Woollahra Holidays from AU$842

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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.
Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Save 100% on your flight
per person
14 Sept - 20 Sept
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,006 reviews)
Great location for the theatre and also the rugby - walking distance and public transport close by. Good breakfast options and the pool and spa is lovely. Room size great and comfy bed - would definitely stay again…

Reviewed on 28 Jul. 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
14 Sept - 20 Sept
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,195 reviews)
A little run down but hotel was exactly what we needed. Customer service was great, friendly team. Location was perfect, close to shopping and restaurants and access to the light rail and trains and also a short walk to Darling Harbour. The cafe downstairs is amazing, top service and amazing coffee. I will definitely stay here again!

Reviewed on 31 Jul. 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
3 Oct - 6 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Beautiful interior finishes! Located close to everything needed for a great break away!

Reviewed on 29 Jul. 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
3 Oct - 6 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,007 reviews)
In centre of city with shops, transportation, culture & nightlife close by. Room was at rear of property overlooking an access road & looking onto another property. There is a common area to eat or relax but sometimes this was closed off due to meetings. Only way to access this area is via the lift as the corridor was used for left luggage. Staff were helpful & communication prior to stay. Front desk seemed always staffed which was beneficial as arrival was delayed by 15 hours due to cancelled flight.

Reviewed on 1 Aug. 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
3 Oct - 6 Oct
found 22 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
Really quirky hotel with friendly staff, good location, clean, comfortable and sizeable room

Reviewed on 28 Jul. 2025

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
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Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(8,551 area reviews)

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$299 per night from 10 Aug to 11 Aug
AU$299
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,324 reviews)
"We had a club level room. The room was great. Food and drinks options at breakfast and evening were great, though the vegetarian choice in the evening could have been better. The only disappointment was the afternoon tea offer which was limited. But overall I would give it an 8.5/10."

Reviewed on 29 Jul. 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 AU$347 per night from 24 Aug to 25 Aug
AU$347
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (1,889 reviews)
"Stayed here recently and couldn’t be happier with the experience. The location was perfect, close to everything I needed, and the view from the room was stunning. The room itself was spotless, modern, and very comfortable - exactly what I was hoping for. From check-in to check-out, everything was ..."

Reviewed on 31 Jul. 2025

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$269 per night from 17 Aug to 18 Aug
AU$269
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,765 reviews)
"The lobby and restaurants, conference facilities and staff service was 5 star. Rooms were not at the same standard."

Reviewed on 30 Jul. 2025

Hyatt Regency Sydney
See all 5,401 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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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$842. 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

Circular Quay showing street scenes, a city and a sunset

Circular Quay

4.5/5(4,882 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(3,486 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(3,601 reviews)

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

AU$51
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$30
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

AU$81
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.