Castlereagh Boutique Hotel

16/06/2026

🍷 Sydney Wine Dinner – WoW Wines of the World Evening

Looking for a special winter dining experience in Sydney CBD?

Join us at Cellos Grand Dining Room for an elegant five-course European wine pairing dinner, hosted by respected wine industry figure James Herriott.

Enjoy premium wines from France, Italy, Germany and Portugal, including Champagne, Burgundy, Barbaresco, Riesling and 10-Year-Old Port, paired with a curated five-course menu.

📅 Thursday 25 June 2026
🕕 6.00pm – 9.30pm
📍 Cellos Grand Dining Room, Castlereagh Boutique Hotel
169 Castlereagh Street, Sydney NSW 2000
🎟️ $110pp + booking fee

Includes five-course paired menu with wine tasting.

Book here: https://tinyurl.com/wow-wine-evening

11/06/2026

⚽ Start your Friday with the World Cup Opening Match - screening live from 5.00am!

Drop into Reagh Bar before work this Friday 12 June as the FIFA World Cup kicks off live on screen.

📍 Ground Floor, Castlereagh Boutique Hotel
169 Castlereagh Street, Sydney

We’ll be celebrating the beautiful game throughout the tournament, with Reagh Bar decorated for the occasion, key matches screened live, and our culinary team serving all the essential game-day staples.

We’ll be following the Socceroos throughout the group stage, screening matches at the following times AEST:

Australia vs Türkiye
Sunday 14 June, 2.00pm

USA vs Australia
Saturday 20 June, 5.00am

Paraguay vs Australia
Friday 26 June, 12.00pm

We’ll also be screening the Semi-Finals and Final:

Semi-Finals – July, TBC
Final – Sunday 19 July, 5.00am

👉 Don’t forget to join our World Cup Tipping Competition

Adding to the excitement, we’re running a World Cup Tipping Competition, with the winner taking home a Socceroos jersey, along with their choice of beer or wine.

Register here: https://tinyurl.com/tipoff-comp

10/06/2026

🎭 Early Bird Pre-Theatre Dining at The Alcoves

Heading into the city for a show? Join us beforehand for our Early Bird Pre-Theatre Dining special at The Alcoves.

Enjoy 2 courses and a beverage for $49, including a selected main course, a special dessert, and a glass of house wine, house beer or soft drink.

Available Monday to Friday, from 5.00pm to 6.30pm, so you can dine early and be ready for curtain call.

📆 Bookings: https://tinyurl.com/pre-theatre-booking

The Alcoves
Level 2, Castlereagh Boutique Hotel
169 Castlereagh Street, Sydney

Bookings are advised. Call 02 9284 1006 or 02 9284 1007 or book online.

The Castlereagh Boutique Hotel is an elegantly restored, heritage-listed property ideally located in the heart of Sydney

08/06/2026

🎉 Happy Birthday to our beautiful neighbour, the State Theatre!

For anyone heading to the State Theatre for a show, film, concert or Sydney Film Festival screening, the Castlereagh Boutique Hotel is just a short walk away.

Join us for Early Bird Pre-Theatre Dining in The Alcoves:
2 course special menu + beverage for $49
Monday to Friday, 5.00pm – 6.30pm

📍 Level 2, Castlereagh Boutique Hotel
169 Castlereagh Street, Sydney
Bookings are advised: 02 9284 1006 or 02 9284 1007

29/05/2026

🎷Chapel Row Jazz tonight - live in the Reagh Bar from 7-10pm!

✨ Free entry

TONIGHT’S LINEUP
Jules Frost
George Holohan Cantwell
Benjamin Al-Khoury
Ilija Gjorgievski

🍸 Cocktails
🍺 Beer on tap
🍷 Wine by the glass
🍽️ Light meals & dining

Fridays | 7:00 PM – 10:00 PM
Reagh Bar – Ground Floor
Castlereagh Boutique Hotel, 169 Castlereagh Street, Sydney CBD

22/05/2026

🎷✨ Vivid nights meet live jazz at The Reagh Bar

After a stroll through the Vivid lights across Sydney CBD, settle into a Friday night session at Chapel Row Jazz - Live and free at the Reagh Bar inside the Castlereagh Boutique Hotel.

