am 79 Degrees West

FREE MEETUPS

AI as Your First Employee

Thu, 19 Nov at 09:00 am 79 Degrees West

FREE FITNESS

Annual Community Solstice Party!

Sat, 12 Dec at 07:00 pm Starrlight Mead

PARTIES

Crokinole @ The Plant

Wed, 21 Oct at 06:00 pm Fair Game Beverage Company

Tinsel, Teeth and Titles Mondioring Trial

Fri, 04 Dec at 07:30 am 389 Dewitt smith rd, Pittsboro, NC

TRIPS-ADVENTURES

Pain Isn't Always the Problem: Why Most People Treat the Wrong Thing

Wed, 07 Oct at 09:00 am 79°West Coworking Space & Innovation Hub

FREE FITNESS

Desk Job Survival Guide: How to Undo 8 Hours of Sitting

Wed, 09 Dec at 09:00 am 79°West Coworking Space & Innovation Hub

FREE FITNESS

New Years Eve Throws - End 2026 Dead Center at Chatham Axes

Thu, 31 Dec at 02:00 pm Chatham Axes at The Plant

USD 23 FITNESS

King's Court Practice

Tue, 03 Nov at 06:00 pm 2430 Silk Hope Gum Springs Road, Pittsboro, NC, United States, North Carolina 27312