Oyster Bay Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
  • Find the right fit

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

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Aug 2 - Aug 10

    North Ryde Guest House + Flight

    North Ryde
    8 nights
    3.0 star property
    7.4/10 - Good (343 reviews)
    "Positives: *Contactless property; the owner Mark was very nice & respectfully answered my questions via text regarding parking. *Check-in process very well-organised w/ clear instructions for key access/code etc. *Electric block-out blind helped w/ privacy, noise & light in the mornings. *Bathroom sink & vanity: Somewhat clean w/ good bench space. Negatives: *Really unfortunate to report the negative aspects of this property as Mark was so polite & helpful (as per above). *Generally, a very..."
    Reviewed April 8, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    S$1,355
    S$1,025
    per traveller
    found 12 hours ago
    North Ryde Guest House
  • Aug 2 - Aug 10

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    8 nights
    3.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "Nice and tidy"
    Reviewed May 19, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    Save 100% on your flight
    S$2,370
    S$1,437
    per traveller
    found 12 hours ago
    YEHS Hotel Sydney QVB
  • Aug 2 - Aug 10

    YEHS Hotel Sydney Harbour Suites + Flight

    Sydney Central Business District
    8 nights
    4.0 star property
    8.2/10 - Very good (2,738 reviews)
    "We have stayed in hundreds of hotels and serviced apartments and this hotel is by far the worst experience we have ever had at any property. The unit we were given was generally in rather poor condition due to a lack of maintenance. The floor was filthy, the drawers and shelves appeared to have not been cleaned or even dusted for months, and in general, the entire unit can only be described as tattered and dirty. Since we only booked two nights, we decided to just wipe down the drawers and..."
    Reviewed May 22, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    Save 100% on your flight
    S$2,194
    S$1,392
    per traveller
    found 12 hours ago
    YEHS Hotel Sydney Harbour Suites
  • Aug 2 - Aug 10

    25hours Hotel Sydney The Olympia + Flight

    Paddington
    8 nights
    5.0 star property
    9.6/10 - Exceptional (45 reviews)
    "Loved the modern art deco rooms. Mini bar was complimentary with snacks and non alcoholic drinks. Staff were very friendly. Has a beautiful rooftop bar (Monica) and Palermo restaurant on ground floor. Would highly recommend "
    Reviewed May 10, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    S$1,856
    S$1,439
    per traveller
    found 12 hours ago
    25hours Hotel Sydney The Olympia
  • Aug 2 - Aug 10

    Native Rose Hotel + Flight

    Rozelle
    8 nights
    2.0 star property
    8.0/10 - Very good (15 reviews)
    "Excelent service !"
    Reviewed March 22, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    S$1,397
    S$1,100
    per traveller
    found 12 hours ago
    Native Rose Hotel

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

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$311 per night from 31 May to 1 Jun
S$311
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (2,175 reviews)
"Excellent staff at every level and exceptional comfort."

Reviewed on 21 May, 2026

Four Seasons Hotel Sydney
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$306 per night from 24 May to 25 May
S$306
24 May - 25 May
includes taxes & fees
9.2/10 Wonderful! (2,681 reviews)
"Great property to visit with young adult. Great location..."

Reviewed on 22 May, 2026

Shangri-La 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$273 per night from 31 May to 1 Jun
S$273
31 May - 1 Jun
includes taxes & fees
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 , 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.