Castlereagh Boutique Hotel

29/09/2026

🎤😂 Friday night comedy in the C*D!

Kookaburra’s Comedy Club hits the Castlereagh Boutique Hotel this Friday 2 October with a curated line-up of Sydney comedians and plenty of laughs.

🕢 Doors 7.30pm | Show 8pm
🎟 Tickets from $25 (Link in comments 👇)
📍 Castlereagh Boutique Hotel, 169 Castlereagh St, Sydney

Gather your friends, book ahead and join us for a Friday night comedy show with Kookaburra's Comedy.

*D

29/09/2026

Meet the Pisco Disco Sour - This week’s cocktail special at the Reagh Bar 🍸

Bright, citrusy, slightly herbal and delightfully refreshing! 🍋

Available this week for $18. Drop into Reagh Bar and give it a try.

*D

28/09/2026

🇩🇪 Oktoberfest continues at The Alcoves this week! 🍺

Join us for lunch this Wednesday and Thursday and enjoy live accordion music from Fräulein Julie, bringing a little Bavarian spirit to the heart of Sydney.

Our special Oktoberfest menu is also available, with German-inspired favourites including:

Appetisers
Crumbed button mushrooms - $18
Beef goulash soup - $20
House-made spätzle - $18

Mains
Chicken schnitzel - $30
Pork knuckle - $42
Pork & veal bratwurst - $28

Desserts
Apple strudel - $16
Crêpes - $16
Apricot dumpling - $16

📍 The Alcoves, Level 2, Castlereagh Boutique Hotel
🎶 Live accordion music Wednesday & Thursday lunch
🍽️ Oktoberfest menu available for lunch and dinner

Gather your friends, enjoy a hearty German-inspired meal and raise a glass to Oktoberfest.
Prost! 🍻

*D

20/09/2026

🇩🇪 Oktoberfest is coming to The Alcoves! 🍺

From 21 September to 2 October, join us for a little Bavarian cheer in the heart of Sydney with a special German-inspired lunch and dinner menu.

Think chicken schnitzel, pork knuckle, bratwurst, house-made spätzle, goulash soup and apple strudel - plus live accordion music from Fräulein Julie on selected lunch dates.

🎶 Live music at lunch:
Wednesday 23 September
Thursday 24 September
Wednesday 30 September
Thursday 1 October

📍 The Alcoves, Level 2, Castlereagh Boutique Hotel
169 Castlereagh Street Sydney
📅 21 September – 2 October 2026
🍽️ Lunch & dinner
📞 Bookings recommended

See the menu & book: https://www.thecastlereagh.com.au/events/oktoberfest-at-the-alcoves/

Gather your friends, raise a glass and enjoy a taste of Bavaria in the heart of Sydney.

Prost! 🍻

*D

15/09/2026

Thursday Trivia at the Reagh Bar – every Thursday from 6pm! 🧠🍕
$15 pizzas, great prizes and Trivia Mafia hosting in the heart of Sydney C*D.

Round up the office, grab your cleverest friends and settle in for a lively night of questions, friendly rivalry and plenty of laughs.

📍 Reagh Bar, Castlereagh Boutique Hotel
📅 Every Thursday
🕕 From 6pm
🍕 $15 pizzas
🏆 Great prizes

Perfect for an after-work catch-up, team night or Thursday drinks in the city.

Bookings recommended, but walk-ins are welcome.

☎️ 9284 1006 or 9284 1007

*D

04/09/2026

🎷 TONIGHT AT CHAPEL ROW JAZZ

George Holahan Cantwell brings together some of Sydney’s next-gen jazz talent for another Friday night session at the Reagh Bar.

Tonight’s lineup:

🎹 George Holahan Cantwell – piano
🎷 Sam Leong – saxophone
🎻 Jae Ryder – bass
🥁 Jamie Welstead – drums

Expect jazz standards, improvisation and plenty of moments that only happen live.

Tonight | 7–10pm | FREE ENTRY

📍 Reagh Bar – Ground Floor
Castlereagh Boutique Hotel
169 Castlereagh Street, Sydney C*D

Cocktails, w**e by the glass, b**r on tap and dinner available. Come in, grab a drink and settle in for some seriously good live jazz. 🍸🎶

*D

04/09/2026

We’re excited to share that Louise Keast, who will be performing in Verdi in the City, has been named the winner of the 2026 Sydney Eisteddfod Opera Scholarship. 🎶

Presented by The Opera Room at the Castlereagh Boutique Hotel, Verdi in the City brings Louise together with internationally acclaimed tenor Diego Torre and a stellar cast for highlights from Verdi’s Don Carlo and Il Trovatore.

📅 Sunday 18 October 2026
📍 Cellos Grand Dining Room, Castlereagh Boutique Hotel

Congratulations Louise!

