Work up a sweat every day in June to raise funds for life-changing support services for rainbow communities in Australia

Sunday 1st June
1st June – 30th June

TRANS GLAMORE is a night to celebrate transgender performers & friends. Launched in August 2017, by the amazing Victoria Anthony. Everyone is encouraged to join in the fun with amazing performers to entertain you each month!

Come join host the fabulous Lada Marks and her guests to celebrate the transgender community. Showtimes 9.30 and 10.30pm. The amazing DJ Victoria Anthony from 9 - close. And hey...you never know who you might meet at the bar!

Thursday 5th June
Where: Stonewall Hotel
Time: 9pm – 11:30pm

The Blackheath Disco is Back in Blackheath this year. Not only will there be more space on the dance floor and more tables, but we have also added a cloakroom and a chill out space. Otherwise, it will be the same friendly and inclusive event with great music to keep you dancing and two fabulous shows.

Saturday 7th June
Where: Blackheath Community Centre
Corner Great Western Highway & Gardiner Cres, Blackheath
Time: 7pm

PENELOPE PETTIGREW & ANDREW CHARA

When powerhouse pop diva PENELOPE joins forces with piano virtuoso and vocal chameleon ANDREW CHARA, expect a show that’s nothing short of electric. With over 30 years of combined experience lighting up stages across Australia and beyond, this dynamic duo brings together soulful keys, irresistible vocals, and a shared passion for live performance that turns every show into an unforgettable celebration.

For one night only, PENELOPE and ANDREW will be honouring their two greatest musical inspirations—Barbra Streisand and Billy Joel—in a spectacular live tribute show that blends timeless classics with bold new energy. Expect powerhouse vocals, iconic ballads, sing-along anthems, and all the show-stopping charisma these two are known for.

Friday 6th June. Arrival 6pm sharp.

¡ESCÁNDALO! PRIDE Edition is coming in caliente and ready to make you sweat 🌈🔥 We’re throwing down a night full of puro perreo, jaw dropping drag shows, and bangers from the likes of Shakira, Karol G, Thalía, JLo, Bad Bunny, and more. If it makes you move your hips, we’re playing it.

This party is for everyone. Queer, ally, bestie, chismosxs, or just here for a good time. Whoever you are, you’re super bienvenidx. Our DJs are bringing the fuego with reggaeton, Latin pop, and nonstop party anthems. The dance floor is gonna be una locura total! So grab your amigxs, your primxs, your situationship, whoever and come get sweaty with us. The music is loud, the vibes are high, and the love is real.

¡ESCÁNDALO! Where everybody is welcome!

Friday 6th June
Where: Kinselas
Time: 8pm – 3am

UNITY: Leather & Fetish Social – Where CommUNITY Comes Together. Pride Month Edition

ALL WELCOME | ALL FETISH | FREE ENTRY 

Join us for UNITY, a social event that celebrates the full spectrum of our diverse and wonderful community! This is a night for ALL—all fetishes, all gender expressions, all pronouns. Whether you’re into leather, rubber, pup play, or exploring new kinks, this is your space to connect, bond, and celebrate together. While UNITY is proudly presented by Sydney Leather Men Inc., this event is for everyone. We welcome our friends from the rubber, pup, and evolving fetish communities to come together in a safe and welcoming space. Let’s celebrate PRIDE the way we do best—united, unapologetic, and together.

Polo Lounge, Oxford Hotel
7:00 PM – 9:30 PM: Low music for easy conversations. 9:30 PM onwards: Music lifts a little bit to keep the energy flowing.

June 7 @ 7:00 pm - 11:30 pm

Three Sisters Social Group invites you to Thriller the Soirée, the culmination of the Blue Mountains Pride weekend. Night creatures call. And the dead start to walk in their masquerade. There’s no escaping the jaws of the alien this time

Join us for an evening of fun, food, drink, music, entertainment and perhaps a bit of sci fi horror. Or maybe you will be the monster we are all fleeing. And Flash Gordon was there. In silver underwear

Tickets $99+bf early bird, $109+bf full price

Sunday 8th June
Where: Victoria & Albert Guesthouse, Mt Victoria
Time: 5pm – 9pm

Our annual Winter event is sure to swell your Extra Dirty hearts with Pride. 🏳️‍🌈 Come and get sweaty on our dance floor.

Sunday 8th June
Where: Space Nightclub
Time: 9pm

CHAPS Is The Cheekiest Sunday Sesh In Sydney. Upstairs at Stonewall Hotel From 5pm - 11pm. DJ's Matt Vaughan and George Roussos. HAPPY HOUR from 6pm to 7pm.

DRESS CODE: Leather, Rubber, Uniform, Pup Gear, Pig Gear, Kink Gear, Jockstraps, Denim jeans... Oh, and CHAPS!!! $5 coat check by Sydney Pups and Handlers (SYD-PAH).

