Title: Book the Best HISTORIC Hotels in Woolloomooloo in 2026 | Expedia.ca [Woolloomooloo Travel Guide](https://expedia.ca/Sydney-Woolloomooloo.dx10765)[Vacation Rentals in Sydney](https://expedia.ca/Sydney-Vacation-Rentals.d178312.Travel-Guide-VacationRentals)[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)[Woolloomooloo Vacations](https://expedia.ca/Woolloomooloo.d10765.Destination-Travel-Guides) ![Woolloomooloo](https://images.trvl-media.com/place/10765/e380d3f9-9346-49d2-8f12-2c8c3320e623.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Woolloomooloo from CA $101 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Woolloomooloo Historic Hotels Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woolloomooloo historic hotels ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/4d64faa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Premier Sydney Harbour View 1 King](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/fe0c874e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/c7be6151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Separate tub and shower, free toiletries, hair dryer, bathrobes](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/47fa856c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shangri-La Sydney [](https://www.expedia.ca/Sydney-Hotels-Shangri-La-Sydney.h11974.Hotel-Information) The Rocks 9.2/10 Wonderful (2436) "The room was clean and the staff was very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aysegul CA $241 CA $265 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Sydney-Hotels-Shangri-La-Sydney.h11974.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/05890585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/83bfd8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/950a45ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Twin Room](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/a90ed957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradox Sydney [](https://www.expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) Sydney Central Business District 9.4/10 Exceptional (1700) "Staff, clean room, amenities and the location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cuong CA $248 CA $273 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/430000/426600/426575/1cbefdcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite](https://images.trvl-media.com/lodging/1000000/430000/426600/426575/5e1c70a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/426600/426575/95f69414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/426600/426575/23683855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rydges Parramatta [](https://www.expedia.ca/Sydney-Hotels-Rydges-Parramatta.h426575.Hotel-Information) Rosehill 8.2/10 Very good (1001) "Ease of parking, nice facilities and staff are so helpful. Dinning for both dinner and breakfast are delicious with variety. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Sharon CA $145 CA $159 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Sydney-Hotels-Rydges-Parramatta.h426575.Hotel-Information) ![Family Room - Shared Bathroom](https://images.trvl-media.com/lodging/14000000/13270000/13261400/13261331/cf40697f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13270000/13261400/13261331/3e4a4792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/14000000/13270000/13261400/13261331/bb4efc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room - Shared Bathroom](https://images.trvl-media.com/lodging/14000000/13270000/13261400/13261331/cb39a5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenacre Hotel [](https://www.expedia.ca/Sydney-Hotels-Greenacre-Hotel.h13261331.Hotel-Information) Greenacre 7.2/10 Good (399) "Nice accomodations. Really enjoy and very handy to everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelle Tria CA $92 CA $101 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Sydney-Hotels-Greenacre-Hotel.h13261331.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18900/18811/7cd854c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/1000000/20000/18900/18811/1eca5041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18900/18811/af483cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/18900/18811/cce6cc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sydney Harbour Marriott Hotel at Circular Quay [](https://www.expedia.ca/Sydney-Hotels-Sydney-Harbour-Marriott-Hotel-At-Circular-Quay.h18811.Hotel-Information) Sydney Central Business District 9.0/10 Wonderful (1225) "The hotel location was ideal. The rooms were okay and the staff was wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlene CA $272 CA $299 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Sydney-Hotels-Sydney-Harbour-Marriott-Hotel-At-Circular-Quay.h18811.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/9100/9035/b7796716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/9100/9035/d01728cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/9100/9035/eedf3914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/9100/9035/baebf2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Sydney by IHG [](https://www.expedia.ca/Sydney-Hotels-InterContinental-Sydney.h9035.Hotel-Information) Sydney Central Business District 9.2/10 Wonderful (1007) "Clean room and friendly staff." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Corinna CA $280 CA $308 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Sydney-Hotels-InterContinental-Sydney.h9035.Hotel-Information) ![Sydney Harbour Studio Club Suite | View from room](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/a7811611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/966aff80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/8d4329f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/accec63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Sydney [](https://www.expedia.ca/Sydney-Hotels-Four-Seasons-Hotel-Sydney.h2220.Hotel-Information) Sydney Central Business District 9.6/10 Exceptional (2050) "Amazing location and views- Great food! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $350 CA $385 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Sydney-Hotels-Four-Seasons-Hotel-Sydney.h2220.Hotel-Information) ![Deluxe Suite (Club Access)](https://images.trvl-media.com/lodging/1000000/290000/284400/284308/ee995c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/290000/284400/284308/9be23cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite (Club Access)](https://images.trvl-media.com/lodging/1000000/290000/284400/284308/93eb55a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/284400/284308/e73a4193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fullerton Hotel Sydney [](https://www.expedia.ca/Sydney-Hotels-The-Fullerton-Hotel-Sydney.h284308.Hotel-Information) Sydney Central Business District 9.4/10 Exceptional (2676) "A stellar experience from staff, to room, to amenities!