Tickets on sale here 👇
https://www.trybooking.com/events/landing/1630969

01/09/2026

A little touch of old-school elegance made its debut at today’s 'Spring Has Sprung Lunch' in The Alcoves. 🌸

Our Director of Food & Beverage, Elie, was on hand with our new liqueur trolley, offering guests the perfect after-lunch tipple from a rather tempting selection!

We think it may become a new favourite in the dining rooms.✨

01/09/2026

High stakes. Thwarted love. Passion. Politics. 🎭

VERDI IN THE CITY comes to Cellos Grand Dining Room on Sunday 18 October, with internationally acclaimed tenor Diego Torre leading a stellar cast in highlights from Verdi’s Don Carlo and Il Trovatore.

Presented by The Opera Room this special performance brings some of Verdi’s most thrilling music to the magnificent heritage surrounds of Cellos.

🎟 Tickets $109
📅 Sunday 18 October | 5.00pm - 7.30pm
📍 Cellos Grand Dining Room,
169 Castlereagh Street, Sydney C*D

Book Tickets: https://www.trybooking.com/dourp

*D

31/08/2026

🌿 Last chance to book – Spring Has Sprung!

Join us Tuesday 1 September at 12pm for a special three-course Spring lunch at The Alcoves, including a complimentary glass of Deakin Estate Azahara Sparkling on arrival and the debut of our beautiful new Art Deco liqueur trolley.

MENU

Appetiser
Chargrilled fresh asparagus, brioche crouton, quail egg, limoncello Hollandaise

Main
Spring chicken roulade, vegetable consommé, baby leek, tarragon butter

Dessert
Raspberry jelly, Ch*****ne sabayon, freeze-dried raspberries

Followed by Tea and Coffee

Members $85 | Non-members $95
📍 The Alcoves, Castlereagh Boutique Hotel
📅 Tuesday 1 September | 12pm

For last-minute bookings, please call 9284 1006 or 9284 1007.

28/08/2026

Chapel Row Jazz LIVE in the Reagh Bar. Fridays 7-10pm

21/08/2026

🧠 What a way to launch Thursday Trivia in our Reagh Bar!

Our very first trivia night was a huge success, with a full house, plenty of laughs and some very serious competition around the tables.

The $15 pizzas were a hit too, with tables settling in for dinner while putting their knowledge to the test.

A big thank you to everyone who joined us and helped make the first night such a great one.

If you missed it, don’t worry - Trivia Night is back every Thursday from 6.00pm in the Reagh Bar.

Round up your team and come and join us!

*D

21/08/2026

🥃 The Wh**ky Experience

Six countries. Four wh**ky styles. One exceptional tasting experience.

Join wh**ky expert Ben Kresner for an intimate guided tasting featuring six exceptional whiskies from Australia, Japan, Scotland, Ireland, England and the USA.

Each wh**ky has either won a major award or received significant international recognition and will be accompanied by a specially curated gourmet canapé designed to complement its individual flavours and characteristics.

Whether you’re a seasoned wh**ky enthusiast or simply curious to learn more, this promises to be an enjoyable evening of tasting, discovery and conversation.

📅 Thursday 27 August
🕠 5.30pm
📍 Adam Room, Castlereagh Boutique Hotel
🎟️ $110 per person (+ booking fee)

Places are limited, so book early.

Bookings: https://tinyurl.com/the-wh**ky-experience

Enquiries: 9284 1006 or 9284 1007

**kyExperience **kyTasting *D **kyLovers **kyNight **ky

17/08/2026

🧠 Thursday Trivia is coming to the Reagh Bar!

Gather your smartest friends and join us for Trivia Night every Thursday from 20 August, hosted by The Trivia Mafia.

Expect entertaining trivia rounds, plenty of friendly competition and great prizes up for grabs - plus $15 pizzas to keep the team fuelled.

📅 Every Thursday
🕕 From 6.00pm
📍 Reagh Bar, Castlereagh Boutique Hotel, 169 Castlereagh St Sydney
🍕 $15 pizzas
🏆 Great prizes

Round up your team and put your general knowledge to the test!

Bookings are recommended but not essential.

*D

30/07/2026

🍸 Fashion. Cocktails. History. One unforgettable evening.

📅 Tuesday 4 August | 5.30pm – 8pm

Join us for an unforgettable evening of vintage fashion, fascinating history, cocktails and elegant hospitality in the heritage surrounds of the Castlereagh Boutique Hotel.

Guest host former Miss Australia Emily Egan. Presentation by The Cavalcade of History and Fashion Inc. who will showcase authentic 1950s cocktail dresses while revealing the remarkable stories behind the women who wore them.

After the presentation, enjoy delicious 1950s-inspired cocktails and hors d'oeuvres, with award-winning Liquor Co. bringing their signature spirits, exclusive offers and a few special surprises for the evening.

✨ Seats are limited – book now.
🎟 Tickets: https://tinyurl.com/50s-cocktail-fashion-fb

*D

26/07/2026