Woollahra Vacations from ￥137,570

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The Latest Woollahra Vacation Packages

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
Aug 19 - Aug 23
found 22 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on Jun 23, 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
per person
Aug 23 - Aug 28
found 23 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8/10 Very Good! (2,627 reviews)
Dated property but clean, good value and in a good position for transport, restaurants and shopping.

Reviewed on Jun 20, 2025

The Capitol Hotel Sydney

The Capitol Hotel Sydney

4 out of 5
Haymarket
per person
Aug 23 - Aug 28
found 23 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9/10 Wonderful! (668 reviews)
It’s very accessible to everywhere you want to go around the city. Staff were friendly and our room was always clean. We stayed for 13 days and will definitely come back. Thank you so much.

Reviewed on Jun 22, 2025

Swissotel Sydney

Swissotel Sydney

5 out of 5
Sydney Central Business District
per person
Aug 4 - Aug 7
found 24 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,010 reviews)
The location in the centre of the Sydney CBD is the main drawcard. It is close to public transport.

Reviewed on Jun 16, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Aug 18 - Aug 22
found 22 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
Very unique stay, wonderful management, and a great experience. I highly recommend

Reviewed on Jun 24, 2025

Where to stay in Woollahra

Find the best Woollahra areas and neighborhoods for the activities you enjoy most. Learn more about Woollahra
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

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.

Find hotels in Sydney Central Business District

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 ￥23,611 per night from Jul 28 to Jul 29
￥23,611
￥25,972 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (2,287 reviews)
"We loved the views and the staff were amazing..we'll definitely be coming back."

Reviewed on Jun 26, 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 ￥23,096 per night from Jul 6 to Jul 7
￥23,096
￥25,406 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,730 reviews)
"Really enjoyed our stay!"

Reviewed on Jun 26, 2025

Hyatt Regency Sydney
The Fullerton Hotel Sydney
The Fullerton Hotel Sydney
5 out of 5
1 Martin Place, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is ￥23,156 per night from Jun 30 to Jul 1
￥23,156
￥25,818 total
Jun 30 - Jul 1
includes taxes & fees
9.2/10 Wonderful! (2,413 reviews)
"Ability to check bags early with concierge was very convenient."

Reviewed on Jun 23, 2025

The Fullerton Hotel Sydney
See all 5,411 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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Woollahra from just ￥137,570. 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.

Discover the most popular places to visit in Woollahra

Sydney Opera House showing a bay or harbor, modern architecture and a monument

Sydney Opera House

4.5/5(1,512 reviews)

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Circular Quay featuring general coastal views, modern architecture and a city

Circular Quay

4.5/5(1,399 reviews)

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Harbour Bridge showing night scenes, a bridge and a sunset

Sydney Harbour Bridge

4.5/5(1,379 reviews)

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

Sydney's Secret Bars Nightlife Tour

Sydney's Secret Bars Nightlife Tour

￥4,594
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

￥18,754
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

￥9,330
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.