Sunday 8th June (long weekend) 5pm-11pm

Learn some Safety tips for when you’re out and about. LGBTI participants and allies. Topics Include:
Defence against weapons especially knifes, Basic Strikes, Blocks, Ground Defence, Ways to escape

SMS 0411 808 451 to book a place
Prediction and Prevention of Violence

Tuesday 10th June
Where: Erskinville Town Hall
Time: 6:30pm – 7:30pm

3 courses from our new a la carte menu and 2 live sets $125

After a sensational debut at Claire’s in 2023, Brad returns for an unforgettable night of music and storytelling. Experience his passion for Broadway as he takes you on a journey through a handpicked playlist of iconic shows, beloved artists, and personal moments from the heart of the Big Apple. Don’t miss this intimate and electrifying celebration of musical theatre!

13 June 2025. 6pm Sharp

Family Zone at the Rainbow Precinct is back for Sydney Pride 2025. Each year Family Zone caters to over 200 families and their children making it a fun rainbow-filled day out for the kids and carers alike. Featuring drag queen story-time, face painting, crafting activities and goodie bags, the event is free (registration link) and there’s even a free 15 minute massage for any stressed out grown-ups!

Saturday 14th June
Where: East Sydney Community Centre
Time: 10am – 3pm

Oxford Street Studio class with professional teacher and male model.

All materials provided.

BYO drinks

Saturday 7th June
Where: Bookshop Darlinghurst
Time: 4pm – 6pm

Saturday 14th June

Walking Tour

Macquarie Street was laid out by Governor Lachlan Macquarie in 1810. The decisions made along this street – by religious organisations, the state and the medical profession – have had great consequences for queer people since colonial times.

For Pride Month (1–30 June), Museums of History NSW curator Dr Tuan Nguyen will lead a history walk down Macquarie Street, exploring stories of queer people who walked along the same path: from same-sex relationships between convicts at the Hyde Park Barracks, to the first female Mitchell Librarian, Ida Leeson (who was in a committed lesbian relationship with Florence Birch for over 50 years), and bushranger Andrew George Scott (aka Captain Moonlite), whose late-19th-century criminal career involved The Mint and the Water Police Court – and many more.

14 June 2025. 10am- 11.30, 12.30-2.pm, 2.30-4.pm

Cost: $40 general, $32 MHNSW members

3 courses from our new a la carte menu and 2 live sets $125.

​Ethan has performed in a variety of roles across theatre, film, and television. Most recently, he has taken the lead as producer of On Air Snack Bar, an exciting new podcast that offers an in-depth exploration of the Australian arts industry, featuring insightful conversations with key figures shaping the landscape.​

Alex’s theatre credits include Definitely Not A Hungry Game: A Parody Musical (Dramafreak Productions, Sydney Fringe Festival + Adelaide Fringe Festival), Ignite Before Christmas (Ignite Theatre Company), Carrie (Ignite Theatre Co.), Next to Normal (Whimsical Productions), Girl Shut Your Mouth (Theatre Travels), 1984: The Musical (Independent), Damn Yankees (Brent Street), The Drowsy Chaperone (MUSE) and Inner West Side: The Musical (UltraCult). In 2023, Alex began performing in regular improv comedy shows across Sydney and in 2024 became a victor of the Improv Comedy Cagefight Cup.

17 June. Arrival 6pm sharp

Join us for BLUF Sydney Social, where leather men come together in a welcoming, supportive, and vibrant environment. Hosted by SLM Inc., this event is all about building connections and celebrating our shared love of leather. Whether you’re a seasoned leather man or new to the scene.

Our Leather Dress Code sets the tone with one major piece of leather encouraged, We have also adopted the dress code of Leather, Denim, Uniform and Boots. While we love seeing everyone dressed to impress, newcomers and aspiring leather men are warmly welcomed even if they’re not fully outfitted. We do ask that you make an effort, and if you plan to join us regularly, consider investing in some leather gear to embrace the full experience!

FREE ENTRY - MEMBERS GET DISCOUNTED DRINKS - MEMBERS ONLY RAFFLE & CASH DRAW - CIGAR BALCONY -BOOTBLACK ON DUTY.

Polo Lounge, Oxford Hotel

(no wheelchair access, and there are several stairs, we apologise for the inconvenience)

June 20 @ 7:00 pm - 11:00 pm

3 courses from our new a la carte menu and 2 live sets $125.

Kings Cross to Kabukicho: A Wild Singer’s Tale

Kings Cross to Kabukicho – A Wild Singer’s Tale takes you on a wild, glamorous, and unexpected journey through the highs and lows of an Aussie singer’s life on the world stage. From smoky late-night gigs in Sydney’s infamous Kings Cross to the neon-drenched clubs of Tokyo’s Kabukicho, this show blends music and storytelling like no other. With songs from my Just Breakaway album (released through Toshiba EMI), iconic tracks from Konami’s Dance Revolution, French classics from my childhood, and the sultry sounds of Tokyo’s underground scene, this is an unforgettable night of music, intrigue, and reinvention. Expect dazzling moments, jaw-dropping stories, and a celebration of a life that’s been anything but ordinary. Book now—because some stories have to be heard to be believed!

20 June. Arrival 6pm sharp.

Calling all human Pets, Pups & Handlers or those who adore them - Pup Pride Is Back! HAUS OF SAVVY proudly presents Dog Haus Pup Pride... with special guest DJ MaxxxyT. Pup Pride at The Dog Haus is all about diversity, inclusion and celebrating the puppy within all of us. So if you are a new pup with not much gear or a fully geared up, trained and ready to bork out loud, then we invite you to come and show your Pup Pride.

