Woollahra Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
25 Aug - 30 Aug
found 19 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
It was fine. Just fine. Also, there was a used razor in my shower, so can I assume my shower wasn’t cleaned between guests? Gross

Reviewed on 11 Jun, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
25 Aug - 30 Aug
found 19 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
Room was spacious. Very convenient location. Only thing was that the Water pressure in shower and sink tap was very low.

Reviewed on 29 Jun, 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
25 Aug - 30 Aug
found 19 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.2/10 Very Good! (2,118 reviews)
There was no soap, body wash and shampoo in my room. I rented a car so had to use one night parking. The chased me to pay the $40 parking even though my check out was not until 3 days later and I have previously acknowledged the payment. Last thing you need when enjoying dinner out is to be called by the hotel staff to pay for $40 when you are still a guess (it's not like I had run away without paying!)

Reviewed on 2 Jul, 2025

The Porter House Hotel Sydney - MGallery

The Porter House Hotel Sydney - MGallery

4.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
25 Aug - 30 Aug
found 19 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (198 reviews)
The rooms are too tiny. The flush in the toilet kept leaking. Coffee machine never worked.

Reviewed on 30 Jun, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
per person
25 Aug - 30 Aug
found 19 hours ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (570 reviews)
wonderful get away, five star experience. Breakfast is a must!

Reviewed on 24 Jun, 2025

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

3 out of top 10 points of interest in this area
4.5/5(343 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

Top hotels in Woollahra

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 S$235 per night from 20 Jul to 21 Jul
S$235
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (2,299 reviews)
"Great location, hotel, staff. We were I’ll stay again"

Reviewed on 1 Jul, 2025

Shangri-La 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 S$225 per night from 11 Jul to 12 Jul
S$225
11 Jul - 12 Jul
includes taxes & fees
8.8/10 Excellent! (1,739 reviews)
"Friendly helpful staff. Affordable quality. Range of dining options and room service available till 1am and served with a smile"

Reviewed on 30 Jun, 2025

Hyatt Regency 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 S$271 per night from 20 Jul to 21 Jul
S$271
20 Jul - 21 Jul
includes taxes & fees
9.6/10 Exceptional! (1,834 reviews)
"It was my first time staying at the Four Seasons, we had an awards nights there so stayed over. The room was large and very comfortable and clean. We had a great view of the city out of one window and a view of the harbour out of the other window.. Large bathroom with separate shower. Plush bedding, ..."

Reviewed on 30 Jun, 2025

Four Seasons Hotel Sydney
See all 5,442 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.

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 S$926. 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.

Popular places to visit

Sydney Opera House

Sydney Opera House

4.5/5(293 reviews)

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

Sydney Opera House
Circular Quay showing a city, central business district and modern architecture

Circular Quay

4.5/5(313 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 Harbour Bridge

Sydney Harbour Bridge

4.5/5(317 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

Things to do

Sydney's Secret Bars Nightlife Tour

Sydney's Secret Bars Nightlife Tour

S$41
per adult
100% of travellers recommend
Sydney's Secret Bars Nightlife Tour
Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

S$167
per adult
92% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

S$83
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.