Watsons Bay Holidays from AU$2,097

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Your Watsons Bay Holiday

Discover all the amazing things this neighbourhood has to offer with a customised Watsons Bay holiday package. However you picture yourself spending your days here, you'll find countless opportunities for fun, adventure and relaxation. Kick off your trip to Watsons Bay by checking out nearby attractions such as Royal Sydney Golf Club, Vaucluse House and Lady Bay Beach. Whatever your travel plans or budget, booking a perfect Watsons Bay holiday is easy with Expedia.

Top Holiday Package Deals in Watsons Bay

Price found within the past 48 hours. Click for updated prices.
Studio4: Bondi Chic Interiors With Rooftop Pool
Bright 2-bed Apartment Near Narrabeen Beach
2-bed Apartment Near Manly Beach
Art Deco Apartment Meters Away From The Beach
Stylish 3-bed Newport Stay With Balcony

Our guide on where to stay in Watsons Bay

Find the best Watsons Bay areas and neighborhoods for the activities you enjoy most. Learn more about Watsons Bay

Our pick of the best Watsons Bay Hotel Deals

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 AU$317 per night from 29 Nov to 30 Nov
AU$317
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (2,897 reviews)
"Pricey but nice property and close to Circular Quay. Close to cruise ship pier. Walkable."

Reviewed on 12 Nov 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 AU$314 per night from 13 Dec to 14 Dec
AU$314
13 Dec - 14 Dec
includes taxes & fees
9/10 Wonderful! (2,204 reviews)
"Great location, easily walkable to many tourist sites and many restaurants. The view of the harbor is nice if it's a room facing that direction. The hotel is well maintained but does feel a bit old compared to the nearby newer hotels."

Reviewed on 12 Nov 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 AU$384 per night from 6 Dec to 7 Dec
AU$384
6 Dec - 7 Dec
includes taxes & fees
Four Seasons Hotel 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 a Watsons Bay holiday package cost?
Starting from as little as AU$2,097, you can handcraft your own Watsons Bay package the way you want. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Watsons Bay?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all. Choose a combination that best fits you and see your savings pile up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1 000 000 properties throughout the world, which lets you customize your Watsons Bay getaway.
Where should I stay in Watsons Bay?
Cross Bondi Beach off your bucket list and then stay right around the corner. Experience the exciting vibe around this leading attraction and head there whenever you please!
What are the top hotels in Watsons Bay?
When it comes to welcoming places to stay in Watsons Bay, you can't go past Watsons Bay Boutique Hotel. Take a look at our offers and score a great price.
How far in advance should I book my Watsons Bay holiday?
While not all air carriers release tickets early, it's usually possible to look up international flights on Expedia up to 12 months in advance. This is when you can nab some incredible bargains. If you're purchasing tickets last minute, you may still be in luck. Sometimes the cheapest prices become available a few weeks prior to departure.
What does an Expedia Watsons Bay travel package include?
You can choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can add activities and experiences. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to arranging your perfect Watsons Bay escape.
What should I know before booking a Watsons Bay travel package?
When you book your hotels, flights and car rentals together, you'll score incredible discounts. Whether you're organising a rural escape in a cottage or prefer to stay in a ritzy city hotel, Expedia will help make it happen.
Can I choose my airline with a Watsons Bay Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have more than 550 airline partners throughout the world, so you have loads of choice when arranging your Watsons Bay trip.
If I'm not able to travel, can I cancel my Watsons Bay holiday package?
If your travel plans in Watsons Bay have been upended, it's a relief to know that you can cancel or amend your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. To find out more, check our Customer Service Portal.

Stay near popular Watsons Bay attractions

Activities

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.