Our 2026 calendar brings together the events you know and love, alongside fresh new experiences designed to delight, entertain and surprise. Expect unforgettable performances, exceptional dining, outstanding musicianship and moments that will have you laughing, applauding – and coming back for more.
Whether you’re celebrating with family, catching up with friends, or entertaining colleagues, there’s always something special waiting at the Castlereagh.
We look forward to welcoming you in 2026 with your friends and family!
FREE ENTRY | Chapel Row Jazz is hosted weekly by Alex Putra, bringing a rotating lineup of Sydney’s next-gen jazz talent to the Reagh Bar. Each Friday, Alex is joined by friends and collaborators from across the city’s live music scene creating a set that’s spontaneous, high-energy, and never the same twice.
Read More
Enter the village of Pokeingham-Softly-on-the-Wold in this classic murder mystery dinner experience hosted in Cellos Grand Dining Room. Meet crime writer Jonathon Mapletree and a cast of suspicious characters as you solve this quintessentially British mystery. Whilst you enjoy a delicious three course dinner, gather clues from the various suspects as they visit your table, discuss with your fellow diners and then decide...whodunnit!
Read More
Join us this ANZAC Day for Lunch and our Commemorative Service. A commemorative luncheon will be served in Cellos Grand Dining Room, after which guests will be led by our Returned Servicemen and Pipe Band into the Reagh Bar for the ANZAC Day Commemorative Service, culminating in the Last Post.
Read More
Straight from London’s West End via the legendary Sydney Opera House, this international sensation is now returning to Castlereagh Boutique Hotel in 2026. Officially the world’s most sought-after tribute to the BBC sitcom, Faulty Towers The Dining Experience is simply unmissable – and ‘outrageously funny’ (BroadwayBaby)!
Read More
Celebrate Mum in style with an Opera High Tea this Mother’s Day! From the stunning chandeliers to the glass of sparkling on arrival, Mum will be pampered from the moment she steps through the doors of our beautiful heritage-listed grand dining room. Expect a unique experience to cherish with arias and ensembles from the world’s most adored stage-works brought to you in fully costumed splendour.
Read More
The worst wedding reception you’ll ever go to… and everyone is invited! It was meant to be a surprise party to celebrate Will and Stacey’s wedding, but it’s turned into pandemonium – with secrets spilling out as uninvited and misbehaving family members bust in, bust up and bust a move. Audiences become guests caught in the crossfire in this totally immersive and highly improvised comedy.
Read More
Experience Sydney's most enchanting night out with The Gentleman Magician’s Magical Soirée at the Castlereagh Boutique Hotel. World-class magic, captivating stories, and timeless elegance - every Friday and selected Saturdays. Book now!
Read More
Classic Conjuring magic is back! Join master magician Dr Taliesin of the Magic Circle, UK for a sophisticated, stylish and mind-bending close-up magic show to delight you and your friends. A memorable world of wonder and amazement awaits as coins are plucked from thin air, cards transform, and the laws of physics are suspended, all within reach of your own hand.
Read More“
This is a gorgeous old world hotel and the service was impeccable. Everything about the hotel we loved...
Subscribe to our e-newsletter to receive exclusive news, promotions & events.
