Woollahra Vacation Packages

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Top Holiday Package Deals in Woollahra

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
Price was CA $2,704, price is now CA $2,216 per person
CA $2,216
per person
Nov 3 - Nov 6
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Sydney (SYD)
8.2/10 Very Good! (1,001 reviews)
Despite being right in the middle of the city it was quiet and nice. Also for a small room it was still spacious and well equipped

Reviewed on Aug. 30, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was CA $2,600, price is now CA $2,236 per person
CA $2,236
per person
Nov 3 - Nov 6
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Sydney (SYD)
9/10 Wonderful! (584 reviews)
Quiet and convenient.

Reviewed on Aug. 23, 2025

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Price was CA $2,572, price is now CA $2,263 per person
CA $2,263
per person
Nov 3 - Nov 6
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Sydney (SYD)
8.6/10 Excellent! (1,015 reviews)
Fast check in. Clean rooms. Very accommodating and very friendly staff. Thankyou for looking after us, on the Sydney marathon weekend.

Reviewed on Aug. 31, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was CA $2,640, price is now CA $2,329 per person
CA $2,329
per person
Nov 3 - Nov 6
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Sydney (SYD)
8.2/10 Very Good! (2,250 reviews)
Most obliging but Not quite right. Faulty gym equipment. Broken Sauna Very low water pressure for showers. Excellent and helpful staff. I will come again😀

Reviewed on Sep. 7, 2025

Rydges Australia Square

Rydges Australia Square

4 out of 5
Sydney Central Business District
Price was CA $3,285, price is now CA $2,914 per person
CA $2,914
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
9.2/10 Wonderful! (1,695 reviews)
This hotel was very comfortable, affordable for being downtown and was walking distance to many tourist sites.

Reviewed on Sep. 4, 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

2 out of top 10 points of interest in this area
4.5/5(381 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 CA $234 per night from Sep 14 to Sep 15
CA $234
CA $258 total
Sep 14 - Sep 15
includes taxes & fees
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 CA $331 per night from Sep 14 to Sep 15
CA $331
CA $364 total
Sep 14 - Sep 15
includes taxes & fees
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 CA $222 per night from Sep 14 to Sep 15
CA $222
CA $244 total
Sep 14 - Sep 15
includes taxes & fees
Hyatt Regency Sydney
See all 5,420 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $2,216. 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

Circular Quay featuring general coastal views, a sunset and central business district

Circular Quay

4.5/5(424 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 Opera House

Sydney Opera House

4.5/5(446 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
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(411 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

CA $58
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 Adventure: Scenic World, Zoo & Koala Photo

CA $197
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

CA $89
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.