Hillsdale Holidays

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    Save up to S$1,300 when you book a flight and hotel together*
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    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.
  • Aug 2 - Aug 10

    North Ryde Guest House + Flight

    North Ryde
    8 nights
    3.0 star property
    7.4/10 - Good (343 reviews)
    "Positives: *Contactless property; the owner Mark was very nice & respectfully answered my questions via text regarding parking. *Check-in process very well-organised w/ clear instructions for key access/code etc. *Electric block-out blind helped w/ privacy, noise & light in the mornings. *Bathroom sink & vanity: Somewhat clean w/ good bench space. Negatives: *Really unfortunate to report the negative aspects of this property as Mark was so polite & helpful (as per above). *Generally, a very..."
    Reviewed April 8, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    S$1,355
    S$1,025
    per traveller
    found 11 hours ago
    North Ryde Guest House
  • Aug 2 - Aug 10

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    8 nights
    3.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "Nice and tidy"
    Reviewed May 19, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    Save 100% on your flight
    S$2,370
    S$1,437
    per traveller
    found 11 hours ago
    YEHS Hotel Sydney QVB
  • Aug 2 - Aug 10

    YEHS Hotel Sydney Harbour Suites + Flight

    Sydney Central Business District
    8 nights
    4.0 star property
    8.2/10 - Very good (2,738 reviews)
    "We have stayed in hundreds of hotels and serviced apartments and this hotel is by far the worst experience we have ever had at any property. The unit we were given was generally in rather poor condition due to a lack of maintenance. The floor was filthy, the drawers and shelves appeared to have not been cleaned or even dusted for months, and in general, the entire unit can only be described as tattered and dirty. Since we only booked two nights, we decided to just wipe down the drawers and..."
    Reviewed May 22, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    Save 100% on your flight
    S$2,194
    S$1,392
    per traveller
    found 11 hours ago
    YEHS Hotel Sydney Harbour Suites
  • Aug 2 - Aug 10

    25hours Hotel Sydney The Olympia + Flight

    Paddington
    8 nights
    5.0 star property
    9.6/10 - Exceptional (45 reviews)
    "Loved the modern art deco rooms. Mini bar was complimentary with snacks and non alcoholic drinks. Staff were very friendly. Has a beautiful rooftop bar (Monica) and Palermo restaurant on ground floor. Would highly recommend "
    Reviewed May 10, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    S$1,856
    S$1,439
    per traveller
    found 11 hours ago
    25hours Hotel Sydney The Olympia
  • Aug 2 - Aug 10

    Native Rose Hotel + Flight

    Rozelle
    8 nights
    2.0 star property
    8.0/10 - Very good (15 reviews)
    "Excelent service !"
    Reviewed March 22, 2026
    Return Singapore (SIN) - Sydney (SYD)
    SIN - SYDDirect SYD - SINDirect
    S$1,397
    S$1,100
    per traveller
    found 11 hours ago
    Native Rose Hotel

Where to stay in Hillsdale

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

Top hotels in Hillsdale

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 S$311 per night from 31 May to 1 Jun
S$311
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (2,175 reviews)
"Excellent staff at every level and exceptional comfort."

Reviewed on 21 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 S$306 per night from 24 May to 25 May
S$306
24 May - 25 May
includes taxes & fees
9.2/10 Wonderful! (2,681 reviews)
"Great property to visit with young adult. Great location..."

Reviewed on 22 May, 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 S$273 per night from 31 May to 1 Jun
S$273
31 May - 1 Jun
includes taxes & fees
Hyatt Regency 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 Hillsdale holiday package cost?
We make it simple to see the world, with Hillsdale holiday packages starting from as low as . You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a few activities and tours to your itinerary?
How do I get a cheap travel package to Hillsdale?
If you love amazing deals, combine your bookings into a Hillsdale holiday package. Whether you're chasing hotels, flights, activities or rental cars, you can browse and book everything in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 airlines and 1,000,000 properties across the globe to take your pick of. Fly with who you prefer, stay anywhere you like and save a pretty penny — now that's the ideal getaway!
Where should I stay in Hillsdale?
Choose a hotel within walking distance of Bondi Beach. This well-known sight is in the thick of the action and on the must-do lists of many visitors.
How far in advance should I book my Hillsdale holiday?
Travellers are usually able to browse international airfares on Expedia within 12 months of the departure date. Booking last minute? With a little bit of luck, it's still possible to score an affordable ticket just weeks before your journey.
What does an Expedia Hillsdale travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is all yours! Whether you're exploring Hillsdale on a family road trip or adventuring solo, there's a bundle to fit every style and budget. Once you've made your booking, why not add on some activities?
What should I know before booking a Hillsdale travel package?
Discover deals that match your budget with an Expedia package. Hotels, airfares, rental cars — we've got everything you need to plan your getaway. You'll save big dollars just for combining your bookings. Whether you're heading away on a winter snow adventure or getting some sun on a warm beach, your dream getaway is just a few clicks away.
Can I choose my airline with a Hillsdale Expedia holiday package?
With a holiday package, you're in charge. Whether you want to fly to Hillsdale in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Hillsdale holiday package?
It's hard to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Hillsdale holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for further details.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.