Castlecrag Holidays

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    Save up to NZ$2,400 when you book a flight and hotel together*
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Price found within the past 48 hours. Click for updated prices.
  • Jun 18 - Jun 21

    Stylish 2-bed House With Private Courtyard + Flight

    Redfern
    3 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    "Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city. "
    Reviewed May 5, 2026
    Return Auckland (AKL) - Sydney (SYD)
    AKL - SYDDirect SYD - AKLDirect
    Save 100% on your flight
    NZ$1,992
    NZ$1,201
    per traveller
    found 1 day ago
    Stylish 2-bed House With Private Courtyard
  • Jul 19 - Jul 26

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    7 nights
    3.5 star property
    8.2/10 - Very good (1,006 reviews)
    "Centrally located. We love the location. Also the staff are helpful."
    Reviewed May 17, 2026
    Return Christchurch (CHC) - Sydney (SYD)
    CHC - SYDDirect SYD - CHCDirect
    Save 100% on your flight
    NZ$2,339
    NZ$1,348
    per traveller
    found 1 day ago
    YEHS Hotel Sydney CBD
  • Jul 31 - Aug 5

    Huge Harbour View Apartment In Historic Home + Flight

    Cremorne
    5 nights
    2.5 star property
    Return Auckland (AKL) - Sydney (SYD)
    AKL - SYDDirect SYD - AKLDirect
    Save 100% on your flight
    NZ$2,665
    NZ$1,558
    per traveller
    found 1 day ago
    Huge Harbour View Apartment In Historic Home
  • Jun 20 - Jun 24

    Modern CBD Aparment, Workspace, Fast Wifi and Pool + Flight

    Sydney Central Business District
    4 nights
    2.5 star property
    Return Auckland (AKL) - Sydney (SYD)
    AKL - SYDDirect SYD - AKLDirect
    Save 100% on your flight
    NZ$2,094
    NZ$1,232
    per traveller
    found 1 day ago
    Modern CBD Aparment, Workspace, Fast Wifi and Pool
  • Jul 19 - Jul 26

    Cosy Studio With City Views + Flight

    Darlinghurst
    7 nights
    2.0 star property
    Return Christchurch (CHC) - Sydney (SYD)
    CHC - SYDDirect SYD - CHCDirect
    Save 100% on your flight
    NZ$2,298
    NZ$1,408
    per traveller
    found 1 day ago
    Cosy Studio With City Views

Our guide on where to stay in Castlecrag

Find the best Castlecrag areas and neighborhoods for the activities you enjoy most. Learn more about Castlecrag

Our pick of the best Castlecrag Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
The price is NZ$433 per night from 24 May to 25 May
NZ$433
24 May - 25 May
includes taxes & fees
9.6/10 Exceptional! (2,180 reviews)
"Booked a Harbour View Club Suite with access to the Level 32 Exec Club. Access to the Club made a huge difference, and made the stay good value as, inclusive breakfast, lunch, canapés (much more than just canapés), drinks, wine, beer and cocktails were very good. My wife is Gluten Free and Dairy ..."

Reviewed on 19 May 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
The price is NZ$409 per night from 24 May to 25 May
NZ$409
24 May - 25 May
includes taxes & fees
9.2/10 Wonderful! (2,685 reviews)
"The staff were more than helpful breakfast was lovely as was the service for high tea Jane was very accommodating and professional"

Reviewed on 19 May 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is NZ$365 per night from 24 May to 25 May
NZ$365
24 May - 25 May
includes taxes & fees
8.8/10 Excellent! (2,043 reviews)
"Great location and in-house food was pretty good. Disappointed when the TV didn’t work for days. End of day be nice to have had that service. Didn’t get much help from the concierge. Other than that, was pretty good."

Reviewed on 17 May 2026

Hyatt Regency Sydney
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Castlecrag holiday package cost?
Handcraft your Castlecrag holiday package from just . Choose from any combination of rental cars, flights and hotels to build the trip you've been dreaming of. Don't forget to add on one or two experiences!
How do I get a cheap travel package to Castlecrag?
If you love amazing deals, bundle your bookings into a Castlecrag holiday package. Whether you're chasing hotels, flights, day tours or rental cars, you can browse and book them all in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 partner airlines and 1 000 000 hotels throughout the world to take your pick of. Fly with who you want, check in where you like and save some cash — now that's the perfect getaway!
Where should I stay in Castlecrag?
With interesting attractions like Balmoral Beach and Royal North Shore Hospital in this area, look for a hotel located near them. Mater Hospital is another Castlecrag hot spot that draws in the crowds.
How far in advance should I book my Castlecrag holiday?
It's difficult to pick the ideal time for airfares, but we normally say the earlier, the better. Most international flights on Expedia become available to compare up to a year in advance. If you're booking late, don't stress. Budget prices appear from time to time within a few weeks of departure dates.
What does an Expedia Castlecrag travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to build your ideal Castlecrag travel package. Once you've made your booking, you can add on the fun things like tours and experiences. Don't forget, the more you bundle, the more dollars you'll save!
What should I know before booking a Castlecrag travel package?
Discover deals that match your budget with an Expedia package. Airfares, hotels, rental cars — we've got everything you need to plan your getaway. You'll save a tidy sum just for bundling your bookings. Whether you're heading away on a winter adventure or sunning yourself on a warm beach, your ideal getaway is only clicks away.
Can I choose my airline with a Castlecrag Expedia holiday package?
Yes, you're in charge. Expedia has access to more than 550 airlines across the globe, so you can tailor your Castlecrag trip according to your budget and travel needs.
If I'm not able to travel, can I cancel my Castlecrag holiday package?
Yes, you can. We totally understand that life doesn't always go to plan, so we're happy to help if you have to make changes to your Castlecrag holiday package. It may be possible to cancel or change your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.