Oyster Bay Holidays from NZ$1,423

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    Save up to NZ$616 when you book a flight and hotel together*
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Top Holiday Package Deals in Oyster Bay

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites
Spacious 2-bed Apartment Close to City
Beachside Living in Modern 2 Bedroom Apartment
Spacious 3-bed Family House With Courtyard
InterContinental Sydney Double Bay by IHG

Black Friday Sale

Save up to 40% on select hotels

Our guide on where to stay in Oyster Bay

Find the best Oyster Bay areas and neighborhoods for the activities you enjoy most. Learn more about Oyster Bay

Our pick of the best Oyster Bay 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 NZ$352 per night from 16 Dec to 17 Dec
NZ$352
16 Dec - 17 Dec
includes taxes & fees
9/10 Wonderful! (2,430 reviews)
Excellent service, wonderful location, the view from the bar is outstanding. Room very comfy and clean. Walking distance from different eating places at the rocks, close to circular quay, we enjoyed our stay!!!

Reviewed on 18 Nov 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 NZ$462 per night from 23 Nov to 24 Nov
NZ$462
23 Nov - 24 Nov
includes taxes & fees
9.6/10 Exceptional! (2,017 reviews)
The room was excellent and all staff were very friendly and helpful. We thoroughly enjoyed our stay.

Reviewed on 16 Nov 2025

Four Seasons Hotel Sydney
View Sydney

View Sydney

4 out of 5
17 Blue Street North Sydney NSW
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 21 Dec to 22 Dec
NZ$257
21 Dec - 22 Dec
includes taxes & fees
9/10 Wonderful! (1,197 reviews)
The gentleman at check in was great.

Reviewed on 15 Nov 2025

View Sydney
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 an Oyster Bay holiday package cost?
Starting from as little as NZ$1,423, you can create your own Oyster Bay package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Oyster Bay?
You'll save a ton of money if you bundle your flights, car rentals and hotels into an Oyster Bay travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 airlines and 1 000 000 properties all over the world, so you'll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Oyster Bay?
Most people who travel to Oyster Bay include Sydney Opera House and Sydney Harbour Bridge on their bucket lists. Why not choose a hotel that's close to these iconic attractions?
How far in advance should I book my Oyster Bay holiday?
It depends on the air carrier, but you can normally compare international fares on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky travellers will sometimes find a cheaper seat just weeks before their intended journey.
What does an Expedia Oyster Bay travel package include?
Much of that is up to you. You can pick from a range of Oyster Bay packages, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your Oyster Bay break looks like, get ready to save!
What should I know before booking an Oyster Bay travel package?
When you book your flights, hotels and car rentals together, you'll score incredible discounts. Whether you're planning a wilderness getaway in a cabin or would rather stay in an upscale city hotel, Expedia can help make it happen.
Can I choose my airline with an Oyster Bay Expedia holiday package?
Yes, definitely. Expedia has more than 550 airline partners to select from globally. With such a huge range of choice, finding the right carrier to whisk you away to Oyster Bay will be a breeze.
If I'm not able to travel, can I cancel my Oyster Bay holiday package?
Your situation can change unexpectedly, so yes. You may be able to cancel and rebook your Oyster Bay holiday package at no cost within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Need more information? Look up our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Oyster Bay

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.