Woollahra Vacation Packages
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Top Holiday Package Deals in Woollahra
Price found within the past 48 hours. Click for updated prices.
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
Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.
Darling Harbour
Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.
Sydney Olympic Park
2 out of top 10 points of interest in this area
Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.
Manly
Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.
Bondi Beach
1 out of top 10 points of interest in this area
A noteworthy feature of Bondi Beach is its stunning beaches. While you're in town, be sure to stop and check out Bondi Beach and Bondi Pavilion.
Woollahra Hotel Deals
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
CA $304
CA $334 total
Sep 13 - Sep 14
includes taxes & fees
9.2/10 Wonderful! (2,837 reviews)
"Beautiful location with spacious, comfortable rooms on every level. For this stay, we upgraded to a Harbour View room on one of the upper floors, and it was absolutely worth it — the panoramic views were spectacular! The staff are always welcoming, friendly and accommodating. Check-in and check-out ..."
Reviewed on Sep 8, 2026
YEHS Hotel Sydney Harbour Suites
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
CA $151
CA $166 total
Sep 13 - Sep 14
includes taxes & fees
8.2/10 Very good! (2,921 reviews)
"It is a good location. A little bit annoying only one lift works."
Reviewed on Sep 8, 2026
Hyatt Regency Sydney
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
CA $244
CA $268 total
Sep 20 - Sep 21
includes taxes & fees
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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Woollahra from just CA $2,608. And the more you bundle, the more dollars you save. Your dream vacation 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 vacation 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 vacation 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 vacation?
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 vacation 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 vacation 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 vacation 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 with a stop at Queen Street. Discover the entertainment choices and shops in this walkable area.
Wolper Jewish Hospital
Though Wolper Jewish Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Sydney while you are here.
Things to do
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
CA $51
per adult
86% of travellers recommend
Sydney Opera House Official Guided Walking Tour
CA $49
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.