Oyster Bay Holidays from £1,376

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Your Oyster Bay Holiday

Reserving an Oyster Bay holiday package is an excellent way to get to know this neighbourhood. From its hot spots to its little-known gems, you won't be short of adventures. Your trip to Oyster Bay wouldn't be complete without a stop at big-name attractions nearby such as Sutherland Entertainment Centre, Westfield Miranda Shopping Centre and Kareela Golf Course. Don't just think about it — make it a reality! Book your ideal Oyster Bay holiday with Expedia and enjoy travelling your way.

Price found within the past 48 hours. Click for updated prices.
Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
Price was £1,523, price is now £1,376 per person
£1,376
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The view is absolutely lovely, you definitely feel like you’re tucked in a beautiful little saltwater nook with amazing views. The room was super spacious for 4 at a really great price. There could be improvements, for example, chairs around the table that’s in room, but that’s just nitpicking.

Reviewed on 17 Jul 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was £1,666, price is now £1,430 per person
£1,430
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very good! (2,835 reviews)
This is, without question, the worst hotel I have ever had the misfortune of staying in. I genuinely cannot understand how this place has positive reviews. I stayed here for one night with my mother and my baby, and it was a complete disaster from the moment we arrived. The room was filthy and absolutely reeked. The smell was so foul it was like sleeping in a sewer. It was overpowering, disgusting, and made me want to leave the second we walked in. The bed was like sleeping on a slab of concrete. It was unbelievably uncomfortable, and to top it off, there were only two pathetic pillows for the entire bed. A decent night's sleep was impossible. Whoever is making decisions about this hotel clearly has their priorities backwards. Instead of wasting money on a fancy toilet, maybe spend it on basic cleanliness, comfortable beds, and facilities that guests actually care about. The car park is an absolute nightmare. I specifically called before arriving to ask whether my car would fit and was assured there would be "heaps of room." That was completely false. The spaces are ridiculously tight, and I ended up scraping my car trying to get out because of the misleading information I was given. The staff were nice but acted like they couldn't care less. They seemed totally unaware of what was going on and showed no interest in resolving the issue. I woul never stay here again even if I was given.it for free.

Reviewed on 17 Jul 2026

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Price was £1,522, price is now £1,378 per person
£1,378
per person
3 Oct - 6 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.4/10 Very good! (1,002 reviews)

Rydges World Square

Rydges World Square

4.5 out of 5
Sydney Central Business District
Price was £1,640, price is now £1,501 per person
£1,501
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,322 reviews)

The Ultimo

The Ultimo

4 out of 5
Haymarket
Price was £1,533, price is now £1,419 per person
£1,419
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,006 reviews)
I find the rooms clean n well maintained always

Reviewed on 17 Jul 2026

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
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

3 out of top 10 points of interest in this area

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 £161 per night from 16 Aug to 17 Aug
£161
16 Aug - 17 Aug
includes taxes & fees
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 £155 per night from 20 Jul to 21 Jul
£155
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (2,096 reviews)
"main lobby and connecting bars were incredibly clean and well maintained, gave upper class"

Reviewed on 17 Jul 2026

Hyatt Regency 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 £231 per night from 20 Jul to 21 Jul
£231
20 Jul - 21 Jul
includes taxes & fees
9.6/10 Exceptional! (2,231 reviews)
"Fantastic location and walking distance from many attractions, restaurants, shopping. Beatrice at check in was spectacular and showered us with kind attention after a 15 hours flight - a much needed pampering that made a huge impression!"

Reviewed on 17 Jul 2026

Four Seasons Hotel Sydney
See all 5,910 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Oyster Bay travel package cost?
Get set to book, because a getaway to Oyster Bay starts from a tempting £1,376. When you combine your hotels, flights and car rentals into a travel package, you'll score the biggest deals.
If I'm not able to travel, can I cancel my Oyster Bay travel package?
Whether it's your hotel or flight, you can cancel or alter it. Locked in your Oyster Bay travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more information, check out our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Oyster Bay?
Browse and lock in everything all in one place with our Oyster Bay travel packages. We have deals on flights, hotels, tours and more that'll keep your budget happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 properties around the globe to pick from, you'll have the flexibility to mix and match however you please.
Does Expedia offer Book Now, Pay Later Oyster Bay holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip easier on your budget. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month sounds right for you, pick this option at checkout.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.

Where should I stay in Oyster Bay?
Most visitors to Oyster Bay include Sydney Opera House and Bondi Beach on their bucket lists. Why not reserve a hotel near these iconic attractions?
What are the top hotels in Oyster Bay?
Get your trip off to a good start by booking a stay at Sheraton Grand Sydney Hyde Park. It's one of most sought-after hotels in Oyster Bay. Another top option is Hyatt Regency Sydney.
How far in advance should I book my Oyster Bay holiday?
It depends on the airline, but you can generally compare international fares on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky customers will occasionally find a cheaper seat only weeks before their intended journey.
What does an Expedia Oyster Bay travel package include?
You can choose from a combination of hotels, rental cars and flights. Once you've made your booking, you can add some tours and experiences. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to planning your ideal Oyster Bay trip.
What should I know before booking an Oyster Bay travel package?
Our prices are already low. However, you'll pick up even better deals when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with an Oyster Bay Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.

Things to do

Blue Mountains & Jenolan Caves Day Tour by Gray Line

Blue Mountains Day Tour - Gray Line Sydney

£98
per adult
90% of travellers recommend
Blue Mountains Day Tour - Gray Line Sydney
Latino Dinner Cruise on Sydney Harbour

Latino Dinner Cruise on Sydney Harbour

£67
per adult
Latino Dinner Cruise on Sydney Harbour
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

£43
per adult
Sydney Harbour Cultural Cruise with Island Stop
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. Flight-inclusive packages are ATOL protected.