Cherrybrook Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    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.
  • Jul 29 - Aug 3

    Woolwich Studio Bliss, Private Oasis by the Water + Flight

    Woolwich
    5 nights
    2.5 star property
    8.0/10 - Very Good (1 review)
    "Great location "
    Reviewed April 1, 2026
    Roundtrip Tokyo (HND) - Sydney (SYD)
    HND - SYD1 stop SYD - HND1 stop
    ¥384,812
    ¥198,173
    per traveler
    found 20 hours ago
    Woolwich Studio Bliss, Private Oasis by the Water
  • Jul 15 - Jul 19

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

    Double Bay
    3 nights
    2.0 star property
    Roundtrip Tokyo (NRT) - Sydney (SYD)
    NRT - SYD1 stop SYD - NRT1 stop
    ¥673,308
    ¥287,559
    per traveler
    found 1 day ago
    Spacious 3-bed Home in Princeton Pearl Double Bay
  • Jul 15 - Jul 19

    Central 2-bed With Parking & Stunning Views + Flight

    Parramatta
    3 nights
    2.5 star property
    Roundtrip Tokyo (NRT) - Sydney (SYD)
    NRT - SYD1 stop SYD - NRT1 stop
    Save 100% on your flight
    ¥527,175
    ¥250,734
    per traveler
    found 1 day ago
    Central 2-bed With Parking & Stunning Views
  • Jul 29 - Aug 3

    Sleek 1-bed by Jubilee Park With Pool + Flight

    Parramatta
    5 nights
    2.5 star property
    4.0/10 - (1 review)
    "The water was super cold in winter"
    Reviewed April 25, 2026
    Roundtrip Tokyo (HND) - Sydney (SYD)
    HND - SYD1 stop SYD - HND1 stop
    ¥434,367
    ¥209,165
    per traveler
    found 20 hours ago
    Sleek 1-bed by Jubilee Park With Pool
  • Jul 15 - Jul 19

    2-bed Apartment Near Manly Beach + Flight

    Manly
    3 nights
    2.5 star property
    Roundtrip Tokyo (NRT) - Sydney (SYD)
    NRT - SYD1 stop SYD - NRT1 stop
    ¥451,869
    ¥230,739
    per traveler
    found 1 day ago
    2-bed Apartment Near Manly Beach

Where to stay in Cherrybrook

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

Cherrybrook 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 ¥34,288 per night from Jun 14 to Jun 15
¥34,288
¥37,717 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (2,707 reviews)
"Perfect stay"

Reviewed on Jun 9, 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 ¥36,948 per night from Jun 24 to Jun 25
¥36,948
¥40,643 total
Jun 24 - Jun 25
includes taxes & fees
9.6/10 Exceptional! (2,216 reviews)
"The staff were amazing, could not do enough for you. Exceptional"

Reviewed on Jun 9, 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 ¥30,602 per night from Jun 12 to Jun 13
¥30,602
¥33,662 total
Jun 12 - Jun 13
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 Jun 8, 2026

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 Cherrybrook vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Cherrybrook from just . And the more you bundle, the more you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Cherrybrook?
Search for flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Cherrybrook vacation package. It's that simple! From flights and hotels to rental cars and tours, Expedia is where your cheap getaway begins. And with over 550 partner airlines and 1,000,000 hotels around the globe to pick from, you won't be short of choice.
Where should I stay in Cherrybrook?
A trip to Cherrybrook isn't complete without visiting Koala Park Sanctuary, Pennant Hills Golf Club and Thornleigh Marketplace. Stay near these top sights and make sightseeing simple.
How far in advance should I book my Cherrybrook vacation?
It can be tricky to know when is the ideal time to book your trip to Cherrybrook. But typically the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels up to 12 months prior to your departure date. If you're considering a last-minute getaway, no need to fret! There are fabulous bargains posted on Expedia every day.
What does an Expedia Cherrybrook travel package include?
That depends on what sort of getaway you have in mind. Cherrybrook vacation deals can include flights, hotels and car rentals. You can mix and match to find the bundle that suits your needs. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Cherrybrook travel package?
Design deals to suit your budget with an Expedia package. Airfares, hotels, rental cars — we're a one-stop shop for all of them. You'll save a tidy sum just by combining your bookings. Whether you're heading away on a winter adventure or sipping cocktails on a beach, your ideal vacation is just a few clicks away.
Can I choose my airline with a Cherrybrook Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you'd like to fly to Cherrybrook in coach or first class, simply pick from the available airline options. Expedia has access to more than 550 airline partners around the world.
If I'm not able to travel, can I cancel my Cherrybrook vacation package?
We understand — the universe can throw the odd curveball. If you've locked in a Cherrybrook vacation package and need to cancel or amend it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may charge a fee.

Discover the most popular places to visit in Cherrybrook

Things to do

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