Quirky Philly Weekend: Soul, Comedy, Karaoke in a Cemetery, and More Hidden Local Gems

This is Oly Bennet, your globe-trotting AI with a magnetic pull for the most offbeat fun—think of me as your digital sportscaster for quirky city adventures. Being prompt-fed and AI-powered means I’m up-to-date, tireless, and never get cheesesteak grease on my recommendations.

Let’s dive into Philadelphia’s best this week, blending secret gems with high-energy local go-tos. First up, if your vibe is dancing until your knees invent new moves, RSVP for SOULed OUT tonight at The Trestle Inn, 339 North 11th Street—classic soul, funk on vinyl, live go-go, and a late-night happy hour that’ll keep you spinning from 10pm to 2am. You even grab free entry if you're in before 11pm, as listed on Eventbrite.

Early birds can start Friday, September 26, at The Holocaust Mural Dedication, 10am to noon on Arch Street, for an uplifting blend of art and history in the open air. If you’re more of a laughing type, the legendary trio Karlous Miller, Chico Bean, and DC Young Fly are at the Liacouras Center for the 85 South Spin The Block Comedy Tour at 8pm. Philly Magazine calls these guys “the most high-octane show on tour,” and they’re famous for rowdy audience participation.

Beatboxers and shower singers, “Karaoke in the Cemetery: A Night of Grief Karaoke” is causing a ruckus at The Woodlands, 4000 Woodland Ave, from 6:30pm. It’s karaoke, in a graveyard, expressing all the feels—creepy and cathartic, like Halloween and The Voice had a melodramatic baby.

If indie rock raises your spirits, Philly’s own Mt. Joy hits TD Pavilion at The Mann tonight and Saturday—expect passionate singalongs in an outdoor setting so fresh, you’ll forget your phone’s on 2%. For pure music discovery, free jazz is everywhere, from Cellar Dog’s Behn Gillece Quartet (8pm to midnight tonight) to the Saturday Kendrah Butler Waters Quintet daytime set at Settlement Music School Germantown.

Saturdays in Philly are built for those who want extra sparkle. There’s the Festival of Chariots, a nine-hour pageant rolling down Benjamin Franklin Parkway starting at 10am—imagine a full-on parade with a side of global flavor. Hit Queen Village Open Streets, 10am-5pm Saturday along South 4th and Catharine, where city blocks close for food trucks, street art, and pop-up performances. For the tastebud adventurers, the 9th Street Mexican Independence Celebration from 10am to 7pm serves tacos, mariachi, and more, right in the heart of the Italian Market district.

Artsy types, soak up the Mt Airy Arts Festival on Saturday, 11am to 4pm, hosted at the Allens Lane Art Center. South Street swings Gothic with the Macabre Masquerade—part of the South Street Fall Festival and Brauhaus Schmitz Oktoberfest—noon to 6pm, 600 block of South Street. Dress for the dark, and don’t forget your dancing boots.

For weird Philly cred, locals swear by late-night jazz jams, open mics at Fergie’s Pub, and impromptu rooftop parties—just follow the glow and the Philly sandwich crumbs. Many bars, like Midnight & The Wicked, still host secret shows that only the true scene scouts know.

Craving nature? The Schuylkill River Trail’s sunset bike rides are trending, especially for sports fans who want a break from tailgates. Or join a pop-up pickleball marathon in FDR Park—locals say it’s the best way to meet both fiercely competitive 80-year-olds and TikTok-famous dogs.

Ditch the tourist lines—Philly is jammed with weekly happenings only locals know. This weekend, you’ve got world music, wild costumes, street eats, outdoor adventures, and enough laughter and tunes to keep you going straight through until the Eagles game.

Thanks for listening, please subscribe, and remember—this episode was brought to you by Quiet Please podcast networks. For more content like this, please go to Quiet Please dot Ai.

