Sydney Fringe Sideshow
Curiously Cultural

Sydney Fringe Sideshow

Get ready to discover the most exciting performances, gorgeous historic venues, and the best party-vibes at The Rocks.
25 Feb 2022
06 Mar 2022

From Friday 25 Feb -  Sunday 6 March, Sydney Fringe Sideshow, will bring Sydneysiders a
Summer to remember with 100+ FREE and ticketed events and unique things to see in The Rocks.

Sydney Fringe Sideshow will have The Rocks pumping with a 9-night extravaganza of darkly cool comedy, theatre, music, dance, immersive performance, projection and installation works across three main
Sideshow venues on George Street: The Terraces, The Old Observer Hotel, The Old Coroner’s Court
plus a secret location The Gallery. Sideshow goers can walk from one venue to the other to discover curious and exciting acts, performances, and projections, traversing secret laneways, and iconic historic venues, with fun to be found around every corner.

Ticketed performances at Sydney Fringe Sideshow are small and intimate, with a limited number
available so book quickly to reserve your seats today!


Due to the ongoing weather conditions, our Rosé by the Harbour event is cancelled this weekend (5-6 March). We always want to deliver the best possible event experience for you, with rosé best paired with sunshine rather than raindrops.

Of course, there are our markets, great galleries, eateries, cosy bars and pubs still open and ready to welcome you at The Rocks this weekend.

The Old Observer Hotel

Feb 25 - Feb 27 and March 1 - March 6
Tues - Sun 6pm - 10pm
All tickets $25+ booking fee
69 George Street

The Old Observer Hotel will be the sizzling hub of all things music and will feature a stellar  lineup of Sydney’s best cabaret,indie-folk, pop and jazz performers.
With an illustrious history beginning in 1908, this heritage-listed hotel was originally leased by First Fleet naval surgeon William Balmain and was a hot spot for after work bevies until the Spanish Flu Pandemic hit.


20 Cent Dog

This postage stamp incarnation of 20th Century Dog’s Cameron Undy features him on guitar playing the odd time goodness we know and love from the 6-piece band. The expanding and contracting rhythms from his latest electro EP Bloodshot, are transported into an acoustic setting suitable for fragile yet hungry minds on a Sunday arvo.

Abby Dobson

Abby Dobson honed her craft as a singer and songwriter busking the streets of Paris, Athens and New York and has released two solo albums of her own original compositions, It’s Okay, Sweetheart and Rise Up that she co-produced. She was a founding member of the hugely successful band Leonardo’s Bride who topped the charts with Even When I’m Sleeping.

Ella Haber

Since releasing her first single in February 2019, 23-year-old Sydney artist Ella Haber has made her arrival known. After receiving support for her debut EP, CLAY, from local and international radio (BBC 1XTRA, MiSoul, Jazz FM, Worldwide FM, triple J, FBi radio) Ella went on to sell out her first Sydney show, and complete her first East Coast headline tour, in celebration of the Jordan Rakei-produced record.

Georgia Mooney

Georgia Mooney is one of Australia’s foremost singer-songwriters. As one quarter of indie-folk band All Our Exes Live in Texas, she has received abundant international acclaim and picked up a slew of musical trophies, including both the 2017 ARIA and AIR Awards for ‘Blues & Roots Album of the Year’, and two consecutive National Live Music Awards for ‘Folk Act of the Year’.

Grown Ocean

Grown Ocean's approach to performance is unique - incorporating elements of rock, electronic, chamber and jazz aesthetics - yet their music is always buoyed by a pervading sense of community, earnestness, and expression. For this performance they will present a specially curated set drawn from their two releases We Are Very Far and Memory Gardens.

Last Thursday

Off the back of a year of releases, writing, and recording, Last Thursday will take to Sydney Fringe Festival to present a refreshed and raucous live set. Expect melancholy melodies wrapped in soaring instrumentals, set to an alt-rock soundtrack of bad decisions. With unreleased and yet-unperformed material, this show is the one not to miss.

Leah Flanagan

Leah Flanagan’s third studio album, Colour by Number, sparkles with pop gems. Flanagan draws from the communities of cultures which have bolstered her proud Italian, Indigenous (Alyawarre) and Irish heritage to present songs steeped in a maturity and knowing that cannot be feigned.

Prinnie Stevens in Lady Sings the Blues

A story about women in song, their hurts, struggles and pain whilst their beauty in music remains the same. Featuring the songs of the greats; from Billie, Etta, Ella, Aretha to Whitney, Beyonce, Sade and so much more. You will be transported from this speakeasy setting to the very heart of our Lady.

Stu Hunter

Stu brings a gang of longtime collaborators to the stage to tear a hole in the cobwebs of 21 - a masterful band of horns, drum, bass and piano will drape tapestries of groove and melody across the minds of any and all who dare enter. Get out of the rut and into the groove.

Stuart Bowden: Of Moonset

In the latest creation by award winning theatre maker Stuart Bowden, experience a musical feast of ethereal melancholia and storytelling weirdness.

Tessa Thames

Tessa Thames’ Dad ran a karaoke business in the 90’s where she operated as a kind of ‘warm up’ to inspire the punters. Through this, Thames cultivated her love of music and song writing, absorbing her dearly held ‘Top of the Pops’ 90’s nostalgia like a sponge. Since then, her music has taken her around the world and has been featured on Network TV series’ like Offspring, Winners & Losers and Underbelly: Chopper.


