Woollahra Holidays from AU$572

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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.
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$1,006, price is now AU$572 per person
AU$572
per person
20 Mar - 22 Mar
found 5 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
Excellent service from staff, while the hotel rooms are dated the room was clean and well equipped. It's a great place to stay as it's so close to restaurants, entertainment and transport

Reviewed on 13 Dec 2025

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was AU$2,252, price is now AU$1,124 per person
AU$1,124
per person
3 Mar - 10 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.8/10 Excellent! (981 reviews)
The location was amazing and the room was good. Would have loved a cupboard or clothes hanging space.

Reviewed on 15 Dec 2025

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$1,686, price is now AU$898 per person
AU$898
per person
5 Mar - 10 Mar
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
The kitchenette was a good size in the one bedroom suite we stayed in

Reviewed on 21 Dec 2025

Native Rose Hotel

Native Rose Hotel

2 out of 5
Rozelle
Save 100% on your flight
Price was AU$1,066, price is now AU$629 per person
AU$629
per person
10 Feb - 15 Feb
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
7.8/10 Good! (10 reviews)
Didn't dine at the property, but the food looks really good, bed was comfortable, t.v remote needs repairing and the window (room 5) everything easily accessible, Karaoke looks a hoot. Bathrooms are lovely

Reviewed on 16 Aug 2025

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
Save 100% on your flight
Price was AU$2,101, price is now AU$1,259 per person
AU$1,259
per person
3 Mar - 10 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9.2/10 Wonderful! (542 reviews)
Great rooms, staff super helpful

Reviewed on 3 Dec 2025

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
Default Image

Sydney Central Business District

2 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

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$304 per night from 11 Jan to 12 Jan
AU$304
11 Jan - 12 Jan 2026
includes taxes & fees
9/10 Wonderful! (2,441 reviews)
No breakfast

Reviewed on 19 Dec 2025

Shangri-La Sydney
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$409 per night from 8 Jan to 9 Jan
AU$409
8 Jan - 9 Jan 2026
includes taxes & fees
9.6/10 Exceptional! (2,056 reviews)
Excellent service, all staff were very helpful. Cleanliness of room, water and toiletries restocked. They were very accommodating and arranged for early check in. I will definitely stay here again.

Reviewed on 22 Dec 2025

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$269 per night from 9 Jan to 10 Jan
AU$269
9 Jan - 10 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,853 reviews)
Very clean and comfortable room. Staff were very professional and friendly. We had included the breakfast. It was a great selection and very fresh.

Reviewed on 20 Dec 2025

Hyatt Regency Sydney
See all 5,938 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$572. 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

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

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$49
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$30
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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
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.