Chester Hill Holidays

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

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
25 Mar - 27 Mar
found 10 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.2/10 Very Good! (1,004 reviews)
Very convenient location and friendly staff!

Reviewed on 18 Feb,2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
25 Mar - 27 Mar
found 10 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.6/10 Excellent! (1,008 reviews)
Right in the heart of the city. Easy walking distance to all the shops and attractions.

Reviewed on 16 Feb,2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
25 Mar - 27 Mar
found 10 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.4/10 Very Good! (1,815 reviews)
We liked the location and the corner bedroom we had. 2 items need upgrade: The soundproofing is subpart for a hotel and we could hear the next door neighbors and car traffic. Also the mattress and pillow confort were also subpar. good stay anyway.

Reviewed on 19 Feb,2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
25 Mar - 27 Mar
found 10 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
Beautiful room clean and quiet

Reviewed on 14 Feb,2025

Harbour Rocks Hotel

Harbour Rocks Hotel

5 out of 5
The Rocks
per person
13 May - 17 May
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
Great location and nice hotel. All the construction that is currently taking place wasn’t ideal particularly after travelling for so long. Probably should have been made aware.

Reviewed on 15 Feb,2025

Where to stay in Chester Hill

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

2 out of top 10 points of interest in this area
4.5/5(343 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

Top hotels in Chester Hill

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$268 per night from 16 Mar to 17 Mar
S$268
includes taxes & fees
16 Mar - 17 Mar
8.6/10 Excellent! (2,086 reviews)
"Fantastic hotel with a great location at the Rocks."

Reviewed on 18 Feb,2025

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 S$379 per night from 21 Feb to 22 Feb
S$379
includes taxes & fees
21 Feb - 22 Feb
9.4/10 Exceptional! (1,596 reviews)
Perfect weekend
"Everything about our stay was amazing, room,service,staff and facilities."

Reviewed on 16 Feb,2025

Four Seasons Hotel Sydney
YEHS Hotel Sydney Harbour Suites
YEHS Hotel Sydney Harbour Suites
4 out of 5
252 Sussex Street, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 23 Feb to 24 Feb
S$167
includes taxes & fees
23 Feb - 24 Feb
8.2/10 Very Good! (1,865 reviews)
A great time
"Great location..less than 10 minutes to town hall station...Chinatown very close many good food options, 10 minutes easy walk to darling harbor, maybe 25 min to the rocks...it is a great location. The suite had a kitchen, micro,stove,kettle,wash_drier. All in all a great location and good price...btw ..."

Reviewed on 16 Feb,2025

YEHS Hotel Sydney Harbour Suites
See all 4,906 properties in Chester Hill
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 Chester Hill holiday package cost?
Be ready to book, because a trip to Chester Hill starts from an enticing S$278. When you combine your flights, hotels and car rentals into a package, you’ll land the biggest bargains.
How do I get a cheap travel package to Chester Hill?
Combining your flight and hotel with Expedia won’t just save you time — it’ll save you money too. A Chester Hill holiday package makes it simple to arrange your perfect trip. With more than 550 airlines across the world to select from, finding convenient flights that fit your schedule will be no sweat. Not only that, we have over 1,000,000 hotel options globally to take your pick of. Now that’s what you call choice. No matter who you are, Expedia puts the world within your reach.
Where should I stay in Chester Hill?
Most who travel to Chester Hill put both Sydney Opera House and Sydney Harbour Bridge on their sightseeing itineraries. Why not select a hotel close to one of these great attractions?
What are the top hotels in Chester Hill?
When it comes to comfy and convenient places to stay in Chester Hill, you can’t beat Nightcap at Chester Hill Hotel. Browse its deals and pick up a bargain.
How far in advance should I book my Chester Hill holiday?
Search Expedia to compare international flights ASAP. You can generally purchase a seat up to a year before departure. If it’s too early for your preferred carrier, or you’ve left things to the last moment, don’t worry. Cheap fares to Chester Hill sometimes appear just weeks before departure.
What does an Expedia Chester Hill travel package include?
Rental cars, flights and hotels — we have them well covered. With Expedia, you can shape your Chester Hill travel package the way you want. All you have to do is work out what you need. Once you’ve made your booking, you can add extras like tours and activities. The more you bundle, the bigger the savings!
What should I know before booking a Chester Hill travel package?
Get set to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy terrific discounts. Hotels aren’t your only option, though. Book with us and take your pick of beachfront villas, chalets in the middle of mountains and even castles and houseboats!
Can I choose my airline with a Chester Hill Expedia holiday package?
With a holiday package, you’re the one in charge. Whether you’re looking to fly to Chester Hill in economy or first class, simply select from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Chester Hill holiday package?
It’s difficult to predict what tomorrow might bring, so it’s good to know that you can change or cancel your Chester Hill holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Popular places to visit

Circular Quay showing a city, central business district and modern architecture

Circular Quay

4.5/5(313 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(293 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(317 reviews)

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Things to do

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

S$156
per adult
100% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

S$72
per adult
94% of travellers recommend
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

S$67
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
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.