Entertainment events in Pittsboro

Check out happening entertainment events all around Pittsboro, NC

Hispanic Heritage ~ Fiesta ~ de la Herencia Hispana

 Sat, 20 Sep at 12:00 pm Shakori Hills Community Arts Center

Live Music at Roost--Mark Holland

 Fri, 19 Sep at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

SWAG returns for 45th Annual Farm Jam

 Sat, 13 Sep at 06:00 pm Chatham County Cowboys "Hangout" NC

The Graveyard Shift - with THAT DARLING DJ DUO - 09.13.25

 Sat, 13 Sep at 08:00 pm The MOD

Live Music at Roost--Rob Gelblum

 Thu, 18 Sep at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Trippin Breakers Band @Havoc Brewing in Pittsboro!

 Fri, 03 Oct at 06:00 pm Havoc Brewing Company

Live Music at Roost--Matthew Amy

 Thu, 25 Sep at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--The Eclectix

 Sat, 08 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

18th Annual PepperFest!

 Sun, 14 Sep at 12:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Pittsboro Sculpture Celebration!

 Sat, 20 Sep at 12:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--Warren Sharp

 Sat, 13 Sep at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Live Music at Galloway's--John McNeal

 Wed, 24 Sep at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

21st Annual Fall Shakori Hills GrassRoots Festival of Music & Dance

 Thu, 02 Oct at 12:00 pm Shakori Hills Grassroots Festival of Music and Dance

Live Music @ The Plant: The Solutions

 Sun, 14 Sep at 12:00 pm The Plant

Live Music at Galloway's--Blumora

 Fri, 07 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Donna the Buffalo in Pittsboro

 Sat, 04 Oct at 07:00 pm Shakori Hills Community Arts Center

The Graveyard Shift - with Guest DJ Lady Attercop - 10.31.25

 Fri, 31 Oct at 08:00 pm The MOD

Live Music @ The Plant: The Lone Canary

 Sat, 27 Sep at 06:30 pm The Plant

Tone Merchants Rock Party @ Hops & Berry Taproom

 Sat, 22 Nov at 07:30 pm Hops & Berry Taproom - Pittsboro

Live Music @ The Plant: Vinnie's Garage

 Fri, 31 Oct at 06:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Sculpture Celebration: Dinner on the Pavers!

 Fri, 19 Sep at 06:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Live Music @ The Plant: Lee Gildersleeve & The Bad Dogs Blues Band

 Sat, 13 Sep at 05:00 pm The Plant

Live Music @ The Plant: Electric Oracle

 Fri, 26 Sep at 06:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Reclamation Grand Reopening Party

 Fri, 19 Sep at 04:00 pm 136 Fayetteville St. Suite F, Pittsboro, NC

SOUTHPAW SOUL @ HOPS & BERRY TAPROOM

 Sat, 06 Dec at 07:30 pm Hops & Berry Taproom - Pittsboro

Yappy Hour!

 Mon, 15 Sep at 05:00 pm Carolina Brewery

Movies in the Park: Mufasa

 Fri, 26 Sep at 07:15 pm The Park at Briar Chapel

The Graveyard Shift - with Guest DJ Lady Attercop - 11.22.25

 Sat, 22 Nov at 08:00 pm The MOD

Live Music at Roost--Bill Baucom

 Fri, 26 Sep at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--Andrew Kasab

 Fri, 28 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Live Music @ The Plant: Daniel DeLorenzo Trio

 Fri, 19 Sep at 05:30 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Live Music at Roost--Matthew Amy

 Fri, 03 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

3rd Annual - Fest Yourself!

