Title: Oakland Vacation Packages & Trips 2025 from CA $842 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Pittsburgh-Hotels.0-n183908-0.Travel-Guide-Filter-Hotels)[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) ![](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oakland Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Oakland Price found within the past 48 hours. Click for updated prices. ![TRYP by Wyndham Pittsburgh/Lawrenceville](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/dde48ad1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### TRYP by Wyndham Pittsburgh/Lawrenceville Lawrenceville CA $940 per person Dec 29 - Jan 2 found 19 hours ago Roundtrip flight included Québec (YQB) to Pittsburgh (PIT) 8.6/10 Excellent! (930 reviews) Wish the breakfast cafe was open a little earlier Reviewed on Oct 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YQB&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=33229225&paandie=true&dealMarker=lY1dBf51gHYl6RD2xyG_RTBC0uWWyhPrJUIKp26_uCNIznjGPVyoeQHpLOTZcCJQ) ![Stay Pittsburgh](https://images.trvl-media.com/lodging/78000000/77870000/77861900/77861820/7b586e0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stay Pittsburgh Downtown Pittsburgh CA $1,108 per person Dec 29 - Jan 2 found 19 hours ago Roundtrip flight included Québec (YQB) to Pittsburgh (PIT) 7.8/10 Good! (179 reviews) i think you should specified the entrance it's on blvd of the allies and not on smithfield ! that's my only note. other than that the place is pretty nice , beautifully maintained and organized. thank you! I would definitely recommend~! Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YQB&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=77861820&paandie=true&dealMarker=lY1dBf51gHYl6RD2xyG_RQZjU6ZkjqLjs2RNnMHJo5BLN60oveb0DV2hdrX4HeAM) ![Fairmont Pittsburgh](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/801aa0d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Pittsburgh Downtown Pittsburgh CA $1,304 per person Dec 29 - Jan 2 found 19 hours ago Roundtrip flight included Québec (YQB) to Pittsburgh (PIT) 8.8/10 Excellent! (1,003 reviews) BR was nice, room could use updating, remove carpet. Rooms are tired looking Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YQB&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3056317&paandie=true&dealMarker=8znkno0VW5bIPUjDQozvB272yGXnmmjq9K6yDgAPdgG8MMhVH1Tk0V2Kw8u03-Fv) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton Downtown Pittsburgh CA $1,034 per person Dec 29 - Jan 2 found 19 hours ago Roundtrip flight included Québec (YQB) to Pittsburgh (PIT) 8.4/10 Very Good! (1,360 reviews) Great hotel, bathroom is a bit spartan. Now Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YQB&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17900777&paandie=true&dealMarker=lY1dBf51gHYl6RD2xyG_RQZjU6ZkjqLjs2RNnMHJo5B6QyDPR_4MzLE5U7FyDsZ2) ![Kimpton Hotel Monaco Pittsburgh by IHG](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Hotel Monaco Pittsburgh by IHG Downtown Pittsburgh CA $1,196 per person Dec 29 - Jan 2 found 19 hours ago Roundtrip flight included Québec (YQB) to Pittsburgh (PIT) 9.4/10 Exceptional! (1,231 reviews) Great boutique hotel. Very clean and stylish Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YQB&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8645076&paandie=true&dealMarker=8znkno0VW5bIPUjDQozvB272yGXnmmjq9K6yDgAPdgHT_PMTK_djzNhcG-VRWiSO) ## Where to stay in Oakland Find the best Oakland areas and neighborhoods for the activities you enjoy most. [Learn more about Oakland](https://expedia.ca/Pittsburgh-Oakland.dx183908) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473877-Downtown-Pittsburgh.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Pittsburgh 2 out of top 10 points of interest in this area 4.5/5(187 area reviews) Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks. [Find hotel + flight trips in Downtown Pittsburgh](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Pittsburgh&DestID=6057662&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473955-North-Shore-Pittsburgh.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Shore 2 out of top 10 points of interest in this area 4.5/5(30 area reviews) Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations. [Find hotel + flight trips in North Shore](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Shore&DestID=553248633938969308&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Southwest Pennsylvania](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94063-The-Andy-Warhol-Museum.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Side 1 out of top 10 points of interest in this area If you're spending time in North Side, check out sights like PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station. [Find hotel + flight trips in North Side](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Side&DestID=891415173200363520&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Shadyside Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible. [Find hotel + flight trips in Shadyside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Shadyside&DestID=6156339&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Senator John Heinz History Center which includes signage and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/41000/41929-Senator-John-Heinz-History-Center.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Strip District 4/5(1 area review) Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months. [Find hotel + flight trips in Strip District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Strip%20District&DestID=6343592&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Oakland Hotel Deals ![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Pittsburgh University Center 100 Lytton Avenue, Pittsburgh, PA Fully refundableReserve now, pay when you stay CA $195 CA $222 total Oct 19 - Oct 20 includes taxes & fees 8.8/10 Excellent! (461 reviews) "Great stay. Thank you!" Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=3215&PinnedHotelID=3215&HadPinnedHotel=true®ionId=183908) ![Hotel Indigo Pittsburgh University-Oakland by IHG](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/ad7a3ef2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Indigo Pittsburgh University-Oakland by IHG 329 Technology Drive, Pittsburgh, PA Fully refundable CA $157 CA $178 total Nov 3 - Nov 4 includes taxes & fees 8.6/10 Excellent! (1,003 reviews) "The room is very up-to-date and very comfortable. There is plenty of space, too." Reviewed on Oct 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=19901526&PinnedHotelID=19901526&HadPinnedHotel=true®ionId=183908) ![Residence Inn Pittsburgh Oakland/University Place](https://images.trvl-media.com/lodging/19000000/18280000/18278000/18277916/522fe8f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Residence Inn Pittsburgh Oakland/University Place 3341 Forbes Ave, Pittsburgh, PA Fully refundableReserve now, pay when you stay CA $189 CA $216 total Oct 19 - Oct 20 includes taxes & fees 9/10 Wonderful! (888 reviews) "Everything was great" Reviewed on Oct 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=18277916&PinnedHotelID=18277916&HadPinnedHotel=true®ionId=183908) [See all 1,791 properties in Oakland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=183908) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does an Oakland vacation package cost? > Starting from as low as CA $940, a vacation package is your passport to cheaper travel. Custom make your Oakland getaway by selecting from our great range of airfares, hotels and rental cars. ### How do I get a cheap travel package to Oakland? > One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Choose the combination that suits you and watch your savings stack up. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties throughout the world, which lets you customize your Oakland getaway. ### Where should I stay in Oakland? > Visitors come from far and wide to see Acrisure Stadium and PNC Park in Oakland. Stay close to these awesome attractions and visit them at your leisure. ### What are the top hotels in Oakland? > Get your trip off to an excellent start by booking a stay at [Industrial Loft 3 Min To Hillman Cancer Center](https://www.expedia.ca/Pittsburgh-Hotels-3E-Renovated-3-Min-To-Hillman-Cancer-Center-Sleeps-6.h66491928.Hotel-Information). It's one of most sought-after hotels in Oakland. Another option is [New Huge Spacious 3 Bedroom In Oakland That Over 3000+ Sq Ft](https://www.expedia.ca/Pittsburgh-Hotels-3E-New-Huge-Spacious-3-Bedroom-In-Oakland-That-Sleeps-12-Over-3000-Sq-Ft.h66595340.Hotel-Information). ### How far in advance should I book my Oakland vacation? > To bag rock-bottom prices, book ASAP. Airlines usually advertise flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Oakland, there are always plenty of great bargains to be had on Expedia. Book your escape today! ### What does an Expedia Oakland travel package include? > It all depends on what sort of trip you have in the works. Oakland travel deals can include car rentals, hotels and flights. You can mix and match to find the package that works for you! You can also add on activities and experiences after you've booked to pick up even bigger discounts. ### What should I know before booking an Oakland travel package? > An Expedia travel package can be customized for your circumstances and is a great way to stretch your hard-earned dollars. What you include is totally up to you. Rental cars, hotels and flights — decide on a combination that suits your plans. ### Can I choose my airline with an Oakland Expedia vacation package? > With a vacation package, the choice is in your hands. Whether you want to fly to Oakland in coach or first class, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world. ### If I'm not able to travel, can I cancel my Oakland vacation package? > Your situation can change in a flash, so yes, you can. You may be able to cancel and rebook your Oakland vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may impose a fee. Looking for more information? Visit our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105). We're here to help make sure your getaway goes off without a hitch. ### Discover the most popular places to visit in Oakland ![University of Pittsburgh](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473449-Pittsburgh.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Pittsburgh 4.5/5(36 reviews) Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area. [](https://expedia.ca/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) ![Carnegie Museum of Natural History featuring views and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/41000/41848-Carnegie-Museum-Of-Natural-History.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carnegie Museum of Natural History 4.5/5(2 reviews) From rare jaguars to geological marvels and ancient fossils, you’ll find it all at this Pittsburgh institution, one of the country’s largest natural history museums. [](https://expedia.ca/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction) ![Carnegie Museum of Art which includes interior views, a statue or sculpture and art](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/41000/41910-Carnegie-Museum-Of-Art.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carnegie Museum of Art If you like your art with a modern twist, you’re in for a treat at this exceptional museum, which also features impressive furniture and architecture galleries. [](https://expedia.ca/Carnegie-Museum-Of-Art-Oakland.d6078685.Vacation-Attraction) ### Things to do ![Step into the shadows and discover the haunting tales of our city's past. ](https://mediaim.expedia.com/localexpert/48610757/dce2ec3b-6f3a-453d-9a0b-82e94abaaca3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Echoes from the Iron Forge: Pittsburgh Phantoms Ghost Tour CA $36 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/echoes-from-the-iron-forge-pittsburgh-phantoms-ghost-tour.a48610757.activity-details) ![Pittsburgh: Golden Triangle Guided Walking Tour at Sunset](https://mediaim.expedia.com/localexpert/50202347/a815a13b-4a32-44ad-bb83-23d4932641f7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh: Golden Triangle Guided Walking Tour at Sunset CA $39 per adult [](https://expedia.ca/things-to-do/pittsburgh-golden-triangle-guided-walking-tour-at-sunset.a50202347.activity-details) ![Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl](https://mediaim.expedia.com/localexpert/697587/fb378b65-03b5-422b-84c6-ec829fe06b75.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl CA $18 per adult [](https://expedia.ca/things-to-do/pittsburgh-bar-hunt-party-through-pittsburgh-bar-crawl.a697587.activity-details) [See all activities in Pittsburgh](https://expedia.ca/things-to-do/search?rid=183908) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.