Woollahra Holidays from NZ$1,170

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Top Holiday Package Deals in Woollahra

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites
Sofitel Sydney Wentworth
Rydges Australia Square
The Grand National Hotel by Saint Peter
Sofitel Sydney Darling Harbour

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
The price is NZ$385 per night from 7 Dec to 8 Dec
NZ$385
7 Dec - 8 Dec
includes taxes & fees
9/10 Wonderful! (2,423 reviews)
Great location, great view and nice amenities. Service was a little bit lack luster.

Reviewed on 7 Nov 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$452 per night from 16 Nov to 17 Nov
NZ$452
16 Nov - 17 Nov
includes taxes & fees
9.6/10 Exceptional! (2,001 reviews)
Clean room and very attentive staff

Reviewed on 5 Nov 2025

Four Seasons Hotel Sydney
The Fullerton Hotel Sydney

The Fullerton Hotel Sydney

5 out of 5
1 Martin Place, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is NZ$403 per night from 16 Nov to 17 Nov
NZ$403
16 Nov - 17 Nov
includes taxes & fees
9.2/10 Wonderful! (2,629 reviews)
In the central business district. Great location. Comfortable stay.

Reviewed on 7 Nov 2025

The Fullerton Hotel 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$1,170. 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.