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) ![](https://images.trvl-media.com/place/10765/e380d3f9-9346-49d2-8f12-2c8c3320e623.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 17 - Mar 18](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-17&endDate=2026-03-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 18 - Mar 19](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-18&endDate=2026-03-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woolloomooloo historic hotels ![Exterior](https://images.trvl-media.com/lodging/74000000/73640000/73636400/73636313/w1920h1279x0y0-6daf2454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73636400/73636313/f69b0905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/74000000/73640000/73636400/73636313/0d578c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73640000/73636400/73636313/49be9d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Harbour Peninsular Location with a Unique Historic Village Setting. [](https://www.expedia.ca/Sydney-Hotels-Spectacular-Location-Overlooking-Sydney-Harbour-From-A-Unique-Historic-Setting.h73636313.Hotel-Information) Millers Point 9.8/10 Exceptional (127 reviews) "Great location Sam was very helpful Everything we needed for our stay Would definitely recommend " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark M. CA $278 CA $512 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Sydney-Hotels-Spectacular-Location-Overlooking-Sydney-Harbour-From-A-Unique-Historic-Setting.h73636313.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33681800/33681763/w1920h1279x0y0-ac557785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/34000000/33690000/33681800/33681763/e6fc6ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33690000/33681800/33681763/470a8fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33690000/33681800/33681763/25b9a459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Location Overlooking Sydney Harbour from a Unique & Historic Setting [](https://www.expedia.ca/Sydney-Hotels-Spectacular-Location-Overlooking-Sydney-Harbour-From-A-Unique-Historic-Setting.h33681763.Hotel-Information) Millers Point 9.6/10 Exceptional (305 reviews) "We had a wonderful stay, the accomodation was perfect for our family of 4, clean and comfy, and the best location, would definitely stay here again when in Sydney, thank you " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Veronika F. CA $287 CA $543 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Sydney-Hotels-Spectacular-Location-Overlooking-Sydney-Harbour-From-A-Unique-Historic-Setting.h33681763.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95110000/95107000/95106922/2301abe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95110000/95107000/95106922/1a48791f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/96000000/95110000/95107000/95106922/c48f7fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/96000000/95110000/95107000/95106922/76490fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Citadines Walker North Sydney [](https://www.expedia.ca/Sydney-Hotels-Citadines-Walker-North-Sydney.h95106922.Hotel-Information) North Sydney 9.0/10 Wonderful (691 reviews) "Clean Room, friendly staff, excellent location close to eateries and transport options." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Sundeep CA $167 CA $184 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Sydney-Hotels-Citadines-Walker-North-Sydney.h95106922.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=2026-03-31&endDate=2026-04-01®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 | | -------------- | -------------- | ---------- | | May | December | CA $175 | | Month | Price | | --------- | ------- | | January | CA $198 | | February | CA $253 | | March | CA $197 | | April | CA $175 | | May | CA $167 | | June | CA $172 | | July | CA $169 | | August | CA $211 | | September | CA $204 | | October | CA $240 | | November | CA $251 | | December | CA $270 | 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 ![Song Hotel Sydney](https://images.trvl-media.com/lodging/1000000/980000/978600/978580/997ce2b5_y.jpg) ### Song Hotel Sydney 10/10 Excellent "I stayed 2 nights at weekend and very happy. The room is clean, bed is comfortable. I don't expect much about included breakfast but it is delicious with hot and cold selections. Great location with bus and train nearby, easy get to and from Sydney airport. Walk 10 minutes to Pitt street mall, QVB. I booked a micro double room but was upgrade to micro queen room as gold member of hotel.com. Will come back next time." [](https://expedia.ca/Sydney-Hotels-Song-Hotel-Sydney.h978580.Hotel-Information) ![PARKROYAL Darling Harbour, Sydney](https://images.trvl-media.com/lodging/1000000/30000/22600/22576/fe55f674_y.jpg) ### PARKROYAL Darling Harbour, Sydney 4/10 Poor "Overall a very poor experience. A very dated hotel that is desperate for a makeover. Our room at $500/ night had plenty of space but was very dated, grubby, poor (cheap) amenities. The furniture was old as hell and made the room plum uncomfortable. I honestly think hotel owners/ managers in Australia need to serve a year in Asia to see how it’s done because the standard here is appalling. " [](https://expedia.ca/Sydney-Hotels-PARKROYAL-Darling-Harbour.h22576.Hotel-Information) ![The Fullerton Hotel Sydney](https://images.trvl-media.com/lodging/1000000/290000/284400/284308/6aa7dc33_y.jpg) ### The Fullerton Hotel Sydney 10/10 Excellent "Very good" [](https://expedia.ca/Sydney-Hotels-The-Fullerton-Hotel-Sydney.h284308.Hotel-Information) ![InterContinental Sydney by IHG](https://images.trvl-media.com/lodging/1000000/10000/9100/9035/66eda9de_y.jpg) ### InterContinental Sydney by IHG 10/10 Excellent "Clean and comfortable " [](https://expedia.ca/Sydney-Hotels-InterContinental-Sydney.h9035.Hotel-Information) ![Rydges Sydney Airport Hotel](https://images.trvl-media.com/lodging/6000000/5940000/5932400/5932305/dd75ee82_y.jpg) ### Rydges Sydney Airport Hotel 10/10 Excellent "Clean tidy and convenient. " [](https://expedia.ca/Sydney-Hotels-Rydges-Sydney-Airport-Hotel.h5932305.Hotel-Information) ![Sydney Harbour Marriott Hotel at Circular Quay](https://images.trvl-media.com/lodging/1000000/20000/18900/18811/29ab8b83_y.jpg) ### Sydney Harbour Marriott Hotel at Circular Quay 10/10 Excellent "Great hotel. Great location." [](https://expedia.ca/Sydney-Hotels-Sydney-Harbour-Marriott-Hotel-At-Circular-Quay.h18811.Hotel-Information) ![The Grace Hotel](https://images.trvl-media.com/lodging/1000000/470000/460400/460380/e4b94ad8_y.jpg) ### The Grace Hotel 8/10 Good "Centrally located. Would be perfect if it had a restaurant. Easy to obtain taxi. Staff friendly and helpful. " [](https://expedia.ca/Sydney-Hotels-The-Grace-Hotel.h460380.Hotel-Information) ![Paradox Sydney](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/05890585_y.jpg) ### Paradox Sydney 10/10 Excellent "Great location with friendly helpful staff particularly in club lounge. Enjoyed my time at hotel. Will stay again." [](https://expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) ![Four Seasons Hotel Sydney](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/11f73159_y.jpg) ### Four Seasons Hotel Sydney 10/10 Excellent "Great view, very friendly and helpful staff." [](https://expedia.ca/Sydney-Hotels-Four-Seasons-Hotel-Sydney.h2220.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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