Woollahra Holidays from AU$655
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Your Woollahra Holiday
Your next big journey is calling out to you with a holiday package to Woollahra. Excitement, fun and nonstop good times — you're bound to find it in this neighbourhood. Wondering where to go during your trip to Woollahra? Nearby attractions like Bondi Beach, Coogee Beach and University of New South Wales are good places to begin. Don't just imagine it — do it! Book your ultimate Woollahra holiday with Expedia and get to where you're going your way.
Top Holiday Package Deals in Woollahra
Price found within the past 48 hours. Click for updated prices.
Live in the Heart of Surry Hills - Walk to City
Surry Hills
AU$655
per person
26 Nov - 1 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8/10 Very good! (2 reviews)
Overall, a great apartment in a great location very close to Central Station.
Would have been nice to be able to open a window but the aircon worked well. Kitchen was well-appointed and the place was comfortable.
Reviewed on 2 Mar 2026
YEHS Hotel Sydney Harbour Suites
Sydney Central Business District
AU$891
per person
26 Nov - 1 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.2/10 Very good! (2,903 reviews)
Spacious room everything you need, plenty of windows made room very light.Staff very helpful
Reviewed on 22 Sept 2026
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
3 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
Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.
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 Afterpay Arena while you're exploring the area.
Manly
This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.
Bondi Beach
1 out of top 10 points of interest in this area
Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.
Our pick of the best Woollahra Hotel Deals
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
AU$370
11 Oct - 12 Oct
includes taxes & fees
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
AU$329
11 Oct - 12 Oct
includes taxes & fees
9.2/10 Wonderful! (2,840 reviews)
"Amazing service, great room and the in-room dining was delicious"
Reviewed on 22 Sept 2026
YEHS Hotel Sydney Harbour Suites
252 Sussex Street Sydney NSW
AU$177
11 Oct - 12 Oct
includes taxes & fees
8.2/10 Very good! (2,948 reviews)
"Spacious room everything you need, plenty of windows made room very light.Staff very helpful"
Reviewed on 22 Sept 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 AU$655. 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 entertainment choices and shops in this walkable area.
Activities
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
AU$88
per adult
88% of travellers recommend
Sydney Opera House Official Guided Walking Tour
AU$50
per adult
96% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
AU$218
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.