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 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) Tomorrow [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2026-03-14&endDate=2026-03-15&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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/ded58b8a.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) ### 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 Apr 1 - Apr 2 [](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) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/430000/426600/426577/de7301c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/426600/426577/25ce2d2c.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 $347 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) ![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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/570000/564400/564346/2c2b5ae9.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 $248 CA $273 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) ![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) ![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 $290 CA $549 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) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73636400/73636313/f69b0905.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) ![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) ### 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 $514 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/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) ![Lobby](https://images.trvl-media.com/lodging/96000000/95110000/95107000/95106922/1a48791f.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 (685 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 $183 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) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/570000/564400/564369/6758bc6d.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) ![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) ### 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) "Excellent reception in all areas very welcoming 🙏 " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) DIANE MARIE CA $260 CA $286 total includes taxes & fees Apr 12 - Apr 13 [](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=2026-03-27&endDate=2026-03-28®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 | December | CA $221 | CA $169 | | Month | Price | | --------- | ------- | | January | CA $196 | | February | CA $262 | | March | CA $221 | | April | CA $169 | | May | CA $168 | | June | CA $169 | | July | CA $175 | | August | CA $217 | | September | CA $204 | | October | CA $248 | | November | CA $247 | | December | CA $266 | 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 ![Mercure Sydney](https://images.trvl-media.com/lodging/1000000/470000/460500/460470/d2aceae8_y.jpg) ### Mercure Sydney 2/10 Terrible "Very poor customer service. Unfair treatment." [](https://expedia.ca/Sydney-Hotels-Mercure-Sydney.h460470.Hotel-Information) ![Hyatt Regency Sydney](https://images.trvl-media.com/lodging/1000000/20000/15900/15886/c4f7df02_y.jpg) ### Hyatt Regency Sydney 6/10 Okay "The check in was not welcoming and it felt like they were doing us a favour. Check in was 3pm and we were emailed to advise our room was available an hour early so that was appreciated. P" [](https://expedia.ca/Sydney-Hotels-Hyatt-Regency-Sydney.h15886.Hotel-Information) ![View Sydney](https://images.trvl-media.com/lodging/1000000/480000/470900/470820/c63ef6c6_y.jpg) ### View Sydney 8/10 Good "Wonderful view of the bridge and harbour. Coffee shops, restaurants and a supermarket close by. One complaint we had was the sound of trains underneath the hotel, although we did get used to this, and the trains did not run all night. The staff was very helpful. The restaurant had a very limited menu. We did not sample the breakfast buffet but chose to visit restaurants in the area." [](https://expedia.ca/Sydney-Hotels-View-Sydney.h470820.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 "Great place to stay especially when travelling overseas " [](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 "I rarely give 5 star review for hotels as I am super picky , but honestly Paradox Sydney was amazing. It truly felt like a 5 star hotel, such a stress free experience. Starting with the staff (reception, concierge, bag helpers, housekeeping, restaurant/breakfast staff) everyone was so kind and helpful. Anything you needed they were always there to help. We stayed in the atrium queen room, the atrium view was okay, but the room itself was so spacious. Air con worked well and it was sooo quiet. Loved the bathtub and overall cleanliness of the hotel, being a 1800s building. Buffet breakfast was perfect, the servers were all so professional and accommodating. Selection was great, a good mix of everything and a fresh egg/omelet station. Fresh French press coffee for the table. Almond milk/dairy free options and honestly the best chia seed pudding I’ve ever tried. Housekeeping was really good, everything was spotless and refilled everything daily. We dined at the Fax bar almost daily, food was so delicious (try the shrimp dumplings ) and service was top notch. Will 100% be back once we visit Sydney again . Don’t have enough text for this review but definitely book your stay here if you’re looking for a classy , great service and comfortable stay right in the center of downtown Sydney" [](https://expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) ![The Grace Hotel](https://images.trvl-media.com/lodging/1000000/470000/460400/460380/e4b94ad8_y.jpg) ### The Grace Hotel 10/10 Excellent "Well presented modern rooms" [](https://expedia.ca/Sydney-Hotels-The-Grace-Hotel.h460380.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) ![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) ## 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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