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 12 - Mar 13](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-12&endDate=2026-03-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 13 - Mar 14](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-13&endDate=2026-03-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) ## Our top choices for Woolloomooloo historic hotels ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/6a0d96a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (The Observatory)](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/ce3f90e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/623b2d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/ded58b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Sydney [](https://www.expedia.ca/Sydney-Hotels-The-Langham.h13927.Hotel-Information) Millers Point 9.8/10 Exceptional (1,001 reviews) "Great boutique hotel " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) STEPHEN CA $400 CA $440 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Sydney-Hotels-The-Langham.h13927.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/430000/426600/426577/80a90be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/430000/426600/426577/8e6eb44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/430000/426600/426577/abe81ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/430000/426600/426577/de7301c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sofitel Sydney Wentworth [](https://www.expedia.ca/Sydney-Hotels-Sofitel-Sydney-Wentworth.h426577.Hotel-Information) Sydney Central Business District 8.6/10 Excellent (167 reviews) "We had a great time! Beautiful amenities and rooms! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha Jin-Sun CA $316 CA $348 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Sydney-Hotels-Sofitel-Sydney-Wentworth.h426577.Hotel-Information) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/570000/564400/564346/68510ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/570000/564400/564346/2c2b5ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/570000/564400/564346/d8f08510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Establishment Room](https://images.trvl-media.com/lodging/1000000/570000/564400/564346/75311e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Establishment Hotel [](https://www.expedia.ca/Sydney-Hotels-Establishment-Hotel.h564346.Hotel-Information) Sydney Central Business District 9.0/10 Wonderful (676 reviews) "Incredibly accommodating staff. Fancy & spacious room. Short walk to the harbor and lots of great food options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francesca CA $249 CA $274 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Sydney-Hotels-Establishment-Hotel.h564346.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) ![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) ![Interior](https://images.trvl-media.com/lodging/34000000/33690000/33681800/33681763/d94e7190.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) ### 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 $291 CA $552 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 $280 CA $517 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) ![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) ![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 (683 reviews) "Nice place to stay " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) DannyErin CA $168 CA $184 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Sydney-Hotels-Citadines-Walker-North-Sydney.h95106922.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/570000/564400/564369/w3000h1904x0y0-57fa096b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/570000/564400/564369/4ff4f334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/570000/564400/564369/5b148924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/564400/564369/ce2c6147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mantra 2 Bond Street Sydney [](https://www.expedia.ca/Sydney-Hotels-Mantra-2-Bond-Street-Sydney.h564369.Hotel-Information) Sydney Central Business District 8.6/10 Excellent (3,106 reviews) "Great room and location good value for money." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Conor CA $261 CA $287 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Sydney-Hotels-Mantra-2-Bond-Street-Sydney.h564369.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=2026-03-26&endDate=2026-03-27®ionId=10765&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Woolloomooloo | Less expensive | More expensive | This month | Next month | | -------------- | -------------- | ---------- | ---------- | | May | February | CA $222 | CA $166 | | Month | Price | | --------- | ------- | | January | CA $243 | | February | CA $285 | | March | CA $222 | | April | CA $166 | | May | CA $165 | | June | CA $169 | | July | CA $172 | | August | CA $231 | | September | CA $193 | | October | CA $260 | | November | CA $249 | | December | CA $274 | 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 ![Rydges Sydney Airport Hotel](https://images.trvl-media.com/lodging/6000000/5940000/5932400/5932305/dd75ee82_y.jpg) ### Rydges Sydney Airport Hotel 10/10 Excellent "Seamless check in, all done via a screen. We even got to select our room! So close to the airport, walked over for dinner and back again. Probably one of the best hotels we stayed in in Australia. Will keep our eyes pealed for this brand again. Only feedback is their lift systems could be improved" [](https://expedia.ca/Sydney-Hotels-Rydges-Sydney-Airport-Hotel.h5932305.Hotel-Information) ![Mercure Sydney](https://images.trvl-media.com/lodging/1000000/470000/460500/460470/d2aceae8_y.jpg) ### Mercure Sydney 10/10 Excellent "Excellent breakfast. Close to light rail. Nice staff." [](https://expedia.ca/Sydney-Hotels-Mercure-Sydney.h460470.Hotel-Information) ![Shangri-La Sydney](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/b0b86b8b_y.jpg) ### Shangri-La Sydney 8/10 Good "Spa carpet grubby" [](https://expedia.ca/Sydney-Hotels-Shangri-La-Sydney.h11974.Hotel-Information) ![View Sydney](https://images.trvl-media.com/lodging/1000000/480000/470900/470820/c63ef6c6_y.jpg) ### View Sydney 10/10 Excellent "Great location. Reasonable rates considering where the hotel is. Underground station minutes away. Very good breakfast. Comfortable room with a great bed. " [](https://expedia.ca/Sydney-Hotels-View-Sydney.h470820.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 "Every staff is polite and friendly, from housekeeping to front desk and porters. Very nice building and decent gym. It would be great if a swimming pool exists or an affiliation with a local pool. This hotel is more for business travellers which was ideal for me on this trip while I was working off my iPad. " [](https://expedia.ca/Sydney-Hotels-The-Fullerton-Hotel-Sydney.h284308.Hotel-Information) ![PARKROYAL Darling Harbour, Sydney](https://images.trvl-media.com/lodging/1000000/30000/22600/22576/fe55f674_y.jpg) ### PARKROYAL Darling Harbour, Sydney 8/10 Good "Not the best breakfast + AC didnt work properly. Gym ok. " [](https://expedia.ca/Sydney-Hotels-PARKROYAL-Darling-Harbour.h22576.Hotel-Information) ![Paradox Sydney](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/05890585_y.jpg) ### Paradox Sydney 10/10 Excellent "Great position, close to, train, light rail and restaurants " [](https://expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) ![The Sydney Boulevard Hotel by Accor](https://images.trvl-media.com/lodging/1000000/30000/22300/22271/a7c0019c_y.jpg) ### The Sydney Boulevard Hotel by Accor 8/10 Good "Hotel well situated for walking distance to museums, art galleries and local bus service to travel to Bondi beach to start the coastal walk to Coogee- an absolute must as the paved walk way winds along stunning secrecy . You can catch a local bus from Coogee back to CBD. One can walk to the Domain and then downhill to Sydney harbour/ opera house/ferries to Manly. Hotel in a quiet area for sleep! I will be using it again." [](https://expedia.ca/Sydney-Hotels-The-Sydney-Boulevard-Hotel.h22271.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 "Easy to get around nice hotel, decent breakfast good location with harbor views.. clean beds, clean room.. restaurants on site" [](https://expedia.ca/Sydney-Hotels-Sydney-Harbour-Marriott-Hotel-At-Circular-Quay.h18811.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 - 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