Oakland Holidays from £1,123
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Your Oakland Holiday
From its cycling to its walking, there's tons to like about Oakland. Book a customized Oakland holiday package and get set to experience the wonders of this neighbourhood. Your trip to Oakland wouldn't be complete without stopping by popular attractions nearby such as PNC Park, Acrisure Stadium and University of Pittsburgh. Expedia will help put your travel plans into action. Book your perfect Oakland holiday today.
Price found within the past 48 hours. Click for updated prices.
Hyatt House Pittsburgh/Bloomfield/Shadyside
Bloomfield
£1,123
per person
25 Sept - 29 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Pittsburgh (PIT)
9/10 Wonderful! (1,012 reviews)
While the location is prime, the property itself is showing its age and the front desk staff are not fully engaged with the guest experience. For the price we paid, we expected cleaner common areas, more thoughtful communication, and daily housekeeping.
Reviewed on 11 Aug 2026
Stay Pittsburgh
Downtown Pittsburgh
£1,175
per person
25 Sept - 29 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Pittsburgh (PIT)
8/10 Very good! (314 reviews)
Some confusion on my end with paying the deposit, as I thought I was paying for my room a second time, but the host was quick to clear it up. Another pleasant stay at this clean and quiet property.
Reviewed on 9 Aug 2026
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Downtown Pittsburgh
2 out of top 10 points of interest in this area
Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Benedum Center might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.
North Shore
2 out of top 10 points of interest in this area
Visitors often come to North Shore for its stunning river views, but many stay to explore sights like PNC Park and Acrisure Stadium. Getting around the area on the metro is easy if you take a ride at North Side Station.
North Side
1 out of top 10 points of interest in this area
While you're in North Side, take in top sights like PNC Park or Acrisure Stadium, and hop on the metro to see more of the city at North Side Station or Allegheny Station.
Mount Washington
Spend some time visiting places like Ohio River Valley while getting to know Mount Washington, and be sure to check out the abundant dining options. You can hop aboard the metro at South Hills Junction Station or Palm Garden Station to see more of the area.
Shadyside
Unique features of Shadyside include the restaurants and shopping. Make a stop by Walnut Street or Gallerie CHIZ while you're exploring the area.
Top hotels in Oakland
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
£101
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (866 reviews)
"The manager and workers was amazing"
Reviewed on 11 Aug 2026
Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive Pittsburgh PA
Fully refundable
£96
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Did not really have an opportunity to do anything other than sleep in the hotel as we were in town for a funeral. I really enjoyed the layout of the lobby and my kiddo liked all of the metal works/steel works pieces throughout (she is a big history fan). Location was super convenient to where the ..."
Reviewed on 11 Aug 2026
Residence Inn Pittsburgh Oakland/University Place
3341 Forbes Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
£110
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Great place"
Reviewed on 11 Aug 2026
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.
Frequently asked questions
How much does an Oakland travel package cost?
From as little as £1,123, you can tailor your Oakland package the way you want. Simply combine hotels, flights and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Oakland travel package?
Yes, you can. We get that life doesn't always go to plan, so we're here to help if you need to make changes to your Oakland travel package. You may be able to change or cancel your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Oakland?
Booking an Oakland travel package with Expedia is one of the easiest ways to save. We offer more than 550 air carriers and 1,000,000 properties around the world. With such a broad range to choose from, you'll have no worries pulling together your dream holiday.
Does Expedia offer Book Now, Pay Later Oakland holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying small amounts each month sounds right for you, pick this option during the checkout process.
- Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
- Low deposit holidays: Pressing the "book now" button is much easier with this payment plan. Just put down a small deposit on your booking and then get on your way.
Where should I stay in Oakland?
A visit to Oakland isn't complete without stopping by Acrisure Stadium and University of Pittsburgh. Look for somewhere to stay close by so you can easily access these terrific tourist attractions.
What are the top hotels in Oakland?
Secure a room at Hyatt Regency Pittsburgh International Airport. It's one of this area's most sought-after properties. Another top-rated option in Oakland is Doubletree by Hilton Pittsburgh Greentree.
How far in advance should I book my Oakland holiday?
To land rock-bottom prices, book as early as you can. Airlines typically release flight tickets, along with some of the lowest fares, around 12 months ahead of time. Hotels, car rental and activities should also be booked well in advance to avoid disappointment. If you're in need of a last-minute getaway in Oakland, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Oakland travel package include?
Hotels, flights and rental cars — you'll find them all here. With Expedia, you can create your Oakland travel package your way. All you have to do is work out what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the bigger the savings!
What should I know before booking an Oakland travel package?
You can save big by combining your flights, hotels and rental cars. Once you've made your booking, you can add on sightseeing tours or experiences. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with an Oakland Expedia travel package?
Yes, you're in charge. We offer more than 550 partner airlines across the globe, so you can design your Oakland trip according to your budget and travel needs.
Stay near popular Oakland attractions
Carnegie Museum of Natural History
9.2/10 (58 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.
Carnegie Museum of Art
9.8/10 (7 reviews)
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.
Cathedral of Learning
9.6/10 (184 reviews)
Take an audio tour and admire the majestic Commons Room and Nationality Rooms in one of the world’s tallest Gothic buildings.
Soldiers and Sailors Memorial Hall and Museum
10.0/10 (1 review)
You can spend an afternoon browsing the exhibits at Soldiers and Sailors Memorial Hall and Museum in Pittsburgh. Attend a sporting event or visit the shops in this family-friendly area.
Heinz Memorial Chapel
Hosting about 1,000 events per year, this non-sectarian chapel welcomes all and frequently hosts weddings, lectures and concerts as well as religious services.
Petersen Events Center
10.0/10 (3 reviews)
Catch an event at Petersen Events Center during your trip to Pittsburgh. Amble around this vibrant area's riverfront or attend a sporting event.
Carnegie Library of Pittsburgh
8.6/10 (7 reviews)
Carnegie Library of Pittsburgh is just one of the places to see in Pittsburgh, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Pittsburgh Playhouse
You can get tickets for a performance at Pittsburgh Playhouse during your stay in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
£36
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
£22
per adult
90% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
£24
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.