Title: Woolloomooloo Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $2,116 Expedia.ca [Woolloomooloo Travel Guide](https://expedia.ca/Sydney-Woolloomooloo.dx10765)[Hotels in Woolloomooloo](https://expedia.ca/Woolloomooloo-Sydney-Hotels.0-n10765-0.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)[Woolloomooloo Car Rentals](https://expedia.ca/Car-Rentals-In-Woolloomooloo.d10765.Car-Rental-Guide) ![](https://images.trvl-media.com/place/10765/5783eb63-ee90-48d2-b4bc-b2d17fa31e99.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Woolloomooloo 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 Woolloomooloo Price found within the past 48 hours. Click for updated prices. ![Haven Glebe](https://images.trvl-media.com/lodging/1000000/40000/34500/34460/e9a93beb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Haven Glebe Glebe CA $2,116 per person May 12 - May 17 found 8 hours ago Roundtrip flight included Calgary (YYC) to Sydney (SYD) 8.8/10 Excellent! (1,006 reviews) Shops and transport at your door Close to the City Fantastic place to stay Fabulous Staff Everything 10/10 Reviewed on Mar 10, 2026 ![Rydges Cronulla Beachside](https://images.trvl-media.com/lodging/1000000/50000/43700/43677/2edee99b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rydges Cronulla Beachside Cronulla CA $2,136 per person May 12 - May 17 found 8 hours ago Roundtrip flight included Calgary (YYC) to Sydney (SYD) 8.6/10 Excellent! (970 reviews) Yes kitchen was equipped Reviewed on Mar 23, 2026 ![Rydges Sydney Airport Hotel](https://images.trvl-media.com/lodging/6000000/5940000/5932400/5932305/dd75ee82_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rydges Sydney Airport Hotel Mascot CA $2,159 per person May 12 - May 17 found 8 hours ago Roundtrip flight included Calgary (YYC) to Sydney (SYD) 8.8/10 Excellent! (3,073 reviews) Convient to the airport, walk to international terminal. Breakfast was really good. Staff very helpfull Reviewed on Apr 1, 2026 ![The Brighton Hotel Sydney - MGallery Collection](https://images.trvl-media.com/lodging/1000000/30000/24700/24618/0637f33d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Brighton Hotel Sydney - MGallery Collection Brighton-le-Sands CA $2,167 per person May 12 - May 17 found 8 hours ago Roundtrip flight included Calgary (YYC) to Sydney (SYD) 8/10 Very Good! (1,004 reviews) Great place to stay. Pools (multiple)are gorgeous and gym is huge! Staff were friendly and helpful. Great location by the beach and shops. We had a toilet separate from the shower area and a spacious room with a lovely view of the pools and beach. Reviewed on Mar 18, 2026 ![Rydges Australia Square](https://images.trvl-media.com/lodging/12000000/11720000/11718700/11718621/b48c77b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rydges Australia Square Sydney Central Business District CA $2,130 per person May 12 - May 17 found 8 hours ago Roundtrip flight included Calgary (YYC) to Sydney (SYD) 9.2/10 Wonderful! (1,832 reviews) Very clean room, the bed was so comfy Reviewed on Mar 31, 2026 ## Where to stay in Woolloomooloo Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. [Learn more about Woolloomooloo](https://expedia.ca/Sydney-Woolloomooloo.dx10765) ![Sydney Central Business District](https://images.trvl-media.com/place/502950/3976c6f9-4173-4359-8a39-120bd8a7447d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sydney Central Business District 3 out of top 10 points of interest in this area 4.5/5(383 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](https://images.trvl-media.com/place/6047418/a2d5eb62-42ce-4fd4-aa40-0b3492929009.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Darling Harbour 4.5/5(61 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) ![500px Photo ID: 141620587 - The train station at Sydney Olympic Park was designed in a modern style for the Sydney 2000 Olympics.](https://images.trvl-media.com/place/6134346/13b8f86f-9124-4f54-b8b0-5e21754cd8f8.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) ![Parramatta](https://images.trvl-media.com/place/7274/27b8e962-576a-48d6-b55a-b8c8c629d109.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) ![Bondi Beach](https://images.trvl-media.com/place/6060961/d440b634-7bec-47e1-8477-6ea1033b19e3.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) ## Woolloomooloo Hotel Deals ![The Sydney Boulevard Hotel by Accor](https://images.trvl-media.com/lodging/1000000/30000/22300/22271/a7c0019c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Sydney Boulevard Hotel by Accor 90 William Street Woolloomooloo NSW Fully refundableReserve now, pay when you stay CA $164 CA $180 total Apr 22 - Apr 23 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) Hotel is in a convenient location but dated. It was clean but our shower leaked. Unless breakfast is included it is very expensive. Staff was friendly. Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F04%2F2026&endDate=23%2F04%2F2026&selected=22271&PinnedHotelID=22271&HadPinnedHotel=true®ionId=10765) ![Shangri-La Sydney](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/b0b86b8b_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 $269 CA $296 total Apr 16 - Apr 17 includes taxes & fees 9.2/10 Wonderful! (2,543 reviews) Overall hotel is good location and views. Staff were friendly and helpful. The one disappointment was the club lounge. Have stayed there several times before and the offering in the club lounge appears to have declined. First night they ran out of wine glasses and options were limited. Also on checkout ... Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=11974&PinnedHotelID=11974&HadPinnedHotel=true®ionId=10765) ![Rydges Sydney Airport Hotel](https://images.trvl-media.com/lodging/6000000/5940000/5932400/5932305/dd75ee82_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rydges Sydney Airport Hotel 8 Arrival Court Mascot NSW Fully refundableReserve now, pay when you stay CA $157 CA $173 total Apr 2 - Apr 3 includes taxes & fees 8.8/10 Excellent! (3,075 reviews) Great location ... 100 meters to the airport Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=5932305&PinnedHotelID=5932305&HadPinnedHotel=true®ionId=10765) [See all 6,153 properties in Woolloomooloo](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=10765) 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 Woolloomooloo vacation package cost? ### How do I get a cheap travel package to Woolloomooloo? ### Where should I stay in Woolloomooloo? ### What are the top hotels in Woolloomooloo? ### How far in advance should I book my Woolloomooloo vacation? ### What does an Expedia Woolloomooloo travel package include? ### What should I know before booking a Woolloomooloo travel package? ### Can I choose my airline with a Woolloomooloo Expedia vacation package? ### If I'm not able to travel, can I cancel my Woolloomooloo vacation package? ### 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 $47 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/sydney-attractions-pass-including-sea-life-sydney-aquarium.a171990.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 $31 per adult **82%** of travellers recommend [](https://expedia.ca/things-to-do/sydney-tower-eye-tickets.a462113.activity-details) ![Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen](https://mediaim.expedia.com/localexpert/3670715/3893300c-8a58-47a4-8e78-5195483bec23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sydney Opera House Tour & Dine Experience CA $85 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/sydney-opera-house-tour-dine-experience.a3670715.activity-details) [See all activities in Sydney](https://expedia.ca/things-to-do/search?rid=10765) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.