Woollahra Holidays from NZ$1,038

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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

Sydney Central Business District
Save 100% on your flight
NZ$1,038
per person
4 Dec - 6 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
The first room was not the room I reserved, the bed was just a little bigger then a double but I know I reserved a queen. Finally moved to a slightly bigger room but it's still a small room.

Reviewed on 27 Sept 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
Save 100% on your flight
NZ$1,566
per person
12 Nov - 17 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
L’hôtel est très bien situé, proche de la station Town Hall et proche du tramway (métro léger). La chambre était petite mais propre, le lit confortable et la salle de bain bien équipée (la douche pluie est un vrai bonheur). Le personnel est très aimable. Les bagages peuvent être gardés à la réception avant que la chambre soit prête ou avant de quitter la ville à la fin du séjour.

Reviewed on 29 Sept 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
Save 100% on your flight
NZ$1,499
per person
12 Nov - 17 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very good! (2,945 reviews)
Bright Studio Stay in Central Parramatta

Bright Studio Stay in Central Parramatta

Parramatta
Save 100% on your flight
NZ$1,418
per person
1 Dec - 8 Dec
found 1 day ago
Return flight included
Wellington (WLG) to Sydney (SYD)
No reviews
Bright Stay in Sydney With Harbour Bridge Views

Bright Stay in Sydney With Harbour Bridge Views

Surry Hills
Save 100% on your flight
NZ$1,240
per person
30 Oct - 3 Nov
found 1 day ago
Return flight included
Hamilton (HLZ) 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
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

3 out of top 10 points of interest in this area

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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

The best place to get acquainted with Sidney's nautical passions – sailing, pleasure-boating, whale watching – or the Maritime Museum if you prefer dry land.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Afterpay Arena while you're exploring the area.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Venture to Sydney’s northern coast to explore this picturesque beach suburb, the perfect spot for surfing, shopping and sunbathing.

A beach with waves, a woman running, and buildings in the background.

Bondi Beach

Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.

Our pick of the best Woollahra Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
NZ$485
11 Oct - 12 Oct
includes taxes & fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
NZ$363
11 Oct - 12 Oct
includes taxes & fees
9.2/10 Wonderful! (2,852 reviews)
"Great room, amazing views of the opera house and harbour. Very helpful staff, and in particular the bell team. Also had a lovely dinner in the rooftop restaurant. Great stay and highly recommended"

Reviewed on 29 Sept 2026

Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
NZ$233
11 Oct - 12 Oct
includes taxes & fees
YEHS Hotel Sydney Harbour Suites
See all 6,178 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.

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 NZ$1,038. 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.

Stay near popular Woollahra attractions

Queen Street

8.0/10 (1 review)
Find out about the history of Sydney when you take a trip to Queen Street. Discover the entertainment choices and shops in this walkable area.
See properties

Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$61
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

NZ$76
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

NZ$35
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.