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 16 - Mar 17](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-16&endDate=2026-03-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [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) 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/34000000/33690000/33681800/33681763/w1920h1279x0y0-ac557785.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) ![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) ### 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 (304 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 $545 total includes taxes & fees Mar 17 - Mar 18 [](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/74000000/73640000/73636400/73636313/w1920h1279x0y0-6daf2454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73640000/73636400/73636313/41e1ecc7.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) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73636400/73636313/f69b0905.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 (126 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 19 - Mar 20 [](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/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) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95110000/95107000/95106922/0be0d1f7.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 (689 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 $165 CA $182 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=2026-03-29&endDate=2026-03-30®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 $177 | | Month | Price | | --------- | ------- | | January | CA $196 | | February | CA $250 | | March | CA $198 | | April | CA $177 | | May | CA $165 | | June | CA $171 | | July | CA $169 | | August | CA $196 | | September | CA $186 | | October | CA $259 | | November | CA $243 | | December | CA $273 | 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 ![Shangri-La Sydney](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/b0b86b8b_y.jpg) ### Shangri-La Sydney 10/10 Excellent "The place is perfect. Clean rooms, plenty of amenities in the room and outside. You can see the opera house if you get the right rooms and is in walking distance to the train station near it. " [](https://expedia.ca/Sydney-Hotels-Shangri-La-Sydney.h11974.Hotel-Information) ![Mercure Sydney](https://images.trvl-media.com/lodging/1000000/470000/460500/460470/d2aceae8_y.jpg) ### Mercure Sydney 10/10 Excellent "Room very clean, arrived to a lovely gift of a bottle of wine & chocolates which we where not expecting, very nice. " [](https://expedia.ca/Sydney-Hotels-Mercure-Sydney.h460470.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 "IT was a perfect experience except I could not make the hot water pot in the room work for a cup of tea." [](https://expedia.ca/Sydney-Hotels-InterContinental-Sydney.h9035.Hotel-Information) ![View Sydney](https://images.trvl-media.com/lodging/1000000/480000/470900/470820/c63ef6c6_y.jpg) ### View Sydney 10/10 Excellent "Across the bridge . The hotel needs som upgrading . Carpets in deplorable condition. Excellent location , staff amazing . Beds comfortable , great pillows &mattress ." [](https://expedia.ca/Sydney-Hotels-View-Sydney.h470820.Hotel-Information) ![Song Hotel Sydney](https://images.trvl-media.com/lodging/1000000/980000/978600/978580/997ce2b5_y.jpg) ### Song Hotel Sydney 10/10 Excellent "Handy" [](https://expedia.ca/Sydney-Hotels-Song-Hotel-Sydney.h978580.Hotel-Information) ![Rydges Sydney Airport Hotel](https://images.trvl-media.com/lodging/6000000/5940000/5932400/5932305/dd75ee82_y.jpg) ### Rydges Sydney Airport Hotel 8/10 Good "Always a lovely stay on our stop over " [](https://expedia.ca/Sydney-Hotels-Rydges-Sydney-Airport-Hotel.h5932305.Hotel-Information) ![Paradox Sydney](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/05890585_y.jpg) ### Paradox Sydney 10/10 Excellent "Nice free VIP upgrades. The free fruit was delicious and hit the spot. " [](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 "Amazing staff." [](https://expedia.ca/Sydney-Hotels-Four-Seasons-Hotel-Sydney.h2220.Hotel-Information) ![PARKROYAL Darling Harbour, Sydney](https://images.trvl-media.com/lodging/1000000/30000/22600/22576/fe55f674_y.jpg) ### PARKROYAL Darling Harbour, Sydney 2/10 Terrible "We payed $590 for one night twin bed room for a view of a brick wall out our window. It’s Darling harbour park royal not a backpackers. Very poor!!!!!!!!! " [](https://expedia.ca/Sydney-Hotels-PARKROYAL-Darling-Harbour.h22576.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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