Oyster Bay Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 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
Price found within the past 48 hours. Click for updated prices.
The Ultimo
YEHS Hotel Sydney Harbour Suites
Rydges World Square
Amora Hotel Jamison Sydney
Furama Darling Harbour

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

Top hotels in Oyster Bay

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 S$237 per night from 7 Sept to 8 Sept
S$237
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (2,345 reviews)
"Gorgeous corner suite with sweeping views of the entire harbor. Service was impeccable throughout, particularly Jerry from Horizon Lounge and Eduardo at entrance. This is my second time here and I still love the classic charm."

Reviewed on 9 Aug, 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 S$298 per night from 24 Aug to 25 Aug
S$298
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (1,898 reviews)
Friendly, comfort and very convenient
"The most amazing stay for us from all hotels in Sydney we went to. From the friendly service, cleanliness and comfortable bed. We highly recommended and definitely will return next year."

Reviewed on 10 Aug, 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 S$226 per night from 24 Aug to 25 Aug
S$226
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,778 reviews)
"good location and nice hotel. but some of the staff are not so nice"

Reviewed on 11 Aug, 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 holiday package cost?
Starting from as little as S$954, 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.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.