Title: Chester Hill Vacation Packages & Trips 2025 from CA $3,294 | Expedia.ca [Chester Hill Travel Guide](https://expedia.ca/Sydney-Chester-Hill.dx6341687)[Hotels in Chester Hill](https://expedia.ca/Chester-Hill-Sydney-Hotels.0-n6341687-0.Travel-Guide-Filter-Hotels)[Flights to Sydney](https://expedia.ca/Cheap-Flights-To-Sydney.d178312.Travel-Guide-Flights)[Things to do in Sydney](https://expedia.ca/Things-To-Do-In-Sydney.d178312.Travel-Guide-Activities)[Chester Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Chester-Hill.d6341687.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester Hill Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Top Holiday Package Deals in Chester Hill Price found within the past 48 hours. Click for updated prices. ![YEHS Hotel Sydney Harbour Suites](https://images.trvl-media.com/lodging/1000000/430000/426200/426104/144baa87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YEHS Hotel Sydney Harbour Suites Sydney Central Business District CA $3,559 per person Jan 11 - Jan 16 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sydney (SYD) 8.2/10 Very Good! (2,335 reviews) Everything was awesome in this place bed was very comfortable Reviewed on Nov 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-16/?FromAirport=YTO&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=426104&paandie=true&dealMarker=TNRhSNvYMCYpHLHgfd2eWfu9ZOCiKYnu5WVrazpRYHcUDFEs-3kmro1XTAK9JWbf) ![Manly Pacific Sydney MGallery Collection](https://images.trvl-media.com/lodging/1000000/10000/6900/6890/bad725fc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Manly Pacific Sydney MGallery Collection Manly CA $4,087 per person Jan 11 - Jan 16 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sydney (SYD) 8.8/10 Excellent! (262 reviews) Good hotel, we stayed for 4 days, very good location and very clean, nice bed and good size room. All the staffs were very nice and helpful. We had a great time at the hotel and the beach just across from the hotel. Forget to mention the breakfast, breakfast was good, food in the restaurant was good too. We highly recommend the hotel to anyone. Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-16/?FromAirport=YTO&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6890&paandie=true&dealMarker=mTaJp-ZQaqfMsivDvsMTrjO1zlZR6dH8oBP0C2_nnfNWOe3xyDeNIlyfRrjbGjaG) ![Sofitel Sydney Darling Harbour](https://images.trvl-media.com/lodging/17000000/16470000/16464100/16464052/011b3adc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Sydney Darling Harbour Sydney Central Business District CA $3,891 per person Jan 11 - Jan 16 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sydney (SYD) 9/10 Wonderful! (1,007 reviews) Great views from level 21 bar. TV was part of the mirror, and hard to view the TV content since mirror reflection was stronger . Reception and concierge staff were so helpful. Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-16/?FromAirport=YTO&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16464052&paandie=true&dealMarker=mTaJp-ZQaqfMsivDvsMTrnexdcDDXr0C-1RKcT7JNA8kBPglGB_mAksJzpxV4WxB) ![The Star Grand Hotel and Residences Sydney](https://images.trvl-media.com/lodging/1000000/90000/84300/84247/755cba44_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Star Grand Hotel and Residences Sydney Pyrmont CA $4,098 per person Dec 26 - Dec 30 found 23 hours ago Roundtrip non-stop flight included Calgary (YYC) to Sydney (SYD) 9/10 Wonderful! (1,158 reviews) Nice property great facilities. Could do better with the buffet Reviewed on Nov 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YYC&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84247&paandie=true&dealMarker=UZnnw7hsH_XTcLm7WhfGRbwnRwEbAXn3t9JTWQb5QTUn8oGSrYOgwrn4olVBWdjD) ![Harbour Rocks by Ode Hotels](https://images.trvl-media.com/lodging/1000000/50000/41000/40904/f82639be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbour Rocks by Ode Hotels The Rocks CA $4,342 per person Dec 26 - Dec 30 found 23 hours ago Roundtrip non-stop flight included Calgary (YYC) to Sydney (SYD) 8.8/10 Excellent! (1,005 reviews) The location in “the rocks” area is the selling point for this hotel. You can walk to the ferry and other transportation from the hotel and our favorite little cafe was steps away (the Rocks cafe). The in-hotel cafe was middle eastern so can’t comment if it was good or bad, did not try. Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YYC&Destination=SYD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=40904&paandie=true&dealMarker=UZnnw7hsH_XTcLm7WhfGRbwnRwEbAXn3t9JTWQb5QTW0EP5paRQf0rABIvemBqIn) ## 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](https://expedia.ca/Sydney-Chester-Hill.dx6341687) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/152000/152944-Sydney-Town-Hall.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sydney Central Business District 2 out of top 10 points of interest in this area 4.5/5(381 area reviews) Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport. [Find hotel + flight trips in Sydney Central Business District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sydney%20Central%20Business%20District&DestID=6050650&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Darling Harbour showing city views, a bay or harbour and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/31000/31111-Darling-Harbour.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Darling Harbour 4.5/5(60 area reviews) Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services. [Find hotel + flight trips in Darling Harbour](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Darling%20Harbour&DestID=6047418&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://mediaim.expedia.com/destination/1/f62173c58edbe39e125473be1dd47291.