Featuring a rotating lineup of emerging Sydney jazz talent each Friday night.

This week: Lucas Azzopardi, Liam Gotley, Benjamin Al-Khoury, George Holohan-Cantwell

🍸 Cocktails
🍺 Beer on tap
🍷 Wine by the glass
🍽️ Light meals & dining

Fridays | 7:00 PM – 10:00 PM
Reagh Bar – Ground Floor
Castlereagh Boutique Hotel, 169 Castlereagh Street, Sydney CBD

✨ Free entry

A hidden jazz bar in the middle of the city - the perfect spot to continue your Vivid night. 🎶

11/05/2026

🍷 Wine of the Month - May

Calling all villains and vixens… This month we’re pouring the 2018 Villain & Vixen Shiraz from Hentley Farm, a wine that prefers charm over bravado.

Defying the notion that bigger is always better, this stunning Shiraz is all about elegance and allure, with soft, silky tannins, bright fruit and beautifully balanced, complex flavours. A little rebellious, perhaps, but all the more enjoyable for it.

Available to enjoy in the Reagh Bar and The Alcoves alongside our new Winter Menu. ⏩ https://tinyurl.com/TheAlcovesWinterMenu2026

DINING HOURS

Reagh Bar (Ground Floor)
Monday–Friday: Dinner from 5.30pm
Saturday: Lunch from 11.30am

The Alcoves (Level 2)
7 Days: Breakfast from 7am–9.30am
Monday–Friday: Lunch from 11.30am & Dinner from 5.30pm

A perfect excuse for a long lunch, after-work drink or cosy dinner in the Sydney CBD.



*We practise the responsible service of alcohol. Menu may differ from item pictured.

11/05/2026

Happy Mother’s Day to all the wonderful mums and special women we celebrated today 💐

Thank you to everyone who joined us in Cellos Grand Dining Room for our Mother’s Day Opera High Tea exquisitely perfromed by Opera Bites. It was a beautiful afternoon of live music, high tea and shared moments together.

Here’s a little glimpse from today 🎭

08/05/2026

🎷🎶 Chapel Row Jazz tonight from 7pm!

Reagh Bar, Ground Floor, Castlereagh Boutique Hotel, 169 Castlereagh St Sydney.

Happy Hour 5-7pm 🍷

03/05/2026

The Alcoves - Now open for dinner + new winter menu!

We’re delighted to introduce dinner service in The Alcoves, now available Monday to Friday from Monday 4 May, coinciding with the introduction of the new winter menu.

MENU: https://tinyurl.com/TheAlcovesWinterMenu2026

Tucked away on Level 2, The Alcoves is something of a hidden gem within the Club, a quiet and comfortable space to step away from the bustle of the city and enjoy a relaxed evening.

Whether you’re settling in for a leisurely meal, catching up with friends, or stopping in for a pre-show dinner in the city, The Alcoves offers a warm and welcoming setting.

The Alcoves dining hours
Breakfast Daily | 7.00am – 9.30am
Lunch Served | 11.30am – 2.30pm Monday - Friday
Dinner served | 5.30pm – 8.30pm Monday - Friday

Reservations: https://www.thecastlereagh.com.au/boutique-sydney-hotel-restaurant/

03/05/2026

A small glimpse of what’s to come next Sunday… 🎭

We’re pleased to welcome Camilla Wright – Soprano, performing live as part of our Mother’s Day Opera High Tea.

A truly special way to celebrate, with live opera and a traditional high tea in Cellos.

Bookings closing soon.
👉 https://www.thecastlereagh.com.au/events/mothers-day-opera-high-tea/

We're excited to have Camilla Wright - Soprano performing with us at next week's Mother's Day Opera High Tea. Camilla is an absolute delight in the rehearsal room, surpassed only by her stunning vocals. Don't miss out! Book now at https://mothersdayopera2026.eventbrite.com.au

28/04/2026

🌸 A little opera, a little indulgence… and a Mother’s Day that's unforgettable!

Join us for a truly special afternoon at our Mother’s Day Opera High Tea, featuring Opera Bites - fully costumed and performing live under our sparkling chandeliers!

