Woollahra Holidays from NZ$1,128

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Top Holiday Package Deals in Woollahra

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney QVB
YEHS Hotel Sydney CBD
YEHS Hotel Sydney Harbour Suites
APX Darling Harbour
InterContinental Sydney Double Bay by IHG

Our guide on where to stay in Woollahra

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

Our pick of the best Woollahra Hotel Deals

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$350 per night from 11 Jan to 12 Jan
NZ$350
11 Jan - 12 Jan 2026
includes taxes & fees
9/10 Wonderful! (2,449 reviews)
Everything was good.

Reviewed on 25 Dec 2025

Shangri-La Sydney
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$461 per night from 21 Jan to 22 Jan
NZ$461
21 Jan - 22 Jan 2026
includes taxes & fees
9.6/10 Exceptional! (2,058 reviews)
This hotel is amazing. Service is top notch, very helpful and accommodating. The breakfast buffet is the best we ever had in our travels.

Reviewed on 26 Dec 2025

Four Seasons Hotel 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$310 per night from 9 Jan to 10 Jan
NZ$310
9 Jan - 10 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,852 reviews)
Always a wonderful experience staying at Hyatt!

Reviewed on 26 Dec 2025

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 Woollahra holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Woollahra from just NZ$1,128. And the more you bundle, the more dollars you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Woollahra?
Combine your bookings with Expedia to save big bucks on your next getaway. With more than 550 partner airlines and 1 000 000 hotels globally, your Woollahra holiday package can be tailored exactly to suit your budget. With all those extra dollars, why not include some interesting activities and tours? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Woollahra is closer than you thought!
Where should I stay in Woollahra?
Check Bondi Beach off your bucket list and then stay right around the corner. Soak up the exciting atmosphere around this major attraction and drop by whenever you please!
What are the top hotels in Woollahra?
The Hughenden Boutique Hotel is one of Woollahra's most sought-after properties. Reserve a room here and you can slumber peacefully knowing you're in excellent hands.
How far in advance should I book my Woollahra holiday?
It depends on the air carrier, but you can normally browse through international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will occasionally nab a cheaper ticket just weeks prior to their intended journey.
What does an Expedia Woollahra travel package include?
Select from any combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to creating your perfect Woollahra getaway.
What should I know before booking a Woollahra travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and land fantastic discounts. Hotels aren't your only choice, however. Book with us and choose from beachside villas, creek-side mountain cabins and even houseboats and castles!
Can I choose my airline with a Woollahra Expedia holiday package?
You can, and with over 550 airlines to choose from across the globe, it's all about choice. Browse the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Woollahra holiday package?
Yes, you can. We get that even the best-laid plans can go awry, so we're happy to help if you have to make changes to your Woollahra holiday package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Woollahra

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.