Castlereagh Boutique Hotel

23/06/2026

🍷 Last chance to book: WoW Wines of the World Evening

Final bookings are now open for WoW Wines of the World dinner event in Cellos Grand Dining Room.

Join us for an elegant evening of fine wine and beautiful food, led by respected wine industry figure James Herriott.

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

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

Ticket includes five-course paired menu with wine tasting. Additional beverages available for purchase.

Book here: https://tinyurl.com/wow-wine-evening (must close 12pm Wednesday)

Don’t miss this special winter evening in one of Sydney’s beautiful heritage dining rooms.

18/06/2026

🥂 What could possibly go wrong at a wedding reception?

You’re invited to the wedding of Will and Stacey. The venue is booked, the guests are arriving, and everything is going exactly to plan…

…or is it?

Join us at Castlereagh Boutique Hotel on Saturday 22 August for Confetti & Chaos and become part of a wedding reception filled with unexpected surprises and plenty of laughs.

🎭 Interactive comedy
🍽️ Three-course dinner

🎟️ Find out more:
https://www.thecastlereagh.com.au/events/confetti-chaos-interactive-comedy-show/

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.

10/05/2026

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 🎭