Hillsdale Holidays from £596

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Your Hillsdale Holiday

Hillsdale is calling! Whatever type of break you have in mind, you can see and experience the best of this neighbourhood with a Hillsdale holiday package. When it's time to take in the sights, you'll find a lot of big-name attractions nearby including Coogee Beach, University of New South Wales and Royal Randwick Racecourse. Visit one, two or more during your trip to Hillsdale. Don't just imagine it — take action! Lock in your ultimate Hillsdale holiday with Expedia and get to where you're going your way.

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
£596
per person
13 Dec - 17 Dec
found 1 day ago
Return flight included
Wellington (WLG) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
Room had been renovated. No natural light. Close to cbd

Reviewed on 24 Sept 2026

Bright Surry Hills Flat With Great Balcony & Views

Bright Surry Hills Flat With Great Balcony & Views

Surry Hills
Save 100% on your flight
£991
per person
13 Dec - 16 Dec
found 1 day ago
Return flight included
Wellington (WLG) to Sydney (SYD)
No reviews
Spacious Inner-city House With Balcony Views

Spacious Inner-city House With Balcony Views

Millers Point
Save 100% on your flight
£1,283
per person
13 Dec - 16 Dec
found 1 day ago
Return flight included
Wellington (WLG) to Sydney (SYD)
9/10 Wonderful! (2 reviews)
.

Reviewed on 15 Jul 2026

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst
Save 100% on your flight
£1,041
per person
13 Dec - 16 Dec
found 1 day ago
Return flight included
Wellington (WLG) to Sydney (SYD)
10/10 Exceptional! (1 review)
Spacious 3-bed Family House With Courtyard

Spacious 3-bed Family House With Courtyard

Balmain
£865
per person
13 Dec - 16 Dec
found 1 day ago
Return flight included
Wellington (WLG) to Sydney (SYD)
No reviews

Where to stay in Hillsdale

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

Find hotels in Sydney Central Business District
A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Once the site of rusting railroad yards and wharves, one of Sydney’s greatest urban renewal projects now buzzes with museums, boutiques and eateries.

Find hotels in Darling Harbour
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 Afterpay Arena while you're exploring the area.

Find hotels in Sydney Olympic Park
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.

Find hotels in Manly
A beach with waves, a woman running, and buildings in the background.

Bondi Beach

1 out of top 10 points of interest in this area

Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.

Find hotels in Bondi Beach

Top hotels in Hillsdale

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
£208
11 Oct - 12 Oct
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
£175
11 Oct - 12 Oct
includes taxes & fees
Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
£118
18 Oct - 19 Oct
includes taxes & fees
8.2/10 Very good! (2,951 reviews)
"Someone claiming to be associated with the congress contacted me and directed me to book this hotel through Expedia. I later realized that the communication did not appear to be legitimate, and once the reservation was made, cancellation was not allowed. I am concerned that this may have been a fraudulent ..."

Reviewed on 24 Sept 2026

YEHS Hotel Sydney Harbour Suites
See all 5,908 properties in Hillsdale
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.
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Frequently asked questions

How much does a Hillsdale travel package cost?
Our Hillsdale travel packages, which start from just £596, are the perfect way to save big bucks. Pick your favourite hotels, flights and rental car to create a customized trip.
If I'm not able to travel, can I cancel my Hillsdale travel package?
Yes, you can. We get that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Hillsdale travel package. It may be possible to amend or cancel your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Hillsdale?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got it all. Pick and choose a combination that suits your style and watch your savings stack up. We know a package deal is never a one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotel options worldwide, which lets you customize your Hillsdale adventure.
Does Expedia offer Book Now, Pay Later Hillsdale holidays?
Expedia has teamed up with online lender Klarna to make your next break easier on your budget. Paying in instalments means you can spread the costs of your next adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that falls within your budget. Browse these flexible payment options:
  • Pay monthly holidays: Klarna has manageable monthly payment plans that fit all budgets, so you can have that well-deserved holiday sooner.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you come across an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.
Where should I stay in Hillsdale?
A trip to Hillsdale isn't complete until you've seen Sydney Opera House and Bondi Beach. Book somewhere as close as possible for easy access to these impressive sights.
What are the top hotels in Hillsdale?
Book a stay at Sheraton Grand Sydney Hyde Park. It's one of the neighbourhood's most popular hotels. Another highly rated option in Hillsdale is Hyatt Regency Sydney.
How far in advance should I book my Hillsdale holiday?
Savvy travellers will likely want to book early. You can generally browse through international fares on Expedia up to 12 months before your intended flight. If you're late to book, don't worry. Bargain prices sometimes become available just weeks before departure.
What does an Expedia Hillsdale travel package include?
Choose from any combination of hotels, flights and rental cars. Once you've made your booking, you can also add on tours and experiences. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to planning your perfect Hillsdale trip.
What should I know before booking a Hillsdale travel package?
So many places to visit, so many things to experience. With a package, you'll be able to cross more of them off your list. Combine your flights, rental cars and hotels and get set to save.
Can I choose my airline with a Hillsdale Expedia travel package?
Yes, you sure can. We offer more than 550 airline partners worldwide, so fly with the carrier that suits your travel needs.

Things to do

Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£26
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Beautiful view of the Canberra in Australia

Canberra Discovery Tour - Australia's Capital by Gray Line Sydney

£90
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

£112
per adult
94% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
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.