Woollahra Holidays from £1,214

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Your Woollahra Holiday

Organising your next travel adventure just got a whole lot simpler with a holiday package to Woollahra. Experience the best this neighbourhood has to offer while making beautiful memories you'll treasure. When it's time to head out and explore, you'll find lots of top attractions nearby including Sydney Opera House, Sydney Harbour Bridge and Bondi Beach. Tick off one, two or all during your trip to Woollahra. Expedia will help you turn your ideal Woollahra holiday into reality, no matter your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
Oaks Sydney Goldsbrough Suites

Oaks Sydney Goldsbrough Suites

4 out of 5
Pyrmont
Price was £1,301, price is now £1,214 per person
£1,214
per person
4 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8/10 Very good! (7,718 reviews)
The room was exactly as described, clean and exactly what we wanted. Staff was very helpful and polite.

Reviewed on 10 Jul 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was £1,495, price is now £1,266 per person
£1,266
per person
4 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very good! (2,811 reviews)
The room was clean and neat. Staff friendly and helpful. Close to shopping, restaurants and eating areas, ferries and train.

Reviewed on 9 Jul 2026

Rydges World Square

Rydges World Square

4.5 out of 5
Sydney Central Business District
Price was £1,487, price is now £1,365 per person
£1,365
per person
4 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,322 reviews)
We celebrated a friend’s 40th and the hotel surprised us with a fruit platter and chocolate happy birthday plaque. The extra rollaway bed was actually an actual single bed and very comfy! Would definitely stay again.

Reviewed on 7 Jul 2026

The Porter House Hotel Sydney - MGallery

The Porter House Hotel Sydney - MGallery

4.5 out of 5
Sydney Central Business District
Price was £1,516, price is now £1,394 per person
£1,394
per person
4 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.2/10 Wonderful! (358 reviews)
Loved my stay, it was beautifully stylish and comfortable and the location was great

Reviewed on 5 Jul 2026

Rydges Australia Square

Rydges Australia Square

4 out of 5
Sydney Central Business District
Price was £1,400, price is now £1,302 per person
£1,302
per person
4 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (1,888 reviews)
Good but parking is a bit far away

Reviewed on 8 Jul 2026

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

3 out of top 10 points of interest in this area
4.5/5(345 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 £160 per night from 19 Jul to 20 Jul
£160
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (2,766 reviews)
"An amazingly well kept property. Fantastic views of the harbour bridge and Sydney opera house"

Reviewed on 10 Jul 2026

Shangri-La Sydney
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
47 Wentworth Ave Sydney NSW
Fully refundableReserve now, pay when you stay
The price is £118 per night from 19 Jul to 20 Jul
£118
19 Jul - 20 Jul
includes taxes & fees
Ace Hotel Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is £76 per night from 26 Jul to 27 Jul
£76
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (2,827 reviews)
"The room was clean and neat. Staff friendly and helpful. Close to shopping, restaurants and eating areas, ferries and train."

Reviewed on 9 Jul 2026

YEHS Hotel Sydney Harbour Suites
See all 6,146 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Woollahra travel package cost?
Starting from just £1,214, a travel package is your portal to cheap travel. Custom make your Woollahra adventure by picking from our huge range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Woollahra travel package?
Don't worry if you're rethinking your Woollahra travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We get that life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Woollahra?
Bundling your flight and hotel with Expedia won't just save valuable time — it'll save you cash too. A Woollahra travel package makes it a cinch to create your perfect trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your schedule won't be hard. Not only that, we've got over 1,000,000 hotels globally to take your pick of. Now that's what we call choice. Whatever your budget, Expedia can show you the world.
Does Expedia offer Book Now, Pay Later Woollahra holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan that suits you best during the checkout process and take the stress out of budgeting for your next trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday in multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is easier with this option. Simply put down a small deposit on your booking and then start packing your bags.

Where should I stay in Woollahra?
A journey to Woollahra isn't complete without seeing Sydney Opera House and Bondi Beach. Stay as close as possible for quick access to these impressive attractions.
What are the top hotels in Woollahra?
Get your trip off to a flying start by booking a stay at Sheraton Grand Sydney Hyde Park. It's one of most popular properties in Woollahra. Another welcoming option is Hyatt Regency Sydney.
How far in advance should I book my Woollahra holiday?
Get rewarded with the biggest variety at the lowest prices by booking your adventure to Woollahra nice and early. Air carriers usually sell flights around 12 months before departure, so secure your spot as soon as you can. That being said, Expedia is dedicated to giving you the best deals around, so it's never a bad time to book your dream holiday!
What does an Expedia Woollahra travel package include?
Car rentals, flights and hotels — we connect you to the best deals. All you'll have to do is pick and choose your favourite combination. Once you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to put together an amazing Woollahra trip.
What should I know before booking a Woollahra travel package?
A travel package can be customized for your budget and is a terrific way to make your money go further. What you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Woollahra Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.

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

Things to do

Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£26
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

£43
per adult
Sydney Harbour Cultural Cruise with Island Stop
Blue Mountains & Jenolan Caves Day Tour by Gray Line

Blue Mountains Day Tour - Gray Line Sydney

£98
per adult
90% of travellers recommend
Blue Mountains Day Tour - Gray Line Sydney
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. Flight-inclusive packages are ATOL protected.