Woollahra Holidays from NZ$1,253
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Top Holiday Package Deals in Woollahra
Price found within the past 48 hours. Click for updated prices.
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
Sydney Central Business District
2 out of top 10 points of interest in this area
Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.
Darling Harbour
The best place to get acquainted with Sidney's nautical passions – sailing, pleasure-boating, whale watching – or the Maritime Museum if you prefer dry land.
Sydney Olympic Park
2 out of top 10 points of interest in this area
Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.
The Rocks
1 out of top 10 points of interest in this area
A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.
Manly
Venture to Sydney’s northern coast to explore this picturesque beach suburb, the perfect spot for surfing, shopping and sunbathing.
Our pick of the best Woollahra Hotel Deals
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
NZ$410
23 Aug - 24 Aug
includes taxes & fees
9.6/10 Exceptional! (2,243 reviews)
"The breakfast was disappointing the melon wasn’t ripe and the croissants were over cooked the staff were good and efficient but it felt very impersonal"
Reviewed on 14 Aug 2026
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
NZ$392
23 Aug - 24 Aug
includes taxes & fees
Hyatt Regency Sydney
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
NZ$325
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (2,130 reviews)
"Excellent hotel and very convenient to everything!"
Reviewed on 14 Aug 2026
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$1,253. 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.
Stay near popular Woollahra attractions
Queen Street
8.0/10 (1 review)
Find out about the history of Sydney when you take a trip to Queen Street. Discover the fascinating museums and shops in this walkable area.
Akira Boutique
Enjoy a stop at Akira Boutique, an entertaining place to visit in Sydney. Discover the fascinating museums and shops in this walkable area.
Wolper Jewish Hospital
If Wolper Jewish Hospital is what brings you to town, hopefully you'll have a chance to explore more of Sydney.
Activities
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
NZ$62
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
NZ$77
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.