Woollahra Holidays from AU$374

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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.
Hearty Center

Hearty Center

3 out of 5
Save 100% on your flight
Price was AU$553, price is now AU$374 per person
AU$374
per person
16 Apr - 20 Apr
found 16 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
7.8/10 Good! (109 reviews)
Booked in double bed with private bath. Room and bathroom were clean. Bed sheets were washed and cleaned. Loved the massage chair in room. Wash basin was installed in the room next to the bed instead of in the bathroom. It was inconvenient and didn’t like the setup.

Reviewed on 11 Sept 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,017, price is now AU$564 per person
AU$564
per person
27 Mar - 29 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
everything was great! I did come face to face with a large cockroach while walking down the stairway, if that's any concern to you.

Reviewed on 6 Feb 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,305, price is now AU$766 per person
AU$766
per person
26 Mar - 30 Mar
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
Room was nice and clean, location is central. Stated that airport shuttle was available but it actually costs money so that felt a little bit of a lie.

Reviewed on 4 Feb 2026

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Save 100% on your flight
Price was AU$826, price is now AU$562 per person
AU$562
per person
4 May - 8 May
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.8/10 Excellent! (981 reviews)
Room clean staff friendly close to shops

Reviewed on 23 Jan 2026

Traditional 2-bed Terrace House in Millers Point

Traditional 2-bed Terrace House in Millers Point

2.5 out of 5
Millers Point
Save 100% on your flight
Price was AU$2,096, price is now AU$1,439 per person
AU$1,439
per person
22 Mar - 26 Mar
found 1 day ago
Return flight included
Gold Coast (OOL) 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(8,551 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

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 AU$349 per night from 8 Mar to 9 Mar
AU$349
8 Mar - 9 Mar
includes taxes & fees
9.6/10 Exceptional! (2,101 reviews)
Friendly staff, lovely room, view as advertised, early check-in accommodated

Reviewed on 2 Feb 2026

Four Seasons Hotel Sydney
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$330 per night from 9 Mar to 10 Mar
AU$330
9 Mar - 10 Mar
includes taxes & fees
9/10 Wonderful! (2,519 reviews)
Amazing staff, spotless and modern. Best views! Very much worth the money!!

Reviewed on 2 Feb 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 AU$382 per night from 8 Mar to 9 Mar
AU$382
8 Mar - 9 Mar
includes taxes & fees
9.2/10 Wonderful! (849 reviews)
Great place with artistic vibe. Rooms were eclectic. Bed and pillow excellent! Good lunch spot also. Stairs up into the lobby but someone there to help with the luggage.

Reviewed on 5 Feb 2026

Ace Hotel Sydney
See all 6,160 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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beach holidays
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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$374. 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 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 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
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 Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

AU$59
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Hansel & Gretel at Sydney Opera House

Hansel & Gretel at Sydney Opera House

AU$108
per traveller
Hansel & Gretel at Sydney Opera House
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$32
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.