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) diana CA $235 CA $263 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Sydney-Hotels-The-Fullerton-Hotel-Sydney.h284308.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16800/16764/a4819a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen](https://images.trvl-media.com/lodging/1000000/20000/16800/16764/87f6c98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16800/16764/475e1225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16800/16764/4d0367c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sydney Harbour Hotel [](https://www.expedia.ca/Sydney-Hotels-Rydges-Sydney-Harbour.h16764.Hotel-Information) The Rocks 8.4/10 Very good (1956) "A great location and superb staff! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $186 CA $205 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Sydney-Hotels-Rydges-Sydney-Harbour.h16764.Hotel-Information) ![Breakfast, lunch, dinner served; French cuisine ](https://images.trvl-media.com/lodging/12000000/11720000/11718700/11718621/1c7c7d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11720000/11718700/11718621/f73f5665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/12000000/11720000/11718700/11718621/510b1d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11720000/11718700/11718621/8956ad21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rydges Australia Square [](https://www.expedia.ca/Sydney-Hotels-The-Tank-Stream.h11718621.Hotel-Information) Sydney Central Business District 9.2/10 Wonderful (1727) "Room was clean, staff were helpful and the location is so convenient to Sydney city attractions " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Robyn CA $197 CA $217 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Sydney-Hotels-The-Tank-Stream.h11718621.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02®ionId=10765&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Woolloomooloo | Less expensive | More expensive | Next month | | -------------- | -------------- | ---------- | | April | November | CA $198 | | Month | Price | | --------- | ------- | | January | CA $198 | | February | CA $234 | | March | CA $228 | | April | CA $165 | | May | CA $171 | | June | CA $165 | | July | CA $167 | | August | CA $214 | | September | CA $192 | | October | CA $229 | | November | CA $269 | | December | CA $205 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Woolloomooloo. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Woolloomooloo Hotel Reviews ![The Star Grand Hotel and Residences Sydney](https://images.trvl-media.com/lodging/1000000/90000/84300/84247/755cba44_y.jpg) ### The Star Grand Hotel and Residences Sydney 10/10 Excellent "I love the view and thank you so much i will do it agsin " [](https://expedia.ca/Sydney-Hotels-The-Star-Grand-Hotel-And-Residences-Sydney.h84247.Hotel-Information) ![Mercure Sydney](https://images.trvl-media.com/lodging/1000000/470000/460500/460470/8213cf8d_y.jpg) ### Mercure Sydney 10/10 Excellent "Welcoming, quiet and clean" [](https://expedia.ca/Sydney-Hotels-Mercure-Sydney.h460470.Hotel-Information) ![YEHS Hotel Sydney Harbour Suites](https://images.trvl-media.com/lodging/1000000/430000/426200/426104/144baa87_y.jpg) ### YEHS Hotel Sydney Harbour Suites 10/10 Excellent "this is a very good spot in the middle of the city-center to stay and walk around Sydney. The personel is very kind and the property was very above my expectations" [](https://expedia.ca/Sydney-Hotels-YEHS-Hotel-Sydney-Harbour-Suites.h426104.Hotel-Information) ![Paradox Sydney](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/05890585_y.jpg) ### Paradox Sydney 10/10 Excellent "Fantastic " [](https://expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) ![View Sydney](https://images.trvl-media.com/lodging/1000000/480000/470900/470820/c63ef6c6_y.jpg) ### View Sydney 10/10 Excellent "Fantastic views of the bridge and the harbour. Worth staying for this alone but the rooms and service are also excellent." [](https://expedia.ca/Sydney-Hotels-View-Sydney.h470820.Hotel-Information) ![Four Seasons Hotel Sydney](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/a7811611_y.jpg) ### Four Seasons Hotel Sydney 10/10 Excellent "Great service" [](https://expedia.ca/Sydney-Hotels-Four-Seasons-Hotel-Sydney.h2220.Hotel-Information) ![Hyatt Regency Sydney](https://images.trvl-media.com/lodging/1000000/20000/15900/15886/d068b4c6_y.jpg) ### Hyatt Regency Sydney 10/10 Excellent "Good location in heart of Darling Harbour " [](https://expedia.ca/Sydney-Hotels-Hyatt-Regency-Sydney.h15886.Hotel-Information) ![Hilton Sydney](https://images.trvl-media.com/lodging/1000000/20000/16900/16892/7a9d3f18_y.jpg) ### Hilton Sydney 10/10 Excellent "STAFF WAS OUTSTANDING. " [](https://expedia.ca/Sydney-Hotels-Hilton-Sydney.h16892.Hotel-Information) ![The Sydney Boulevard Hotel](https://images.trvl-media.com/lodging/1000000/30000/22300/22271/a7c0019c_y.jpg) ### The Sydney Boulevard Hotel 10/10 Excellent "It was nice staying on the upper floors again with proper closets and decent shower. We have stayed in this establishment many times over the last few years. We weren’t as pleased with our stay in Nov ‘25 when we were given a lower floor. " [](https://expedia.ca/Sydney-Hotels-The-Sydney-Boulevard-Hotel.h22271.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Woolloomooloo? ### How many historically relevant hotels are there in Woolloomooloo? ### What are the most important historical sites and other places to visit in Woolloomooloo? ### What is a historic hotel like in Woolloomooloo? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Woolloomooloo have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Sydney ](https://www.expedia.ca/4Star-Sydney-Hotels.s40-0-d178312.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sydney ](https://www.expedia.ca/5Star-Sydney-Hotels.s50-0-d178312.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Blue Mountains ](https://www.expedia.ca/Blue-Mountains-Hotels-Hotel-With-Early-Check-In.0-0-d6035338-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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