Woollahra Holidays from AU$684

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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.
Bright 2-bed Apartment With Balcony & Garage

Bright 2-bed Apartment With Balcony & Garage

2.5 out of 5
Five Dock
Price was AU$1,394, price is now AU$684 per person
AU$684
per person
18 June - 22 June
found 24 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Spacious Inner-city House With Balcony Views

Spacious Inner-city House With Balcony Views

2.5 out of 5
Millers Point
Price was AU$3,001, price is now AU$1,366 per person
AU$1,366
per person
13 June - 16 June
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
10/10 Exceptional! (1 review)
The check-in instructions were clear and concise, and the responses were prompt. The house was lovely, and the location was excellent, making it convenient to get to all the attractions. We were very satisfied.

Reviewed on 18 Apr 2026

Modern 3-bed With Pool & Water Views by Beach

Modern 3-bed With Pool & Water Views by Beach

2.5 out of 5
Cabarita
Price was AU$1,649, price is now AU$779 per person
AU$779
per person
18 June - 22 June
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
6/10 (1 review)
The whole suite is quite spacious with a spectacular view out the back. The living room is large but not a lot of seating, especially if your group/family is larger than 3-4. The neighborhood is very nice and maintained, we felt very safe. The cleanliness inside when we arrived was average. There’s a washing machine but not a dryer. We couldn’t use the pool because it was extremely filthy, the host said they would have it cleaned on the day we arrived but it didn’t get cleaned the entire time we were there (4 days) so we didn’t get to use it. Would I stay here again…Maybe

Reviewed on 27 Nov 2025

Gorgeous 3-bed Manly Pad, Short Walk to the Beach

Gorgeous 3-bed Manly Pad, Short Walk to the Beach

2 out of 5
Manly
Price was AU$1,726, price is now AU$840 per person
AU$840
per person
26 June - 29 June
found 6 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Spacious Stay Near Shops & Cafes in Marrickville

Spacious Stay Near Shops & Cafes in Marrickville

2.5 out of 5
Marrickville
Price was AU$1,526, price is now AU$743 per person
AU$743
per person
18 June - 22 June
found 1 day ago
Return flight included
Melbourne (MEL) 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 Central Business District

Sydney Central Business District

2 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$320 per night from 15 May to 16 May
AU$320
15 May - 16 May
includes taxes & fees
9.2/10 Wonderful! (2,663 reviews)
Fantastic property. Great views over the harbour if you choose rooms on that side. There is a ledge that you can sit on & sit & enjoy the views or sit & read. Staff were very polite & professional. Room size was very generous & especially liked the bed & bedding. It was a very comfortable sleep. ...

Reviewed on 9 May 2026

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
The price is AU$350 per night from 17 May to 18 May
AU$350
17 May - 18 May
includes taxes & fees
9.6/10 Exceptional! (2,183 reviews)
Wonderful location. Amenities were great.

Reviewed on 9 May 2026

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 AU$299 per night from 17 May to 18 May
AU$299
17 May - 18 May
includes taxes & fees
8.8/10 Excellent! (2,032 reviews)
Only 3 of the 6 elevators appeared to be working (but there was no signage to confirm this) which resulted in my low mobility mother and I having to wait more than 25 minutes for an elevator to check out, at which point she had to force herself into an already full elevator while I took the stairs. ...

Reviewed on 8 May 2026

Hyatt Regency Sydney
See all 5,995 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$684. 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

Circular Quay

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 Opera House

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
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

Activities

Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

AU$83
per adult
Sydney Harbour Cultural Cruise with Island Stop
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

AU$79
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

AU$50
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
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.