Woollahra Holidays from AU$446

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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.
APX World Square

APX World Square

4.5 out of 5
Haymarket
Save 100% on your flight
Price was AU$808, price is now AU$446 per person
AU$446
per person
18 Dec - 20 Dec
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8/10 Very good! (2,894 reviews)

Relaxing Stay Near Fairlight's Scenic Spots

Relaxing Stay Near Fairlight's Scenic Spots

2 out of 5
Fairlight
Price was AU$2,483, price is now AU$1,271 per person
AU$1,271
per person
8 Dec - 15 Dec
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews

Stylish Inner City 2-bed Unit by Fig Lane Park

Stylish Inner City 2-bed Unit by Fig Lane Park

2.5 out of 5
Ultimo
Price was AU$2,549, price is now AU$1,329 per person
AU$1,329
per person
20 Dec - 25 Dec
found 24 hours ago
Return flight included
Gold Coast (OOL) to Sydney (SYD)
No reviews

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,430, price is now AU$765 per person
AU$765
per person
3 Dec - 6 Dec
found 24 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very good! (1,005 reviews)

Bright Stay in Sydney With Harbour Bridge Views

Bright Stay in Sydney With Harbour Bridge Views

2.5 out of 5
Surry Hills
Save 100% on your flight
Price was AU$1,765, price is now AU$957 per person
AU$957
per person
20 Dec - 25 Dec
found 24 hours ago
Return flight included
Gold Coast (OOL) to Sydney (SYD)
No reviews

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
A historic clock tower with a modern skyscraper in the background.

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.

Find hotels in Sydney Central Business District

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 AU$366 per night from 22 Nov to 23 Nov
AU$366
22 Nov - 23 Nov
includes taxes & fees
9.2/10 Wonderful! (2,884 reviews)
"This hotel is not the least expensive hotel you can find in Sydney, but it is a great value. It is in an excellent location. You can walk to a lot of restaurants, museums, etc., and public transport (very easy to use in Sydney) is nearby. The room was thoughtfully laid out and equipped. I especially ..."

Reviewed on 27 Oct 2026

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 AU$432 per night from 22 Nov to 23 Nov
AU$432
22 Nov - 23 Nov
includes taxes & fees
9.6/10 Exceptional! (2,278 reviews)
"The most amazing place we've ever stayed, the staff are the most welcoming, most helpful and most professional that we have ever come across. Already planning our next trip back to The Four Seasons Sydney"

Reviewed on 26 Oct 2026

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 AU$314 per night from 8 Nov to 9 Nov
AU$314
8 Nov - 9 Nov
includes taxes & fees
9/10 Wonderful! (2,216 reviews)
"It was excellent location, excellent breakfast restaurant and their staff service was amazing.. awesome place."

Reviewed on 27 Oct 2026

Hyatt Regency Sydney
See all 6,177 properties in Woollahra
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.
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beach holidays
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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$446. 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.
See properties

Activities

Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

AU$50
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

AU$159
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$88
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.