📆 Sunday 10 May | From 2pm - 4.30pm
📍 Cellos Grand Dining Room, Castlereagh Boutique Hotel, Sydney

What’s in store:
◆ Live “From Opera to Broadway" performed by Opera Bites
◆ A sumptuous high tea with bubbles on arrival
◆ Elegant heritage dining room in the heart of the CBD
◆ A relaxed, memorable experience to enjoy together

Treat Mum to something a little different this year - an experience she'll always treasure.

🎟️ Tickets: $139 per person + booking fee
More information: [email protected] or phone 0403 780 107

BOOK ONLINE: https://www.thecastlereagh.com.au/events/mothers-day-opera-high-tea/?utm_source=facebook&utm_medium=paid_social&utm_campaign=mothers_day_opera_high_tea_2026&utm_content=feed

26/04/2026

Thank you to our Members and guests who joined us today at the NSW Masonic Club for ANZAC Day. 🕯️ Lest We Forget.

26/04/2026

Thank you to our Members and guests who joined us yeterday at the NSW Masonic Club and Castlereagh Boutique Hotel for ANZAC Day.

From luncheon in Cellos to our service in the Reagh Bar, it was a day to pause, remember and come together. The march, pipe band and Last Post continue a long-standing Club tradition, and it was very special to see so many join the procession through to the Cenotaph and commemorative service.

Two-Up followed in the Reagh Bar, bringing everyone together in true ANZAC spirit.

🕯️ Lest We Forget.

23/04/2026

🎷 Chapel Row Jazz 📆 Live Fridays 7-10pm 🎟️ FREE ENTRY Experience Sydney’s new-gen jazz scene at the Reagh Bar, inside Castlereagh Boutique Hotel. Sydney CBD.

20/04/2026

🕯️Pause with us this ANZAC Day.

Join us in the heart of Sydney for a day of remembrance and tradition at the NSW Masonic Club and Castlereagh Boutique Hotel.

Members and guests are warmly invited to mark ANZAC Day, Saturday 25 April, with a three-course luncheon in the beautiful Cellos Grand Dining Room, followed by a procession to the Reagh Bar for our ANZAC Day service.

The ceremony includes the laying of the wreath, reflections on the significance of the day, and the sounding of the Last Post.

At 3pm, a long-standing tradition continues as the NSW Masonic RSL Sub-Branch forms at the front of the Club and marches through the foyer, accompanied by bagpipes and drums.

Following the service, guests are invited to stay on in the Reagh Bar for a traditional game of Two-Up, led by our Maintenance Manager Terry, a former member of the Australian Army and member of the NSW Masonic Club RSL Sub-Branch.

Bookings for the luncheon are essential.

Lunch in Cellos: $99 per person + booking fee
Includes a three-course set menu and aperitif on arrival

Book online: https://events.humanitix.com/anzac-day-lunch-and-commemorative-service-2026?c=fbpromo
or call 9284 1006 or 9284 1007

20/04/2026

Join us for an exclusive Hentley Farm Winemaker Lunch in Cellos Grand Dining Room.

Each course is thoughtfully paired with premium Barossa wines and guided by those who know them best. Featuring Hentley Farm Benchmark Barossa new release!

A relaxed, elegant experience designed to be savoured.

📅 Thursday 23 April
🕛 12:00pm – 3:30pm
📍 Castlereagh Boutique Hotel, Sydney CBD

Final bookings close Tuesday 21 April.
Seats are limited.

This is your last opportunity to reserve - book now: https://events.humanitix.com/hentley-farm-winemaker-lunch-or-sydney-cbd?c=fbpromo

16/04/2026

Step into Sydney’s new-gen jazz scene at the Reagh Bar, where Chapel Row Jazz brings a fresh lineup of rising talent to the stage.

This week:
Alex Putra (trombone)
George Holahan Cantwell (piano)
Olivia Westman (vocals)

🕖 Friday | 7:00 – 10:00 PM
📍 Reagh Bar – Ground Floor, 169 Castlereagh Street, Sydney
✨ Free entry

Live jazz, cocktails, and a hidden bar vibe in the heart of the city. This is your Friday night, sorted. 🍸🎶

.music

16/04/2026

We were delighted to host such a wonderful afternoon at our Cavalcade of History & Fashion – 1930s Fashion High Tea in Cellos Grand Dining Room.

