Oyster Bay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Oyster Bay

Price found within the past 48 hours. Click for updated prices.
PARKROYAL Darling Harbour, Sydney
Pullman Quay Grand Sydney Harbour
Ocean View Luxury 3 Bedroom Home With Balcony
Sydney Harbour Hotel
Adina Apartment Hotel Bondi Beach Sydney

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

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 CA $218 per night from Sep 7 to Sep 8
CA $218
CA $240 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (2,340 reviews)
"We had a great time, would recommend the hotel to anyone. Clean and comfortable"

Reviewed on Aug. 6, 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 CA $283 per night from Aug 24 to Aug 25
CA $283
CA $311 total
Aug 24 - Aug 25
includes taxes & fees
9.6/10 Exceptional! (1,892 reviews)
"Stayed here recently and couldn’t be happier with the experience. The location was perfect, close to everything I needed, and the view from the room was stunning. The room itself was spotless, modern, and very comfortable - exactly what I was hoping for. From check-in to check-out, everything was ..."

Reviewed on Jul. 31, 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 CA $219 per night from Aug 25 to Aug 26
CA $219
CA $240 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,767 reviews)
"Throughly enjoyed our stay."

Reviewed on Aug. 3, 2025

Hyatt Regency 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 vacation package cost?
Starting from as little as CA $2,284, 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 vacation?
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 travelers 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 vacation 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 vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel and rebook your Oyster Bay vacation 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

Things to do

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