Watsons Bay Holidays from AU$520

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
Save 100% on your flight
AU$520
per person
28 Oct - 30 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.4/10 Very good! (1,004 reviews)
2-bed Harbourside Home With Views in Fab Location

2-bed Harbourside Home With Views in Fab Location

McMahons Point
AU$1,105
per person
23 Sept - 29 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Chic Unit With Rooftop Terrace Near Sights & Shops

Chic Unit With Rooftop Terrace Near Sights & Shops

Pyrmont
Save 100% on your flight
AU$1,047
per person
3 Nov - 8 Nov
found 18 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
No reviews
Ground Floor Spacious Home in Kiama's Heart

Ground Floor Spacious Home in Kiama's Heart

Save 100% on your flight
AU$1,112
per person
1 Oct - 5 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Bright & Spacious 1-bed in Vibrant Sydney

Bright & Spacious 1-bed in Vibrant Sydney

Sydney Central Business District
Save 100% on your flight
AU$585
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews

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

Sydney Central Business District

2 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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.

A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.

Our pick of the best Watsons Bay Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
AU$378
6 Sept - 7 Sept
includes taxes & fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
AU$319
6 Sept - 7 Sept
includes taxes & fees
Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
AU$299
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (2,127 reviews)
"The breakfast was amazing and a huge variety of everything."

Reviewed on 10 Aug 2026

Hyatt Regency Sydney
See all 6,381 properties in Watsons 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 a Watsons Bay holiday package cost?
Starting from as little as AU$520, 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

Hornby Lighthouse

9.4/10 (13 reviews)
You can learn about the history of Sydney with a stop at Hornby Lighthouse. Visit the shops and top-notch restaurants in this walkable area.
See properties

The Gap Park

9.6/10 (7 reviews)
You can take time to visit The Gap Park during your travels to Sydney. Visit the shops and top-notch restaurants in this walkable area.
See properties

South Head

10.0/10 (4 reviews)
Find out about the history of Sydney when you spend time at South Head. Visit the shops and top-notch restaurants in this walkable area.
See properties

Activities

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

AU$159
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Woman at the Sydney Opera House

Great Opera Hits at the Sydney Opera House

AU$69
per adult
100% of travellers recommend
Great Opera Hits at the Sydney Opera House
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$88
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
See all activities in Sydney

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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.