 Sat, 27 Sep at 12:00 pm 684 west street, Pittsboro, NC

Colby Jack and the High Lifes @ City Tap

 Sun, 05 Oct at 03:00 pm City Tap Bar and Restaurant

Movies in the Park: Coco

 Fri, 10 Oct at 07:00 pm The Park at Briar Chapel

Live Music @ The Plant: Southpaw Soul

 Sat, 04 Oct at 04:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Live Music at Roost--Tokyo Rosenthal

 Fri, 10 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--Warren Sharp

 Sat, 25 Oct at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Live Music @ The Plant: The MixTapes

 Sun, 14 Sep at 04:00 pm The Plant

OTR @ The Preserve for their End of the Year Pool Party - Private

 Sat, 13 Sep at 06:30 pm The Preserve At Jordan Lake Golf Club

Movies in the Park: Inside Out 2

Fri, 24 Oct at 06:30 pm The Park at Briar Chapel

Old Play Live at Havoc Brewery in Pittsboro - Saturday 10/11/25 6-9pm

 Sat, 11 Oct at 06:00 pm Havoc Brewing Company

Live Music at Roost--Pickard Mountain

 Fri, 31 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Live Music at Roost--Pam Ross

 Fri, 24 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Colby Jack & the High Lifes @ the Plant

 Sat, 22 Nov at 02:00 pm The Plant

Live Music at Roost--John Chasteen

 Thu, 02 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Live Music @ The Plant: The Hoots

 Sat, 08 Nov at 05:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Live Music @ The Plant: Colby Jack and The Boogie Men

 Sat, 22 Nov at 02:00 pm 220 Lorax Ln, Pittsboro, NC

Live Music at Roost--Dmitri Resnik

 Thu, 09 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

MOSAIC Market

Wed, 01 Oct at 06:00 pm 367 Freedom Parkway, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--CelloBrickRoad

 Sat, 29 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Live Music @ The Plant: Folkknot

 Sun, 05 Oct at 02:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--Matthew Amy

 Fri, 21 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Shakori Hills Music,Art and Dance Festival

Sun, 05 Oct at 04:30 pm Shakori Hills Grassroots Festival of Music and Dance

Live Music at Roost--Jason Damico

 Thu, 23 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

10th Annual Death Faire Revival

 Sun, 02 Nov at 11:00 am The Plant, Lorax Lane, Pittsboro, NC, USA USD 0 to 82

Pop up Vendor Tix for 10th Annual Death Faire Revival

 Sun, 02 Nov at 11:00 am The Plant, Lorax Lane, Pittsboro, NC, USA USD 0 to 93

Live Music at Roost--Bill West

 Thu, 30 Oct at 05:00 pm 2000 Fearrington Village Ctr, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--The Eclectix

 Wed, 22 Oct at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Party Rock Night Fright Fest Featuring The Tone Merchants @ Havoc Brewing Company

 Fri, 31 Oct at 06:00 pm Havoc Brewing Pittsboro Taproom

Live Music at Galloway's--Rob Gelblum

 Thu, 06 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Shakori 40 mile, 40K and 40 mile Age Graded Team Relay

 Sat, 06 Dec at 07:00 am 1439 Henderson Tanyard Road, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--Jason Damico

 Thu, 20 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Live Music at Galloway's--John McNeal

 Wed, 19 Nov at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Live Music @ The Plant: Lee Gildersleeve & The Bad Dogs Blues Band

 Sun, 16 Nov at 02:00 pm The Plant

Donna the Buffalo in Pittsboro

 Fri, 03 Oct at 07:00 pm Shakori Hills Community Arts Center

3rd Annual Chestnut Carnival @ The Plant!

 Sun, 16 Nov at 12:00 pm 220 Lorax Ln, Pittsboro, NC, United States, North Carolina 27312

Live Music at Galloway's--CelloBrickRoad

 Sat, 27 Sep at 05:00 pm 210 Market St, Fearrington Village, NC, United States, North Carolina 27312

Donna the Buffalo in Pittsboro

 Sun, 05 Oct at 07:00 pm Shakori Hills Community Arts Center

Ancient Arts Festival

 Sat, 11 Oct at 11:00 am Chatham County Agriculture & Conference Center

Donna the Buffalo in Pittsboro

 Thu, 02 Oct at 07:00 pm Shakori Hills Community Arts Center