Cherrybrook Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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.
The Capitol Hotel Sydney

The Capitol Hotel Sydney

Haymarket
S$1,599
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (1,013 reviews)
Capella Sydney

Capella Sydney

Sydney Central Business District
S$4,338
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.8/10 Exceptional! (417 reviews)
Amazing hotel can’t wait to go back.

Reviewed on 7 Oct, 2026

The Star Grand Hotel and Residences Sydney

The Star Grand Hotel and Residences Sydney

Pyrmont
S$1,746
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9/10 Wonderful! (1,442 reviews)
Clean room bed was amazing

Reviewed on 10 Oct, 2026

Rydges Sydney Central

Rydges Sydney Central

Surry Hills
S$1,608
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,010 reviews)
Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
S$1,895
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Helpful staff, able to get a room early with the amount of rooms I booked. Was able to store 10 luggages away in order to peruse Sydney. Able to park tall cars. Even a minibus was able to use the parking garage. Breakfast is good with delicious choices. Would book here again if I were to come back to Sydney.

Reviewed on 5 Oct, 2026

Where to stay in Cherrybrook

Find the best Cherrybrook areas and neighborhoods for the activities you enjoy most. Learn more about Cherrybrook
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

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

Find hotels in Darling Harbour
A lake with reflections of tall buildings, surrounded by trees and a clear sky.

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 Afterpay Arena or Accor Stadium 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

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 Cherrybrook

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
S$381
18 Oct - 19 Oct
includes taxes & fees
9.6/10 Exceptional! (2,267 reviews)
"Excellent service throughout the hotel"

Reviewed on 10 Oct, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
S$271
18 Oct - 19 Oct
includes taxes & fees
Shangri-La Sydney
The Fullerton Hotel Sydney

The Fullerton Hotel Sydney

1 Martin Place Sydney NSW
Fully refundableReserve now, pay when you stay
S$255
11 Oct - 12 Oct
includes taxes & fees
9.4/10 Exceptional! (2,727 reviews)
"The hotel is clean and well-maintained. What I liked most is that it’s connected to a heritage building, which makes the stay unique and interesting. It’s a lovely place to explore and discover a bit of history!"

Reviewed on 9 Oct, 2026

The Fullerton Hotel Sydney
See all 6,654 properties in Cherrybrook
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 holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Cherrybrook from just S$1,599. 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 holiday 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 holiday?
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 holiday 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 holiday is just a few clicks away.
Can I choose my airline with a Cherrybrook Expedia holiday package?
With a holiday 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 holiday package?
We understand — the universe can throw the odd curveball. If you've locked in a Cherrybrook holiday 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.

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

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

S$65
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

S$47
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

S$45
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
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. 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.