Cabaret maverick Billie McCarthy is a country girl who took the jazz bus to the city and had a sordid affair with soul along the way. A consummate storyteller, Billie will make you feel things and laugh till your sides hurt.

The Terraces

Feb 25 - Feb 27 and March 1 - March 6
Tues - Wednesday, 5.30pm - 10pm, Thurs, 5.30pm - 11pm, Fri - Sat, 5pm - 11pm, Sun, 4pm - 9.30pm
All tickets from $20+ booking fee
35 - 37 George Street

Explore The Terraces charming reimagined interiors, with The Lounge Room, The Den, The Kitchen
and The Study each being made over for dinner shows, immersive theatre, raucous comedy, theatre
and masterful clownery alongside The Secret Garden featuring stellar projection installations by
Tortuga Studios. Sideshow goers can unwind with a drink at The Secret Bar before heading into one of over fifty


2 Jokers

After performing in sold-out shows all over Sydney, David Poltorak and Marty Morgan have combined comedy forces with only one item on their comedy agenda: to avoid an agenda.

7 Comedians for $29

Now in their 7th year of sold out shows around Sydney and regional NSW, expect to enjoy a smorgasbord of 7 comedians – with each show boasting a different line up of diverse and experienced comedy acts.

A Look Back

Enjoy decades of laughs as Christina Van Look hilariously brings the past into the present, reflecting on the FUNNIEST things from the past five decades.

Absolute Goose

Join award-winning comedian and writer Bel Melrose for a stand-up comedy stand-up tribute to the people who just don’t give a flock. Melrose has featured on ABC TV’s Question Everything and has written for Gruen and Win The Week.


Comedian Te Rina Taite has lived in Australia for 14 years and despite her strong New Zealand roots, she has a love for the Aussiest of Australian things; budgy smugglers, Home & Away and Aussie rules. Join Te Rina as she debates her allegiance and the importance of culture.

Black Label Comedy

A bit risqué, a bit exclusive, this show has sold out over the past seven years and features four premium comedy acts providing audiences with top-shelf comedy!

Hot Chick / Tired Mum

An hour jam packed with jokes and songs from one of Sydney’s hardest working comedians, Steph Broadbridge’s first show ‘Female Music Comedian’ was nominated and shortlisted for ‘Best Comedy’ at Sydney Fringe Festival in 2019.


A mix of immersive storytelling and theatre, Julia Mayer turns a seemingly plain room into her kitchen, cranks her music player and together with her audience members she creates a sense of community, family and a stage. Winner of Best Theatre Weekly Award Adelaide Fringe 2021.

One of the Good Ones

One of the Good Ones is about race, relationships and successfully failing to meet expectations. This show is Harry Jun’s light-hearted and heavy-handed approach to uncomfortable situations like the time someone came up to him after a show and told him he loved Triple J and was stoked that Harry was hosting it now.

The Funniest Comedians You’ve Never Heard Of

After a two-year run of sold out shows at Sydney Comedy Festival, these three comedians deliver something for everyone, making this an ideal comedy event for couples or groups.

The Lounge Room Confabulators

Award-winning, internationally acclaimed theatre performed by two ragtag ramblers in the comfort of a lounge room.

Wil Greenway: Either Side of Everything

Cult storytelling hero and perennial Edinburgh Fringe sell-out, Will Greenway presents a comedy bursting with heart, hurt and hope.

XOXO Gosford Girl

An ex-Gosford resident trying to make people laugh with her jokes about fish and human pyramids? For one-night only, Fiona Cox performs the world premiere of Gosford Girl, a show about fears and hometowns and trying to get away from both of them.


From London’s West End to Sydney Harbour, Sydney is invited to Bernie Dieter’s Club Kabarett - the darkest, funniest and most debauched kabarett show East of Berlin!


Feb 25 - Feb 27 and March 1 - March 6
Tue - Sun, 6pm - 10pm
73 George Street

Tucked behind The Old Observer Hotel, discover the secret Sydney Fringe Sideshow. Originally constructed as a public house in 1842, The Gallery’s surviving sandstone perimeter walls are indicative of its rich historical significance.

The Gallery will feature cutting-edge projection installation and soundscape work presented by Tortuga Studios, providing a sensory and evocative experience that will captivate art-lover's senses.


Feb 25 - Feb 27 and March 1 - March 6
Tues - Sun, 6pm - 10pm
106 George Street

The ethereal Old Coroner’s Court will serve as Sideshow’s enigmatic hub for multi-disciplinary art and immersive projection and installation experiences.

A former morgue built in 1906, the heritage listed building will have life breathed into it with HUE + CRY, a creative exploration of liminal space and history presented by Tortuga Studios.

Tortuga Studios is one of Sydney’s largest and longest-running artist-run spaces and will bring works from some of Sydney’s leading visual artists to Sydney Fringe Sideshow.

Relax with Friends at the Runaway Gardens

Watch the sun go down and the sky turn all sorts of vibrant, to the backdrop of The Famous Spiegeltent -
together with artisans and vagabonds gathering for THE show.