Oyster Bay Holidays

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    Save up to S$134 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
Nightcap at Pritchards Hotel

Nightcap at Pritchards Hotel

3.5 out of 5
Mt Pritchard
Price was S$1,486, price is now S$1,399 per person
S$1,399
per person
7 Jan - 10 Jan
found 7 hours ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
16.8/10 Exceptional! (57 reviews)
Easy check in, external stairs up to the room which was tidy and comfortable.

Reviewed on 5 Aug, 2025

Mercure Sydney Blacktown

Mercure Sydney Blacktown

4 out of 5
Arndell Park
Price was S$1,501, price is now S$1,407 per person
S$1,407
per person
7 Jan - 10 Jan
found 7 hours ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
16/10 Exceptional! (1,000 reviews)
It was a nice room and pleasant staff

Reviewed on 4 Nov, 2025

Nightcap at High Flyer Hotel

Nightcap at High Flyer Hotel

3.5 out of 5
Condell Park
Price was S$1,502, price is now S$1,409 per person
S$1,409
per person
7 Jan - 10 Jan
found 7 hours ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
15.2/10 Exceptional! (62 reviews)
It was a bit run down but perfect for a short stay. Check in was easy and having a pub next door is very convenient. Noise levels weren’t a problem and bed was nice

Reviewed on 29 Nov, 2024

Toongabbie Hotel

Toongabbie Hotel

3 out of 5
Toongabbie
Price was S$1,499, price is now S$1,407 per person
S$1,407
per person
7 Jan - 10 Jan
found 7 hours ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
13.2/10 Exceptional! (153 reviews)
There were dust on the floor and you could hear your neighbour with loud music. The wooden floors were too creaky. But overall, a good stay

Reviewed on 14 Jul, 2025

Nightcap at Chester Hill Hotel

Nightcap at Chester Hill Hotel

3.5 out of 5
Chester Hill
Price was S$1,489, price is now S$1,401 per person
S$1,401
per person
7 Jan - 10 Jan
found 7 hours ago
Return direct flight included
Singapore (SIN) to Sydney (SYD)
16.8/10 Exceptional! (92 reviews)
Convenienc of parking and train station. Good value !

Reviewed on 17 Jun, 2025

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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
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Sydney Central Business District

1 out of top 10 points of interest in this area
4.5/5(343 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

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$258 per night from 15 Dec to 16 Dec
S$258
15 Dec - 16 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 S$316 per night from 16 Dec to 17 Dec
S$316
16 Dec - 17 Dec
includes taxes & fees
9.6/10 Exceptional! (2,015 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
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is S$159 per night from 14 Dec to 15 Dec
S$159
14 Dec - 15 Dec
includes taxes & fees
8.2/10 Very Good! (2,397 reviews)
The location is great and the hotel staff is welcoming. It’s more run down than advertising videos show. Housekeeping was short staffed one day but we were ok with that and just asked for a couple of towels and received it right away. Honny and Sim at the front desk were extra helpful and wonderful ...

Reviewed on 18 Nov, 2025

YEHS Hotel Sydney Harbour Suites
See all 5,496 properties in Oyster Bay
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$1,399, 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

Circular Quay showing a city, central business district and modern architecture

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 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
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

Things to do

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

S$46
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

S$26
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Small Group Blue Mountains Tour with Dave's.

Blue Mountains Small Group Tour with Lunch, Zoo and Scenic World

S$243
per adult
Blue Mountains Small Group Tour with Lunch, Zoo and Scenic World
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. 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.