Oyster Bay Holidays

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  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Front of property
    Aug 6 - Aug 10

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    4 nights
    3.5 star property
    8.2/10 - Very good (1,003 reviews)
    "Centrally located. We love the location. Also the staff are helpful."
    Reviewed May 17, 2026
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    Save 100% on your flight
    NZ$2,138
    NZ$1,181
    per traveller
    found 1 day ago
    YEHS Hotel Sydney CBD
  • Apartment | Interior
    Aug 11 - Aug 18

    Spacious 2-bed, 2-bath Moments From Avalon Beach + Flight

    Avalon Beach
    7 nights
    2.5 star property
    Return • Wellington (WLG) - Sydney (SYD)
    WLG - SYD • Direct SYD - WLG • Direct
    Save 100% on your flight
    NZ$3,181
    NZ$1,917
    per traveller
    found 14 hours ago
    Spacious 2-bed, 2-bath Moments From Avalon Beach
  • Apartment | Living room
    Aug 6 - Aug 10

    Modern CBD Aparment, Workspace, Fast Wifi and Pool + Flight

    Sydney Central Business District
    4 nights
    2.5 star property
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    Save 100% on your flight
    NZ$2,417
    NZ$1,472
    per traveller
    found 1 day ago
    Modern CBD Aparment, Workspace, Fast Wifi and Pool
  • Apartment | Living room
    Jul 9 - Jul 12

    Spacious 3-bed Home in Princeton Pearl Double Bay + Flight

    Double Bay
    3 nights
    2.0 star property
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    Save 100% on your flight
    NZ$2,729
    NZ$1,732
    per traveller
    found 23 hours ago
    Spacious 3-bed Home in Princeton Pearl Double Bay
  • Apartment | Dining
    Jul 9 - Jul 12

    Bright 3-bed Apartment Near Coogee Beach + Flight

    Coogee
    3 nights
    2.0 star property
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    NZ$2,448
    NZ$1,602
    per traveller
    found 23 hours ago
    Bright 3-bed Apartment Near Coogee Beach

Our guide on 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
Sydney Central Business District

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(8,638 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

Our pick of the best Oyster Bay Hotel Deals

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 NZ$408 per night from 9 June to 10 June
NZ$408
9 June - 10 June
includes taxes & fees
9.6/10 Exceptional! (2,183 reviews)
"Excellent location…………………"

Reviewed on 25 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 NZ$379 per night from 9 June to 10 June
NZ$379
9 June - 10 June
includes taxes & fees
9.2/10 Wonderful! (2,690 reviews)
"The hotel is great and stratigically located. I had an incredible view of the opera house and bridge from my room. The staff is very attentive. Awesome service at the spa. The inly negative would be the pool and whirldpool area. They only have a out 10 lounge chairs so its difficult to find a spot. ..."

Reviewed on 25 May 2026

Shangri-La 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 NZ$212 per night from 31 May to 1 June
NZ$212
31 May - 1 June
includes taxes & fees
8.2/10 Very Good! (2,745 reviews)
"The staff is great"

Reviewed on 24 May 2026

YEHS Hotel Sydney Harbour Suites
See all 5,800 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 , 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.

Discover the most popular places to visit in Oyster Bay

Sydney Opera House

Sydney Opera House

4.5/5(3,530 reviews)

The bold lines of the Sydney Opera House speak more about Sydney than any other part of this cosmopolitan city of four million.

Sydney Opera House
Circular Quay

Circular Quay

4.5/5(4,930 reviews)

Trains, buses and boats all make a bee-line for Circular Quay, a place at the heart of Sydney's journeying – and so should you.

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(3,629 reviews)

A colossus of engineering, the Harbour Bridge brings the pieces of Sydney together, and offers you a different perspective on the city's wide-angle drama.

Sydney Harbour Bridge

Activities

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

NZ$77
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$62
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

NZ$395
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
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.