Oyster Bay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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.
  • 42-inch LCD TV with digital channels, TV
    Aug 19 - Aug 27

    Nesuto Woolloomooloo Sydney Apartments + Flight

    Woolloomooloo
    6 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    "Enjoyed our stay, clean, had everything we needed."
    Reviewed May 23, 2026
    Roundtrip • Vancouver (YVR) - Sydney (SYD)
    YVR - SYD • 2 stops SYD - YVR • 2 stops
    CA $2,485
    CA $2,118
    per traveller
    found 17 hours ago
    Nesuto Woolloomooloo Sydney Apartments
  • Front of property
    Jul 15 - Jul 22

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    5 nights
    3.5 star property
    8.2/10 - Very good (1,000 reviews)
    "It was okay, nothing special, car parking was a nightmare and disgusting"
    Reviewed May 30, 2026
    Roundtrip • Toronto (YYZ) - Sydney (SYD)
    YYZ - SYD • 2 stops SYD - YYZ • 2 stops
    CA $3,113
    CA $2,548
    per traveller
    found 1 day ago
    YEHS Hotel Sydney CBD
  • Signature Twin Room, Balcony, City View
    Jul 8 - Jul 15

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,003 reviews)
    "Fantastic staff"
    Reviewed May 26, 2026
    Roundtrip • Vancouver (YVR) - Sydney (SYD)
    YVR - SYD • 2 stops SYD - YVR • 2 stops
    CA $2,785
    CA $2,324
    per traveller
    found 10 hours ago
    YEHS Hotel Sydney QVB
  • Front of property - evening/night
    Jul 11 - Jul 20

    Sofitel Sydney Darling Harbour + Flight

    Sydney Central Business District
    7 nights
    5.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "Not a 5 star hotel but adequate enough. No water was supplied in the room which was a let down. Not enough seating in reception or bar area. Good location though and good size rooms. "
    Reviewed June 2, 2026
    Roundtrip • Vancouver (YVR) - Sydney (SYD)
    YVR - SYD • 1 stop SYD - YVR • 1 stop
    CA $3,831
    CA $3,257
    per traveller
    found 23 hours ago
    Sofitel Sydney Darling Harbour
  • Exterior
    Jul 8 - Jul 18

    Rydges Sydney Airport Hotel + Flight

    Mascot
    8 nights
    4.0 star property
    8.8/10 - Excellent (3,172 reviews)
    "Great location to airport"
    Reviewed June 2, 2026
    Roundtrip • Calgary (YYC) - Sydney (SYD)
    YYC - SYD • 2 stops SYD - YYC • 2 stops
    CA $3,449
    CA $2,939
    per traveller
    found 5 hours ago
    Rydges Sydney Airport 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
Sydney Central Business District

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(383 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotels in Sydney Central Business District

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 CA $343 per night from Jun 8 to Jun 9
CA $343
CA $378 total
Jun 8 - Jun 9
includes taxes & fees
9.6/10 Exceptional! (2,203 reviews)
"Beautiful place!"

Reviewed on Jun 3, 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 CA $303 per night from Jun 8 to Jun 9
CA $303
CA $333 total
Jun 8 - Jun 9
includes taxes & fees
9.2/10 Wonderful! (2,698 reviews)
"Clean, spacious room with huge bathroom. (Stayed in an Executive Opera House City 2 Double Beds (High Floor)). Short walk to many restaurants, bars and coffee shops. (Note: Walking up and down Essex St could be challenging for someone with mobility issues as it’s quite steep.)"

Reviewed on Jun 3, 2026

Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
252 Sussex Street Sydney NSW
The price is CA $140 per night from Jun 21 to Jun 22
CA $140
CA $154 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (2,757 reviews)
"Was a very unexpected great experience at YEHS Hotel and their staff. Great location if you’re a tourist. You are within close walking distance to Harbor."

Reviewed on May 31, 2026

YEHS Hotel Sydney Harbour Suites
See all 5,857 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Oyster Bay vacation 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 vacation?
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 travelers 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 vacation 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 vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel and rebook your Oyster Bay vacation 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

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge
Circular Quay

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay

Things to do

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

CA $51
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Hunter Valley Full Day Tour

Hunter Valley Full Day Tour - Gray Line Sydney

CA $218
per adult
Hunter Valley Full Day Tour - Gray Line Sydney
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

CA $32
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.