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sydney Olympic Park 1 out of top 10 points of interest in this area Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services. [Find hotel + flight trips in Sydney Olympic Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sydney%20Olympic%20Park&DestID=6134346&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Manly Beach featuring a coastal town, tropical scenes and a beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/31000/31187-Manly-Beach.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Manly Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining. [Find hotel + flight trips in Manly](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Manly&DestID=7055&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Bondi Beach featuring general coastal views, a coastal town and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/251000/251855-Bondi.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bondi Beach A noteworthy feature of Bondi Beach is its stunning beaches. While you're in town, be sure to stop and check out Bondi Beach and Bondi Icebergs. [Find hotel + flight trips in Bondi Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bondi%20Beach&DestID=6132031&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Chester Hill Hotel Deals ![Shangri-La Sydney](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/4d64faa5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Shangri-La Sydney 176 Cumberland Street, The Rocks, NSW Fully refundableReserve now, pay when you stay CA $292 CA $321 total Nov 9 - Nov 10 includes taxes & fees 9/10 Wonderful! (2,421 reviews) Staff doesn’t know how to make a hot chocolate. I had requested three times before I got it right. We have enjoyed better food at other 5 star hotels. Breakfast is not that great. Reviewed on Oct 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=11974&PinnedHotelID=11974&HadPinnedHotel=true®ionId=6341687) ![Four Seasons Hotel Sydney](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/a7811611_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Seasons Hotel Sydney 199 George St., Sydney, NSW CA $330 CA $363 total Nov 9 - Nov 10 includes taxes & fees 9.6/10 Exceptional! (1,981 reviews) The staff were amazing Reviewed on Oct 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=2220&PinnedHotelID=2220&HadPinnedHotel=true®ionId=6341687) ![The Fullerton Hotel Sydney](https://images.trvl-media.com/lodging/1000000/290000/284400/284308/ee995c38_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Fullerton Hotel Sydney 1 Martin Place, Sydney, NSW Fully refundableReserve now, pay when you stay CA $300 CA $330 total Nov 9 - Nov 10 includes taxes & fees 9.2/10 Wonderful! (2,622 reviews) The staff were excellent, our room was spacious and we really enjoyed our stay. Reviewed on Oct 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=284308&PinnedHotelID=284308&HadPinnedHotel=true®ionId=6341687) [See all 5,816 properties in Chester Hill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=6341687) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Chester Hill vacation package cost? > Be ready to book, because a trip to Chester Hill starts from an enticing CA $3,559. 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 vacation 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](https://www.expedia.ca/Sydney-Hotels-Nightcap-At-Chester-Hill-Hotel.h9598461.Hotel-Information). Browse its deals and pick up a bargain. ### How far in advance should I book my Chester Hill vacation? > 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 vacation package? > With a vacation 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 vacation 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 vacation 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](https://www.expedia.ca/service/?langid=4105) to find out more. ### Discover the most popular places to visit in Chester Hill ![Circular Quay featuring general coastal views, a sunset and central business district](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/152000/152942-Circular-Quay.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Circular Quay Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world. [](https://expedia.ca/Circular-Quay-The-Rocks.d502951.Vacation-Attraction) ![Sydney Opera House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/474000/474916-Sydney-Opera-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Sydney-Opera-House-Sydney-Central-Business-District.d502962.Vacation-Attraction) ![Sydney Harbour Bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543113-sydney-harbour-bridge.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sydney Harbour Bridge Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime. [](https://expedia.ca/Sydney-Harbour-Bridge-Sydney.d508804.Vacation-Attraction) ### Things to do ![Sydney Attractions Pass including SEA LIFE Sydney Aquarium](https://mediaim.expedia.com/localexpert/171990/c0a246ff-a176-425b-9229-96bb9df31164.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sydney Attractions Pass including SEA LIFE Sydney Aquarium CA $49 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/sydney-attractions-pass-including-sea-life-sydney-aquarium.a171990.activity-details) ![Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise](https://mediaim.expedia.com/localexpert/188986/4e814d56-d1d8-40f8-a06e-e9f969358e1a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise CA $78 per adult **88%** of travellers recommend [](https://expedia.ca/things-to-do/taronga-zoo-ticket-with-hop-on-hop-off-sydney-harbour-explorer-cruise.a188986.activity-details) ![Sydney Tower Eye Tickets](https://mediaim.expedia.com/localexpert/462113/93d9eb03-f0c6-46d7-8d84-65ba72db353a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sydney Tower Eye Tickets CA $27 per adult **82%** of travellers recommend [](https://expedia.ca/things-to-do/sydney-tower-eye-tickets.a462113.activity-details) [See all activities in Sydney](https://expedia.ca/things-to-do/search?rid=6341687) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.