Woollahra Holidays from AU$585

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Your Woollahra Holiday

Your next big journey is calling out to you with a holiday package to Woollahra. Excitement, fun and nonstop good times — you're bound to find it in this neighbourhood. Wondering where to go during your trip to Woollahra? Nearby attractions like Bondi Beach, Coogee Beach and University of New South Wales are good places to begin. Don't just imagine it — do it! Book your ultimate Woollahra holiday with Expedia and get to where you're going your way.

Top Holiday Package Deals in Woollahra

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

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$1,025, price is now AU$585 per person
AU$585
per person
1 June - 7 June
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
6.2/10 (524 reviews)
Clean room, nice staff, near train station

Reviewed on 18 Mar 2026

Spacious Inner-city House With Balcony Views

Spacious Inner-city House With Balcony Views

2.5 out of 5
Millers Point
Price was AU$3,040, price is now AU$1,667 per person
AU$1,667
per person
26 Apr - 29 Apr
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Quaint 3-bed Heritage Home in the Heart of Sydney

Quaint 3-bed Heritage Home in the Heart of Sydney

2.5 out of 5
Millers Point
Save 100% on your flight
Price was AU$1,628, price is now AU$934 per person
AU$934
per person
26 Apr - 29 Apr
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Stylish 2-bed Cottage in Trendy Erskineville

Stylish 2-bed Cottage in Trendy Erskineville

2.5 out of 5
Erskineville
Save 100% on your flight
Price was AU$2,394, price is now AU$1,394 per person
AU$1,394
per person
8 May - 15 May
found 2 days ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Save 100% on your flight
Price was AU$2,325, price is now AU$1,357 per person
AU$1,357
per person
8 May - 15 May
found 2 days ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews

Our guide on 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(8,638 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

Our pick of the best 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 AU$279 per night from 2 Apr to 3 Apr
AU$279
2 Apr - 3 Apr
includes taxes & fees
9.2/10 Wonderful! (2,539 reviews)
Stayed the night at the hotel and the staff was amazing and we every helpful. The view from the room was amazing and bed so comfortable. Watched a beautiful sunrise in the morning.

Reviewed on 24 Mar 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 AU$227 per night from 28 Mar to 29 Mar
AU$227
28 Mar - 29 Mar
includes taxes & fees
8.8/10 Excellent! (3,068 reviews)
Very convenient for the Airport and despite being so close a very peaceful night sleep ( and that's coming from a light sleeper!). We had an airport facing window which was great to watch the flight land and depart. Prices at the bar are not cheep and no local shops so come prepared if this is an ...

Reviewed on 24 Mar 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 AU$269 per night from 1 Apr to 2 Apr
AU$269
1 Apr - 2 Apr
includes taxes & fees
8.8/10 Excellent! (1,950 reviews)
Great

Reviewed on 23 Mar 2026

Hyatt Regency Sydney
See all 5,986 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.
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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 AU$585. 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.

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

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 street scenes, a city and a sunset

Circular Quay

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 showing night scenes, a bridge and a sunset

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

Activities

Sydney Flexi Pass

Sydney Flexi Pass - Pick 3, 5, or 7 Experiences

AU$159
per adult
Sydney Flexi Pass - Pick 3, 5, or 7 Experiences
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$85
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Rigoletto at the Sydney Opera House

Rigoletto at the Sydney Opera House

AU$299
per traveller
Rigoletto at the Sydney Opera House
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.