Title: Winston Hills Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $687 Expedia.ca [Hotels in Winston Hills](https://expedia.ca/Winston-Hills-Sydney-Hotels.0-n3000463469-0.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)[Winston Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Winston-Hills.d3000463469.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) # Winston Hills 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 Winston Hills Price found within the past 48 hours. Click for updated prices. ![YEHS Hotel Sydney QVB](https://images.trvl-media.com/lodging/32000000/31200000/31199500/31199461/d35c9f07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YEHS Hotel Sydney QVB Sydney Central Business District CA $687 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Melbourne (MEL) to Sydney (SYD) 8.6/10 Excellent! (1,002 reviews) Good location at a reasonable price. Good sized room and bathroom. Reviewed on Nov 22, 2025 ![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 $818 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Melbourne (MEL) to Sydney (SYD) 8.8/10 Excellent! (1,000 reviews) Very interesting hotel and location of the hotel. Close to shore walking, dining, sidewalk market (Fr -Su), ferry terminal. Pleasant and helpfull staff. No elevator, but staff helps with luggage up and down the stairs. We liked it very much. Reviewed on Nov 30, 2025 ![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 $743 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Melbourne (MEL) to Sydney (SYD) 8.2/10 Very Good! (2,388 reviews) Good size room, decor is tired needs refurbishment but good location, great staff Reviewed on Dec 4, 2025 ![Charming Modern Apartment With City Views](https://images.trvl-media.com/lodging/123000000/122170000/122169900/122169805/5468f03d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Charming Modern Apartment With City Views Forest Lodge CA $946 per person Feb 18 - Feb 23 found 20 hours ago Roundtrip flight included Melbourne (MEL) to Sydney (SYD) No reviews ![Modern 1-bed With Balcony in Surry Hills](https://images.trvl-media.com/lodging/123000000/122190000/122182800/122182704/w2865h1920x15y0-0cf72550_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Modern 1-bed With Balcony in Surry Hills Surry Hills CA $874 per person Feb 18 - Feb 23 found 20 hours ago Roundtrip flight included Melbourne (MEL) to Sydney (SYD) No reviews ## Where to stay in Winston Hills Find the best Winston Hills areas and neighborhoods for the activities you enjoy most. [Learn more about Winston Hills](https://expedia.ca/Sydney-Winston-Hills.dx3000463469) ![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) ![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 1 out of top 10 points of interest in this area 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) ![Default Image](https://mediaim.expedia.com/destination/1/f62173c58edbe39e125473be1dd47291.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sydney Olympic Park 2 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) ![Parramatta showing a city and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/86000/86768-Parramatta.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Parramatta Major CBD and suburb, Parramatta boasts lush Parramatta Park, bustling Westfield shopping center, and diverse dining options on Church Street. Easily accessible via trains, buses, and ferries. [Find hotel + flight trips in Parramatta](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Parramatta&DestID=7274&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Winston Hills 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 $256 CA $282 total Dec 14 - Dec 15 includes taxes & fees 9/10 Wonderful! (2,452 reviews) The staff were very polite, the room and housekeeping were superb! Reviewed on Nov 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=11974&PinnedHotelID=11974&HadPinnedHotel=true®ionId=3000463469) ![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 Fully refundableReserve now, pay when you stay CA $332 CA $365 total Dec 14 - Dec 15 includes taxes & fees 9.6/10 Exceptional! (2,028 reviews) Classic option, close to everything. Reviewed on Dec 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=2220&PinnedHotelID=2220&HadPinnedHotel=true®ionId=3000463469) ![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 $273 CA $301 total Dec 15 - Dec 16 includes taxes & fees 9.2/10 Wonderful! (2,685 reviews) Everything was beautiful. Spotless and spacious. The bed was so comfortable and amenities amazing. The Christmas decorations awesome and staff so helpful Wonderful stay Reviewed on Dec 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&selected=284308&PinnedHotelID=284308&HadPinnedHotel=true®ionId=3000463469) [See all 5,923 properties in Winston Hills](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025®ionId=3000463469) 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 Winston Hills vacation package cost? ### How do I get a cheap travel package to Winston Hills? ### Where should I stay in Winston Hills? ### How far in advance should I book my Winston Hills vacation? ### What does an Expedia Winston Hills travel package include? ### What should I know before booking a Winston Hills travel package? ### Can I choose my airline with a Winston Hills Expedia vacation package? ### If I'm not able to travel, can I cancel my Winston Hills vacation package? ### Discover the most popular places to visit in Winston Hills ![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 4.5/5(424 reviews) 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 4.5/5(446 reviews) 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 4.5/5(411 reviews) 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 $77 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=3000463469) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.