With $12 Long Ice Teas all night long and Happy Hour Drinks from 6pm to 7pm.
Online Presale Tickets $20
Door Tickets $30

Sunday 22nd June
Where: Stonewall Hotel, Cocktail Bar
Time: 5pm – 10pm

When she’s not hosting her Oxford Street Walking Tour or her Drag Queen Art Classes, Wonder Mama is belting out a tune on stage! Celebrating 10 years as her drag persona, The Fabulous Wonder Mama performs her Drag Storytime Cabaret: Divas and Drama Queens for the first time at Qtopia.

Wonder Mama will take you on a drag storytime journey through iconic tunes by some of the world's biggest divas and drama queens in pop, disco, musicals, soundtracks, and beyond, and how they've influenced her own personal journey from inner west catholic school boy to larger than life drag persona! This is a fun, poignant, and heartfelt performance that was sold out at Claire’s Kitchen at Le Salon for Mardi Gras Season!

Accompanying Wonder Mama on piano will be a seasoned musical theatre and concert pianist, Lindsay Partridge, bringing his exceptional musical talents to the show!

Join Wonder Mama and Lindsay for a fabulous evening of song this Pride Season at Qtopia.

Wednesday 25th June
Where: Qtopia Sydney – The Loading Dock Theatre
Time: 6:30pm – 7:30pm

3 courses from our new a la carte menu and 2 live sets $125.

All aboard for a musical trip with Sydney’s only singing train driver. Rob will take you on a melodic journey via many different musical styles. While he will always treat you to a hearty dose of swing you might also stop at some unexpected stations along the way. Think Michael Bublé meets Michael Jackson via Van Morrison with a side of Peter Allen. Rob will drive you through a night of songs, stories and laughs, with perhaps a quick stop work meeting along the way so you can tuck in to the delicious food available. Rob has been singing and playing violin since the age of six, but now he is all grown up and has his licence to drive an audience wild with delight at one of his unique cabaret shows in this distinctive venue.

26 June. Arrival 6pm sharp.

Orgy of Drag will be back as part of the Sydney Pride Festival 2025.

This event is our annual ACON Pride fundraiser.

Drag rights, Trans rights, Queer rights are all important. This Orgy of Drag we will come together to take over the stage and show our strength and solidarity. Paying homage to those who led the way.

Friday 27th June
Where: Stonewall Hotel
Time: 9pm

3 courses from our new a la carte menu and 2 live sets $125. Arrival 6pm sharp

Karen Jacobsen performs one night only at Claire’s Kitchen while on the go between her former New York City home and new paradise retreat in the Whitsundays.

You will be entertained by hilarious stories and listen to timeless, melody-driven songs while being uplifted and inspired by Karen’s powerful vocals. She has enjoyed wide international media attention; Harry Connick Jnr called her “hypnotic” on his national U.S. talk show, she has been a clue in The New York Times crossword puzzle, and you can expect a classic Claire’s evening of sparkling entertainment by an artist who has shared the stage with Norah Jones, Christopher Cross, Cyndi Lauper, Jon English and Toni Childs.

27 June 2025. Arrival 6pm sharp.

It's time to celebrate the Sydney Pride Festival 🏳️‍⚧️🏳️‍🌈! What better way than a PINK Party 🤩 come dressed in something pink to show your queer solidarity 🩷

Special Guest DJ. A long seasoned DJ known for many events including Palms on Oxford! He'll be popping his cherry 🍒 at PASH 🥳

9pm - Community Spotlight hosted by Dixie Normous

10pm & 11pm - Gayconic numbers to celebrate Pride, hosted by Ruby Royale

Online tickets $14.50 + BF

28 June 2025

Sydney Pride presents RIOT69 the dance party at Stonewall Hotel. Come celebrate Pride with your host Charisma Belle. Stonewall Sydney pays our respects to the Stonewall Inn Riots of 1969.

This is an all-inclusive party as we celebrate Pride and what we have achieved. EQUAALITY for all.

3 floors and 4 bars of Entertainment.

Saturday 29th June
Stonewall Hotel

Join us for a draw and sip class like no other - hosted by the Sydney drag queen - The Fabulous Wonder Mama (aka Wilma!)

Learn how to draw with oil pastels in a few fun steps, while enjoying a drink, laughter, and a whole lot of creativity and FUN!

Being an experienced artist and designer, the Fabulous Wonder Mama, will share her best tips and tricks for creating a fabulous artwork every time. Bring out your inner diva and lets draw your inner Drag Queen in this fun and creative drawing workshop!

There is no cookie cutter repetitive artworks in Wonder Mama’s Workshop! Everyone leaves with a unique and original piece different from the person next to you!

Mama's workshop is suitable for beginners through to more advanced artists so don't worry if drawing isn't your forte!!

This is a family friendly workshop for kids over 12.

Sunday 29th June
Where: Qtopia Sydney – The Workshop
Time: 2pm – 4:30pm