Chester Hill Holidays from £733

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Your Chester Hill Holiday

Reserving a tailor-made Chester Hill holiday package is a great way to get to know this neighbourhood. From its renowned sites to its little-known delights, you won't be short of adventures. Not sure what to do during your trip to Chester Hill? Nearby attractions such as Auburn Botanic Gardens, Crest Sporting Complex and Crest of Bankstown Reserve are good places to start. Expedia can help turn your dream Chester Hill holiday into reality, no matter your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
Kith Hotel

Kith Hotel

3 out of 5
Pyrmont
per person
7 Nov - 9 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (375 reviews)
Everything fine here

Reviewed on 27 Jun 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
7 Nov - 9 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.

Reviewed on 10 Aug 2025

Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
per person
7 Nov - 9 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (824 reviews)
I loved my stay at this lovely boutique hotel near to my favorite Sydney beach. The hotel was tucked away on a street close to the beach and had a clean, modern ambience. Our room was spacious with an appealing decor. Would definitely stay here again.

Reviewed on 28 Jul 2025

Adina Apartment Hotel Bondi Beach Sydney

Adina Apartment Hotel Bondi Beach Sydney

4.5 out of 5
Bondi Beach
per person
7 Nov - 9 Nov
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.2/10 Wonderful! (1,054 reviews)
Stayed here several times now. Lovely clean rooms with good amenities. Staff are friendly and the location is a short walk to the beach and restaurant options with a supermarket and bottle shop across the street.

Reviewed on 25 Jun 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
4 Nov - 6 Nov
found 1 day ago
Return flight included
London (LHR) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
Great friendly staff

Reviewed on 8 Aug 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 £137 per night from 7 Sept to 8 Sept
£137
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (2,347 reviews)
"Convenient location, walking to The Rocks, Barangaroo, Circular Quay and city shopping. Staff were all very professional. Room clean and well maintained. Buffet breakfast very nice."

Reviewed on 9 Aug 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 £172 per night from 24 Aug to 25 Aug
£172
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (1,898 reviews)
Friendly, comfort and very convenient
"The most amazing stay for us from all hotels in Sydney we went to. From the friendly service, cleanliness and comfortable bed. We highly recommended and definitely will return next year."

Reviewed on 10 Aug 2025

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 £130 per night from 25 Aug to 26 Aug
£130
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,774 reviews)
"We are staying here for with the business Colie friend sharing"

Reviewed on 8 Aug 2025

Hyatt Regency Sydney
See all 5,457 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chester Hill travel package cost?
Much less than you might think — from a low £733, as a matter of fact! By bundling hotels, flights and car rentals into your own customized travel package, your trip to Chester Hill is only clicks away.
If I'm not able to travel, can I cancel my Chester Hill travel package?
Don't worry if you're rethinking your Chester Hill travel package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realise life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Chester Hill?
You'll save big if you combine your flights, car rentals and hotels into a Chester Hill travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 properties worldwide, so you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Chester Hill holidays?
Expedia has joined forces with online lender Klarna to make your next trip easier on your hip pocket. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If paying just a little each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you stumble on an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Chester Hill?
Travellers come from every corner of the globe to see Sydney Opera House and Bondi Beach in Chester Hill. Book yourself a room close to these awesome attractions and visit them whenever you please.
What are the top hotels in Chester Hill?
Get your trip off to a flying start by booking a room at Sheraton Grand Sydney Hyde Park. It's one of most sought-after properties in Chester Hill. Another welcoming option is Hyatt Regency Sydney.
How far in advance should I book my Chester Hill holiday?
It's hard to pick the ideal time for airfares, but we normally say the earlier, the better. Many international flights on Expedia become available to compare up to 12 months in advance. If you can't book early, don't stress. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Chester Hill travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply mix and match your favourite bundle and get access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings grow. When it comes to creating your Chester Hill holiday, you're in control!
What should I know before booking a Chester Hill travel package?
Whether it's relaxation or adventure you're craving, a Chester Hill travel package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Chester Hill Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.

Popular places to visit

Circular Quay showing general coastal views, a skyscraper and street scenes

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House

Sydney Opera House

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

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 Adventure: Scenic World, Zoo & Koala Photo

£107
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour

£27
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

£48
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River 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. Flight-inclusive packages are ATOL protected.