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 $102 - ![](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 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10765&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woolloomooloo Historic Hotels ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/14000000/13270000/13261400/13261331/c432774a.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) ![Reception](https://images.trvl-media.com/lodging/14000000/13270000/13261400/13261331/3e4a4792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenacre Hotel Greenacre 7.2/10 Good (398) "Nice accomodations. Really enjoy and very handy to everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelle Tria CA $93 CA $102 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Sydney-Hotels-Greenacre-Hotel.h13261331.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/426600/426575/e4468c8b.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) ![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 Rosehill 8.2/10 Very good (1000) "Great location Great food " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Catherine CA $155 CA $170 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sydney-Hotels-Rydges-Parramatta.h426575.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/470000/460500/460486/99bc29ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/470000/460500/460486/056ba53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior King Room](https://images.trvl-media.com/lodging/1000000/470000/460500/460486/84dbc7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/470000/460500/460486/5b210f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercure Sydney Parramatta Rosehill 7.8/10 Good (998) "Staff so friendly & helpful, lovely restaurant, great location" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Carolyn CA $140 CA $154 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sydney-Hotels-Mercure-Sydney-Parramatta.h460486.Hotel-Information) ![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) ![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) ![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) ![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 The Rocks 9.2/10 Wonderful (2434) "The staff were very polite, the room and housekeeping were superb!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $256 CA $282 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sydney-Hotels-Shangri-La-Sydney.h11974.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/108000000/107610000/107605600/107605562/e1e2c906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107610000/107605600/107605562/c1c53eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107610000/107605600/107605562/bbdee3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107610000/107605600/107605562/063b5ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KozyGuru | Harris Park | Charming 1R Two-story Apt Harris Park CA $138 CA $243 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Sydney-Hotels-KozyGuru-Harris-Park-Charming-1R-Two-Story-Apt.h107605562.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) ![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) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/690b6da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradox Sydney Sydney Central Business District 9.4/10 Exceptional (1679) "Everything was great. Had another enjoyable stay. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Matthias CA $243 CA $267 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/690000/688700/688688/b8024692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/690000/688700/688688/38dc96d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/688700/688688/22eb072c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/690000/688700/688688/70e8144c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### APX Parramatta Rosehill 7.4/10 Good (1006) "Clean rooms, easy checkout " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Andy CA $127 CA $140 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Sydney-Hotels-APX-Parramatta.h688688.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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/accec63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sydney Opera Studio Club Suite | Living area](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/5d7188c0.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) ### Four Seasons Hotel Sydney Sydney Central Business District 9.6/10 Exceptional (2031) "The room was excellent and all staff were very friendly and helpful. We thoroughly enjoyed our stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marlene CA $332 CA $365 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sydney-Hotels-Four-Seasons-Hotel-Sydney.h2220.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 Sydney Central Business District 9.2/10 Wonderful (1010) "Great service and facilities. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) John Al CA $267 CA $294 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sydney-Hotels-InterContinental-Sydney.h9035.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/48c7e4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/73f3193c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Suite City Terrace](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/c7658996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14000/13927/6a0d96a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Sydney Millers Point 9.8/10 Exceptional (999) "Excellent hotel; great staff and service" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Steve CA $292 CA $321 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sydney-Hotels-The-Langham.h13927.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=2025-12-18&endDate=2025-12-19®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 | | -------------- | -------------- | ---------- | ---------- | | June | November | CA $221 | CA $194 | | Month | Price | | --------- | ------- | | January | CA $194 | | February | CA $239 | | March | CA $210 | | April | CA $165 | | May | CA $167 | | June | CA $156 | | July | CA $160 | | August | CA $215 | | September | CA $172 | | October | CA $224 | | November | CA $250 | | December | CA $221 | 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 ![Four Seasons Hotel Sydney](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/a7811611_y.jpg) ### Four Seasons Hotel Sydney 10/10 Excellent "Classic option, close to everything. " [](https://expedia.ca/Sydney-Hotels-Four-Seasons-Hotel-Sydney.h2220.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 "Lovely staff. Room was a good size. Bed was comfortable however the bathroom shower and bath was a little dated. Overall would stay again. Great location " [](https://expedia.ca/Sydney-Hotels-The-Sydney-Boulevard-Hotel.h22271.Hotel-Information) ![Rydges Sydney Airport Hotel](https://images.trvl-media.com/lodging/6000000/5940000/5932400/5932305/8445b6c0_y.jpg) ### Rydges Sydney Airport Hotel 10/10 Excellent "Very nice and a convenient place to stay with an early start the next day. " [](https://expedia.ca/Sydney-Hotels-Rydges-Sydney-Airport-Hotel.h5932305.Hotel-Information) ![The Fullerton Hotel Sydney](https://images.trvl-media.com/lodging/1000000/290000/284400/284308/ee995c38_y.jpg) ### The Fullerton Hotel Sydney 10/10 Excellent "Everything was beautiful. Spotless and spacious. The bed was so comfortable and amenities amazing. The Christmas decorations awesome and staff so helpful Wonderful stay " [](https://expedia.ca/Sydney-Hotels-The-Fullerton-Hotel-Sydney.h284308.Hotel-Information) ![Shangri-La Sydney](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/4d64faa5_y.jpg) ### Shangri-La Sydney 10/10 Excellent "The staff were very polite, the room and housekeeping were superb!" [](https://expedia.ca/Sydney-Hotels-Shangri-La-Sydney.h11974.Hotel-Information) ![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 "Check-in and concierge services were very friendly and helpful. We really liked the hotel and the suite. The only issue we encountered was the very inconsistent information regarding a late check-out. The day before our departure, we were told to ask again in the evening because the daily rate was not yet known. In the evening, we were then told that the hotel was fully booked and that we could only check out at 12 pm instead of 11 am. On the day of departure, we were once again informed that a late check-out was not possible. It was only when we spoke to a more experienced staff member that we learned a late check-out was in fact available for an extra charge. We happily paid this fee and were able to check out at 3 pm. This was very important for us as we were travelling with two small children and our flight to Europe was not scheduled until 10 pm. ⸻ " [](https://expedia.ca/Sydney-Hotels-The-Star-Grand-Hotel-And-Residences-Sydney.h84247.Hotel-Information) ![Paradox Sydney](https://images.trvl-media.com/lodging/1000000/570000/564600/564600/05890585_y.jpg) ### Paradox Sydney 10/10 Excellent "Lovely stay, staff are very friendly. The room was very nice. Great shower. Nice welcome of fruit and sparkling water. Quiet location very close to circular quay. Very comfy bed. " [](https://expedia.ca/Sydney-Hotels-Paradox-Sydney.h564600.Hotel-Information) ![Hyatt Regency Sydney](https://images.trvl-media.com/lodging/1000000/20000/15900/15886/d068b4c6_y.jpg) ### Hyatt Regency Sydney 10/10 Excellent "Cannot fault this stay from arrival to departure. All staff were of the highest standard in efficiency & friendliness, leaving us with nothing but great memories." [](https://expedia.ca/Sydney-Hotels-Hyatt-Regency-Sydney.h15886.Hotel-Information) ![PARKROYAL Darling Harbour, Sydney](https://images.trvl-media.com/lodging/1000000/30000/22600/22576/b81e7d4e_y.jpg) ### PARKROYAL Darling Harbour, Sydney 10/10 Excellent "." [](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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