Woollahra Holidays

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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.

Where to stay in Woollahra

Find the best Woollahra areas and neighborhoods for the activities you enjoy most. Learn more about Woollahra
Sydney Central Business District

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 £171 per night from 19 Apr to 20 Apr
£171
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (2,577 reviews)
I stayed here for 6 nights in March with my sister. I cannot fault the hotel. It is beautiful, in a fantastic position ( although be prepared for steep slopes and lots of steps if walking). So close to main attractions. We had an opera room and the view was stunning. Lovely big room with lots of ...

Reviewed on 10 Apr 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
The price is £115 per night from 13 Apr to 14 Apr
£115
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (3,086 reviews)
The location to the airport is excellent but the reception staff were unwelcoming, unfriendly and didn't even smile! Plus I'd booked a "Double Queen sized room - Superior" and the window looked out at a carpark and more rooms only! A miserable outlook, making me thankful that I was only staying over ...

Reviewed on 8 Apr 2026

Rydges Sydney Airport Hotel
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 £158 per night from 12 Apr to 13 Apr
£158
12 Apr - 13 Apr
includes taxes & fees
8.8/10 Excellent! (1,975 reviews)
Breakfast was outstanding. Room was a little noisy, kept hearing chairs or something being dragged across the floor all night.

Reviewed on 10 Apr 2026

Hyatt Regency Sydney
See all 5,972 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 , 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.

Popular places to visit

Sydney Opera House

Sydney Opera House

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

Circular Quay

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

Sydney Harbour Bridge

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 Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

£43
per adult
Sydney Harbour Cultural Cruise with Island Stop
The Phantom of the Opera

Handa Opera On Sydney Harbour – The Phantom of the Opera 2026

£115
per traveller
Handa Opera On Sydney Harbour – The Phantom of the Opera 2026
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

£39
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
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.