

Festival Lineup
Day One - Ages 13+
Saturday, October 17, 2026
DRAG SHOW
Doors Open at 6:00 PM
Show Starts at 6:15 PM
Dance Party Starts at 8:00 PM
Main Street @ The Plant
Day Two - Fun for all ages
October 18, 2026
Live Music, Vendors, KidZone & More
Sunday Schedule
11:00 AM Opening remarks
11:10 AM Emily Musolino
11:55 AM Chatham County Commissioners
12:05 PM Bear Roots, Set 1
1:20 PM You Can Vote voter outreach
1:30 PM Drag Story Hour
2:25 PM Siler City Mayor Donald Matthews
2:30 PM Drag performances
2:45 PM Parade line-up
3:00 PM Pride Parade
3:45 PM Commissioners Kenlan & Feezor
4:00 PM Bear Roots, closing set
4:55 PM Closing remarks
5:00 PM Festival ends
Drag Story Hour

Mx. Princexx Peritwinkle
The Gazebo
STAGE
8:30 AM
-
9:30 AM
Join us for Drag Story Hour, where vibrant storytelling meets fabulous fun, inspiring imagination and inclusivity for all ages!
Live Music & Special Guests

Emily Musolino
Hailing from Durham, North Carolina, Emily Musolino has been crafting a unique soulful sound for nearly two decades. Heavily influenced by powerhouse vocalists like Etta James and guitarists like Jimi Hendrix and Stevie Ray Vaughan, Emily’s music is a dynamic mix of blues and shredding rock guitar with hints of classic outlaw country. Growing up LGBT in the southeast, Musolino finds an emotional outlet writing raw, vulnerable stories in her songs with strong queer and feminist messaging. Studio owner, producer, singer-songwriter, Berklee graduate - Emily Musolino is a unique musical talent that fits in no bounded box and brings an energetic excitement to every crowd, stage, and venue that experiences her performances.
Main Stage
STAGE
6:10 AM
-
7:00 AM

Amanda Robertson
Chair of the Chatham County Board of Commissioners, representing District 2. Elected in 2024 and named Chair in December 2025, she is a designer and small business owner who previously served on the county's Planning Board and Climate Change Advisory Committee.
Main Stage
STAGE
6:55 AM
-
7:00 AM

Mike Roberson
Chatham County Commissioner for District 3, which takes in west Pittsboro and the north end of the county. A lifelong Chatham resident, he joined the board in July 2026 after ten years as Chatham County Sheriff and nearly four decades in public safety and emergency services.
Main Stage
STAGE
6:55 AM
-
7:00 AM

Bear Roots
FESTIVAL HEADLINER · Two sets: 12:05 PM and 4:00 PM
Bear Roots is Lolly and Amy, a queer folk duo reclaiming spirituality and, in their words, “washing songs free of dogma.” Their close harmonies carry songs about healing, self-discovery, belonging, and love, born out of deconstruction and plant medicine ceremonies.
Lolly grew up a camp director's kid, strumming around the fire and writing songs for the camp's trail horses before church choirs and praise bands. Amy's first instrument is her voice, joined by buffalo drum, shruti box, and Rav Vast drum. The bear runs deep: Lolly's dad called her “Bear,” and Amy's last name, Durso, means “of the bear.”
Their second album is Fly, and a new one, By and By, is on the way. At PBO Pride they're joined by @garth.sound and @kora_fola for both sets: 12:05 PM, and again at 4:00 PM right after the Pride Parade.
Main Stage
STAGE
7:05 AM
-
8:20 AM

You Can Vote
You Can Vote is a nonpartisan, nonprofit voter education and registration effort working across North Carolina. Hear from them on the main stage, then stop by their booth (vendor spot 1 on the festival map) to check your registration and get ready to vote.
Learn more at youcanvote.org.
Main Stage
STAGE
8:20 AM
-
8:25 AM

Donald Matthews
Mayor of Siler City since December 2023 and re-elected in 2025. A Siler City native, minister and community organizer, he has made transparency and infrastructure his priorities for the town.
Main Stage
STAGE
9:25 AM
-
9:30 AM

Katie Kenlan
Chatham County Commissioner for District 4. A lifelong resident of Hadley Township, she has served on the board since December 2022 and works in early childhood and environmental education. She is fluent in Spanish.
Main Stage
STAGE
10:45 AM
-
10:50 AM

Michael Feezor
Siler City Town Commissioner for District 5. Elected in November 2025 and sworn in that December, he has served as interim director of the North Carolina Arts Incubator in downtown Siler City.
Main Stage
STAGE
10:45 AM
-
10:50 AM
PBO Pride Festival Parade
10:00 AM
-
10:45 AM
FEATURING · Boom Unit Brass Band · Imagine Circus stilt walkers
Join the PBO Pride Parade! Line up at 2:45 PM at the Parade Start (see the Festival Map), and we'll step off at 3:00 PM for a short, friendly loop through The Plant. The Boom Unit Brass Band leads the way, joined by stilt walkers from Imagine Circus and our festival drag performers.
Everyone is welcome to walk with us. Children can participate, and we invite folks to decorate bikes or scooters to use in the parade. It's free to join and open to all ages.
Businesses, nonprofits, and community groups are invited too. Bring a family-friendly sign or banner, your crew, and goodies or info to hand out. To sign up, email pbopride@chathampride.org.
The parade ends at the stage, where Bear Roots closes out the festival with a second set at 4:00 PM. Check the Festival Map for the full route.

Parade Performances

Boom Unit Brass Band
PARADE MUSIC · Leading the Pride Parade at 3:00 PM
For 10 years, Boom Unit Brass Band has paraded their powerful sound throughout the Triangle and all across North Carolina. Their 10-piece line-up of Trumpets, Trombones, Saxophones, a Sousaphone, and Drums draws inspiration from traditional New Orleans Second Line Brass Bands as well as modern Brass, Funk, and Hip-Hop.
Get up outta your seat and move your feet to the big sound of Boom Unit Brass Band!
PRIDE PARADE
10:00 AM
-
10:45 AM

Imagine Circus
STILT WALKERS · In the Pride Parade at 3:00 PM
Imagine Circus is a company of professional circus performers known for one-of-a-kind entertainment and elaborate costumes. Their stilt walkers are joining the PBO Pride Parade, so look up as it makes its way through The Plant!
Tip the stilt walkers: Liz on Venmo (@LizBliss) and Mason on Cash App ($CurlyheadMason).
PRIDE PARADE
10:00 AM
-
10:45 AM

Don't Miss the After Party
Heading 6
The party doesn't have to end yet!


