From wine dinners and live music to history talks, special dining experiences and seasonal celebrations, there’s always something happening at the Castlereagh Boutique Hotel.
Looking for our live theatre performances? Our stage productions, immersive dining theatre, opera and interactive comedy experiences – including Faulty Towers, Confetti & Chaos, Cluedunnit, Scene Theatre Sydney and more, are now featured on our dedicated Live Theatre & Interactive Experiences page.
Prost! Oktoberfest comes to The Alcoves this September with two weeks of German-inspired food, live accordion music and plenty of Bavarian spirit. Join us for lunch or dinner and enjoy a special Oktoberfest menu featuring traditional favourites including schnitzel, pork knuckle, bratwurst, house-made spätzle and apple strudel.
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Our popular Winemaker Lunch series returns this September with Cassegrain Wines, led by our very own Club member Philippe Cassegrain. Join us for a relaxed afternoon of fine wine and food as Philippe introduces a specially selected range of Cassegrain wines and shares the stories, winemaking philosophy and characteristics behind each bottle.
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The Opera Room and Castlereagh Boutique Hotel proudly present VERDI IN THE CITY. High stakes, thwarted love, passion and politics come together in a thrilling evening of Verdi, featuring highlights from two of his greatest operas, Don Carlo and Il Trovatore.
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Celebrate Melbourne Cup Day in grand style! Book a table of friends and get "dressed to the nines" for Melbourne Cup Day Lunch. There will be Melbourne Cup Day festivities, food and entertainment throughout the Hotel!
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Join us for Remembrance Day Lunch in Cellos with a Commemorative Service to follow in the Reagh Bar. Reserve your place now for the opportunity of attending this special luncheon, and to commemorate and honour our fallen.
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Join us at The Alcoves for a relaxed American Thanksgiving Lunch, bringing family, friends and colleagues together over a traditional Thanksgiving feast.
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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!
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Celebrate Christmas Day in the Grand Surrounds of Cellos Leave the cooking to us this Christmas and gather family and friends for a festive lunch in the magnificent surrounds of Cellos Grand Dining Room.
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Put your general knowledge to the test at our weekly night of questions, prizes and friendly competition in the heart of Sydney CBD. Hosted by The Trivia Mafia, featuring a lively mix of trivia rounds designed to get everyone thinking, guessing and, occasionally, arguing confidently about an answer nobody actually knows.
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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.
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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!
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This is a gorgeous old world hotel and the service was impeccable. Everything about the hotel we loved...
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