Hillsdale Holidays

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The Latest Hillsdale Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • Apartment | Living room
    Jul 24 - Jul 27

    2-bed Apartment Near Manly Beach + Flight

    Manly
    3 nights
    2.5 star property
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    NZ$3,796
    NZ$1,483
    per traveller
    found 1 day ago
    2-bed Apartment Near Manly Beach
  • Apartment | Reception
    Aug 1 - Aug 8

    Woolwich Studio Bliss, Private Oasis by the Water + Flight

    Woolwich
    7 nights
    2.5 star property
    8.0/10 - Very good (1 review)
    "Great location "
    Reviewed April 1, 2026
    Return • Christchurch (CHC) - Sydney (SYD)
    CHC - SYD • Direct SYD - CHC • Direct
    NZ$4,161
    NZ$1,533
    per traveller
    found 1 day ago
    Woolwich Studio Bliss, Private Oasis by the Water
  • Apartment | Living room
    Jul 24 - Jul 27

    Spacious 3-bed Home in Princeton Pearl Double Bay + Flight

    Double Bay
    3 nights
    2.0 star property
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    Save 100% on your flight
    NZ$6,279
    NZ$3,453
    per traveller
    found 13 hours ago
    Spacious 3-bed Home in Princeton Pearl Double Bay
  • Living room
    Jul 24 - Jul 27

    Relaxing Stay Near Fairlight's Scenic Spots + Flight

    Fairlight
    3 nights
    2.0 star property
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    Save 100% on your flight
    NZ$4,206
    NZ$2,464
    per traveller
    found 13 hours ago
    Relaxing Stay Near Fairlight's Scenic Spots
  • Apartment | Living room
    Jul 24 - Jul 27

    Lovely 2-bed With Balcony + Flight

    Coogee
    3 nights
    2.5 star property
    Return • Auckland (AKL) - Sydney (SYD)
    AKL - SYD • Direct SYD - AKL • Direct
    Save 100% on your flight
    NZ$3,843
    NZ$2,256
    per traveller
    found 13 hours ago
    Lovely 2-bed With Balcony

Our guide on where to stay in Hillsdale

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

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(8,638 area reviews)

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

Our pick of the best Hillsdale 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 NZ$405 per night from 14 June to 15 June
NZ$405
14 June - 15 June
includes taxes & fees
9.2/10 Wonderful! (2,708 reviews)
"Perfect stay"

Reviewed on 9 June 2026

Shangri-La 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 NZ$459 per night from 14 June to 15 June
NZ$459
14 June - 15 June
includes taxes & fees
9.6/10 Exceptional! (2,217 reviews)
"Room is cosy and clean. Room service is excellent and very fast service. Staff are really great very approachable and kind and helpful."

Reviewed on 10 June 2026

Four Seasons Hotel 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 NZ$361 per night from 14 June to 15 June
NZ$361
14 June - 15 June
includes taxes & fees
9/10 Wonderful! (2,064 reviews)
"So very disappointed TV was not working no hiar dryer no fan in bathroom services was terrible will not go there 😢 should get a refund"

Reviewed on 8 June 2026

Hyatt Regency Sydney
See all 5,937 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.

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.

Discover the most popular places to visit in Hillsdale

Sydney Opera House

Sydney Opera House

4.5/5(3,530 reviews)

The bold lines of the Sydney Opera House speak more about Sydney than any other part of this cosmopolitan city of four million.

Sydney Opera House
Circular Quay

Circular Quay

4.5/5(4,930 reviews)

Trains, buses and boats all make a bee-line for Circular Quay, a place at the heart of Sydney's journeying – and so should you.

Circular Quay
Star Casino

Star Casino

4/5(1,115 reviews)

Why not roll the dice by visiting Star Casino where you can enjoy the entertainment at this popular casino in Sydney? Amble around this vibrant area's waterfront or experience its fascinating museums.

Star Casino

Activities

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

NZ$77
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$62
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Hunter Valley Full Day Tour

Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese

NZ$240
per adult
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
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.