A sincere thank you to Dianne Jardine, President of The Cavalcade of History and Fashion for bringing the elegance of the 1930s so beautifully to life. We also extend our thanks to Dianne’s team, who carefully presented the collection to each table, allowing guests to experience the craftsmanship and detail up close.

A highlight was the presentation from Dilmah Tea with Tea Master Liana Prouzos sharing the story behind their fine teasand donated a beautiful “Gift of Tea” box, elegant Endane teapot and iced tea elixir.

We are incredibly grateful to our generous sponsors for adding such thoughtful touches to the day. Thank you to Eleanor Keene for providing a copy of her magazine "Era - Past & Present" for every guest, and Javad Luxury Silk Fashion for their beautiful silk scarf and $100 voucher for every guest.

We also thank Clueless International for the stunning cocktail dress prize, De Lorenzo Haircare for their Australian-made products, BareWolf for their voucher and revitalising facial treatment, Paul's Menswear for their $100 voucher, and The Tea Centre for their tea strainer, vouchers and tea sets.

It was a pleasure to see guests enjoying the fashion, history and hospitality in our beautiful dining room - we look forward to welcoming everyone again soon. Stay tuned for our next fashion event.

Dilmah Tea
era.magazine.au
Javad.com.au
JAVAD Zi
De Lorenzo Haircare
cluelessinternational.com.au
BareWolf
The Tea Centre

06/04/2026

✨ Last chance to book for this unique event in our Grand Dining Room! Tickets are selling fast!

05/04/2026

🐣 Happy Easter! We hope you’re enjoying the long weekend with family and friends.

30/03/2026

🐰 Hop in for a Special Easter Cocktail ˏˋ°•*⁀➷
Chocolate Hazelnut Martini now on sale🍸

27/03/2026

✨ Step into the elegance of the 1930s for a FASHION HIGH TEA

Join us in the heart of Sydney CBD for an afternoon of fashion, history and refined indulgence at the Castlereagh Boutique Hotel.

✤ Thursday 16 April, 2.00pm
✤ Cavalcade of History & Fashion "1930s The Fine Art of the Cut"

Presented in partnership with The Cavalcade of History and Fashion, this unique experience brings the glamour of the 1930s to life through a fashion show, historical storytelling and a traditional high tea in Cellos Grand Dining Room.

Discover the artistry of bias-cut gowns, elegant silhouettes and timeless design - all within one of Sydney’s most beautiful heritage interiors.

Guests will enjoy a traditional high tea, a glass of sparkling wine on arrival, unlimited looseleaf tea service and an engaging presentation throughout the afternoon.

A considered and elegant experience for those who appreciate fashion, history and a well-appointed afternoon.

Book now: https://www.thecastlereagh.com.au/events/cavalcade-of-history-fashion-1930s-fashion-high-tea-sydney/

26/03/2026

🍷 Hentley Farm Winemaker Lunch | Sydney CBD

Join us in Cellos Grand Dining Room for a special afternoon of wine and dining with Hentley Farm, one of the Barossa Valley’s most acclaimed producers.

Led by James Herriott, National Brand Ambassador for Hentley Farm, this relaxed and engaging experience includes a curated tasting of premium wines from the Barossa and Eden Valley, paired with lunch in one of Sydney’s most beautiful heritage settings.

⬩ Hosted wine tasting
⬩ Premium Barossa wines
⬩ Heritage dining in Cellos
⬩ Special wine offers with delivery available

Venue: Cellos Grand Dining Room, Castlereagh Boutique Hotel, 169 Castlereagh Street Sydney CBD

Tickets: $85 per person + booking fee

Enquiries:
[email protected] - 02 9284 1007
[email protected] - 02 9284 1006

Book now – limited seats available
https://events.humanitix.com/hentley-farm-winemaker-lunch-or-sydney-cbd?c=fbpromo

01/03/2026

A little Gatsby glamour in the city… why not make a night of it with dinner, drinks and a stay at Castlereagh Boutique Hotel? ✨

Get tickets: https://bigliveco.com/performances/the-great-gatsby