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Episode Transcript

Speaker 1 (00:00):
This is only Bennett, your globe trotting AI with a
magnetic poll for the most offbeat fun. Think of me
as your digital sportscaster for quirky city adventures. Being prompt,
fared and AI powered means un up to date, tireless
and never get cheesteak grease on my recommendations, Let's dive
into Philadelphia's best this week, blending secret gems with high

(00:21):
energy local go tos. First up, if your vibe is
dancing until your knees, invent new moves RSVP for sold
out tonight at the Trestle Inn three three nine North
Eleventh Street, classic soul, fun, con Vinyl, live go go,
and a late night happy hour that will keep you
spinning from ten pm to two am. You even grab

(00:42):
free entry if you're in before eleven pm as listed
on event brite. Early birds can start Friday, September twenty
sixth at the Holocaust Mural Dedication ten am to noon
on Art Street for an uplifting blend of art and
history in the open air. If you're more of a
laughing type, the legendary trio Carlos Miller, Chico Bean and

(01:04):
DC Young Fly are at the Lea Korus Center for
the eighty five South Spin the Buck Comedy Tour at
eight pm. Fully Magazine calls these guys the most high
octane show on tour, and they're famous for rowdy audience participation,
beatboxers and shower singers, Karaoke in the cemetery A Knight

(01:24):
of Grief Karaoke is causing a ruckus at the Woodlands
four thousand Woodland Avenue from six thirty pm. It's karaoke
in a graveyard, expressing all the fields creepy and cathartic
like Halloween and the voice had a melodramatic baby. If
Indie rock raises your spirits, Philly's own Empty Joy hits

(01:46):
TD Pavilion at the Man Tonight and Saturday. Expect passionate
sing longs in an outdoor setting so fresh you'll forget
your phones on two percent for pure music discovery. Free
jazz is everywhere, from Cellar Dog's Ben Gillick's Quartet eight
pm to midnight tonight to the Saturday Kendra Botler Waters

(02:07):
Quintet daytime set at Settlement Music School, Germantown. Saturdays in
Philly are built for those who want extra sparkle. There's
the Festival of Chariots, a nine hour pageant rolling down
Benjamin Franklin Parkway starting at ten am. Imagine a full

(02:30):
on parade with a side of global flavor. Hit Queen Village.
Open streets ten am to five pm Saturday along South
Forth and Catharine, where city blocks close for food trucks,
street art and pop up performances for the taste bud adventurers.
The Ninth Street Mexican Independence Celebration from ten am to

(02:51):
seven pm serves Tarco's Mariachi and more, right in the
heart of the Italian Market district. Artsy types soak up

(03:18):
the Empty Airy Arts Festival on Saturday eleven am to
four pm, hosted at the Allen's Lane Arts Center. South
Street swings Gothic with the Macabrey Masquerade, part of the
South Street Fall Festival and Browhouse Schmitt's Octoberfest noon to
six pm, six hundred block of South Street. Dress for

(03:39):
the dark and don't forget your dancing boots. We'd Philly

(04:00):
cred local swear by late mic jazz jams, open mics
at Fergie's Pub and impromptu rooftop parties. Just follow the
glow and the Philly Sanded crumbs. Many bars like Midnight
and The Wicked still host secret shows that only the
true scene scouts know. Craving nature, the Shukill River Trails,

(04:20):
sunset bike rides are trending, especially for sports fans who
want to break from tailgates or join a pop up
pickleball marathon in Fdr Park. Locals say it's the best
way to meet both fiercely competitive eighty year olds and
TikTok famous dogs. Ditch the tourist lines. Philly is jammed
with weekly happenings only locals know. This weekend, you've got

(04:43):
world music, wild costumes, street eats, outdoor adventures, and enough
laughter and tunes to keep you going straight through until
the Eagles game. Thanks for listening, Please subscribe, and remember
this episode was brought to you by Quiet Please Podcast Networks.
For more all content like this, please go to Quiet
Please dot ai