Title: Book the Best Oakland LUXURY Hotels - Upscale Hotels in Oakland, Pittsburgh | Expedia.ca [Vacation Rentals in Pittsburgh](https://expedia.ca/Pittsburgh-Vacation-Rentals.d601717.Travel-Guide-VacationRentals)[Flights to Pittsburgh](https://expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d183908.Car-Rental-Guide)[Oakland Vacations](https://expedia.ca/Oakland.d183908.Destination-Travel-Guides) ![Oakland showing an administrative buidling, heritage architecture and signage](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.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 Oakland Luxury Hotels Tonight [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-01-25&endDate=2026-01-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-01-26&endDate=2026-01-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Oakland luxury hotels ![Property amenity](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/52d04c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/w4000h2665x0y2-dfe4b7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/e7c8e126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/de84628f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaklander Hotel, Autograph Collection [](https://www.expedia.ca/Pittsburgh-Hotels-The-Oaklander-Hotel.h28852483.Hotel-Information) Oakland 9.2/10 Wonderful (739 reviews) "Very clean, convenient, upscale, and great restaurant. Enjoyed free drink coupons on arrival!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $267 CA $304 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Oaklander-Hotel.h28852483.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/9077df2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/4219e71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/4e887670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton [](https://www.expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) Downtown Pittsburgh 8.4/10 Very good (1,425 reviews) "Very nice stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor CA $137 CA $159 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1172/a953fc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1172/6790627c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/10000/1200/1172/bbaf602f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/1200/1172/e40acafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Pittsburgh - Cranberry [](https://www.expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Pittsburgh-Cranberry.h1172.Hotel-Information) Mars 8.8/10 Excellent (931 reviews) "Breakfast was delicious and the entire stay was great! The kids especially loved the indoor pool! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $163 CA $186 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Pittsburgh-Cranberry.h1172.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/db978dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/3366bc5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/fe38520a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/85ab8b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EVEN Hotel Pittsburgh Downtown by IHG [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown-By-IHG.h23356627.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (1,160 reviews) "Great location for our needs , Staff was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $145 CA $166 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown-By-IHG.h23356627.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/2df82a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/ee73444e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/0cd59c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/06c4157d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansions on Fifth Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) Shadyside 8.8/10 Excellent (1,001 reviews) "Beautiful place. Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ryan CA $166 CA $190 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/34474f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/w2227h2817x0y3-6caf03aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/59c89368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni William Penn Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) Downtown Pittsburgh 9.2/10 Wonderful (1,933 reviews) "Great historical hotel. Charme and wonderful location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $218 CA $249 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48550000/48542000/48541998/0c678c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/49000000/48550000/48542000/48541998/0cd27468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/49000000/48550000/48542000/48541998/ce964f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48550000/48542000/48541998/0768413f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Industrialist Hotel, Pittsburgh, Autograph Collection [](https://www.expedia.ca/Pittsburgh-Hotels-The-Industrialist-Hotel.h48541998.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (340 reviews) "Love this hotel - stay here when I’m in the burgh. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johanna CA $192 CA $219 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Industrialist-Hotel.h48541998.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/71b0667d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/ca6dbd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/ef390f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/28315276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Hotel Monaco Pittsburgh by IHG [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) Downtown Pittsburgh 9.4/10 Exceptional (1,290 reviews) "Staff was super friendly. Loved the free cocktails and the rooms are fun!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill CA $245 CA $280 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/a3d9d02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/bea283f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/65ee55fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Pittsburgh, a Marriott Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.Hotel-Information) Downtown Pittsburgh 8.6/10 Excellent (1,001 reviews) "Very great bar!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mikaylah Renae CA $245 CA $280 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/a60c09ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/a36eaa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/1a9bf6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/c893171e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villagio Boutique Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-The-Parador-Inn.h36047368.Hotel-Information) North Side 9.6/10 Exceptional (81 reviews) "Great place. Wish i was there for more then 1 night. The room was huge & clean. Had a working fireplace & a bar on thr 1st floor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amylynn CA $157 CA $180 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Parador-Inn.h36047368.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=2026-02-08&endDate=2026-02-09®ionId=183908&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Oakland Hotel Reviews ![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg) ### La Quinta Inn by Wyndham Pittsburgh Airport 10/10 Excellent "Nice clean room and very courteous staff. Perfect stay for early flight out!" [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 10/10 Excellent "Great " [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Hyatt Regency Pittsburgh International Airport](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/1caa2404_y.jpg) ### Hyatt Regency Pittsburgh International Airport 10/10 Excellent "The front desk staff was very helpful. They explained the shuttle service very clearly. The hotel is very clean and comfortable. We had a nice dinner on sight which was very convenient." [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "The people, staff and location!! This is our second stay here and will always recommend it!" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "The room was clean, the breakfast was good, location was great, valet parking was convent but I was honked at by an employee while trying to load my car and children to leave. The valet is a bit pricy too. " [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "The room was perfect, spacious and clean with full size bottles of shampoo, conditioner and body wash. Room was cleaned while we were out and the hot chocolate chip cookies were the best touch. Hot tub at the end of the day was amazing. The staff, especially Malaysia at the front desk was awesome. Breakfast was a bit disappointing, but not terrible a little pricey though. You do need a rental car here though, nothing is in walking distance but we found driving in Pittsburgh fairly easy. We liked the location to the Penguins Arena and to many of the sites!! Would definitely recommend and will stay there again!!" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![Hyatt House Pittsburgh/Bloomfield/Shadyside](https://images.trvl-media.com/lodging/10000000/9710000/9708000/9707925/f987c707_y.jpg) ### Hyatt House Pittsburgh/Bloomfield/Shadyside 10/10 Excellent "The room had everything I needed and was perfect for my son with disabilities. The bathroom was clean and I appreciated the handicapped support bars. I wished there were more and heavier blankets for us. We were cold at night. " [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.Hotel-Information) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "We liked the historic, comfortable hotel. The location was great, with many things we wanted to see within walking distance. The staff was professional and courteous. The hotel amenities were terrific. " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Pittsburgh Marriott City Center](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4_y.jpg) ### Pittsburgh Marriott City Center 10/10 Excellent "The staff member who checked me in was so sweet and helpful! " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Oakland? ### What's the best luxury accommodation in Oakland? ### What's there to see and do in Oakland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Acrisure Stadium ](https://www.expedia.ca/Acrisure-Stadium-Hotels.0-l6058087-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bloomfield ](https://www.expedia.ca/Bloomfield-Pittsburgh-Hotels-Cheap-Hotels.0-n6346456-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Bloomfield ](https://www.expedia.ca/Bloomfield-Pittsburgh-Hotels-Hotels-With-Kitchenettes.0-n6346456-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bloomfield ](https://www.expedia.ca/Bloomfield-Pittsburgh-Hotels-Luxury-Hotel.0-n6346456-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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