North Oakland Vacations from $599

Book a Hotel + Flight or Car together to unlock savings

Photo by Vanessa Guerrero

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your North Oakland Vacation

From its bars and pubs to its culture and dining, there are tons of tempting reasons to book a vacation package to North Oakland. When you need to get away, this trendy neighborhood has a space just for you. Wondering where to go during your trip to North Oakland? Nearby attractions such as University of Pittsburgh, PNC Park and Carnegie Mellon University are good places to begin. Stop daydreaming and start doing. When it's time to book your ideal vacation to North Oakland, Expedia will help get you there.

The Latest North Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
Central Oakland
Price was $789, price is now $599 per person
$599
per person
Jul 23 - Jul 27
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Everything was amazing at the property. Very professional and friendly. The Valet parking is actually super nice, I’ve never experienced that before. Room was spacious and bed was very comfortable.

Reviewed on Apr 28, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,440, price is now $977 per person
$977
per person
Jul 23 - Jul 27
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,002 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.

Reviewed on Apr 10, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $1,283, price is now $879 per person
$879
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (269 reviews)
Ideal spot for an event in the city! Great location, great place to stay! I will be back!

Reviewed on Apr 25, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $979, price is now $699 per person
$699
per person
Jul 23 - Jul 27
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (1,061 reviews)
Clean room, nice staff, really nice property

Reviewed on Apr 25, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was $1,262, price is now $934 per person
$934
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (92 reviews)
Pros: cRoom was clean and nice size. Kitchen had everything we have it at home except for food. Bed was very comfortable. Staff and valet were very helpful. We arrived to town early and were checked in at 1pm which was nice, because we wanted to walk to the NFL draft. Cons: one side of the hotel is next to train tracks, Friday night we counted four trains and could hear the trains loud and clear. We counted 4 trains pass by our room between 11 PM and 3:30 AM, so we didn’t sleep most of the night. The hotel has virtually no amenities, no restaurant, and no free breakfast.

Reviewed on Apr 26, 2026

Where to stay in North Oakland

Find the best North Oakland areas and neighborhoods for the activities you enjoy most. Learn more about North Oakland
Downtown Pittsburgh

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(2,278 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 hotels in Downtown Pittsburgh

North Oakland Hotel Deals

Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue Pittsburgh PA
$130 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (698 reviews)
Very nice room Comfortable bed

Reviewed on Apr 28, 2026

Courtyard by Marriott Pittsburgh University Center
The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

4.5 out of 5
5130 Bigelow Boulevard Pittsburgh PA
$251 nightly
The price is $286 total per night from May 17 to May 18
$286 total
May 17 - May 18
Total with taxes and fees
9.2/10 Wonderful! (770 reviews)
Clean room. Helpful staff. Nice Bar. Convenient location for CMU and Pitt.

Reviewed on Apr 22, 2026

The Oaklander Hotel, Autograph Collection
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $217 total per night from May 21 to May 22
$217 total
May 21 - May 22
Total with taxes and fees
8.2/10 Very Good! (3,506 reviews)
Mattress stains and no mat

Reviewed on Apr 27, 2026

Wyndham Grand Pittsburgh Downtown
See all 2,055 properties in North Oakland
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in North Oakland

Carnegie Museum of Natural History

Carnegie Museum of Natural History

4.5/5(50 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 Natural History
Allegheny County Soldiers memorial; Shutterstock ID 10100599

Soldiers and Sailors Memorial Hall and Museum

You can spend an afternoon browsing the exhibits at Soldiers and Sailors Memorial Hall and Museum during your trip to Pittsburgh. Attend a sporting event or visit the shops in this vibrant area.

Soldiers and Sailors Memorial Hall and Museum
Carnegie Museum of Art

Carnegie Museum of Art

5/5(4 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.

Carnegie Museum of Art

Things to do

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$71
per adult
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Pirates Home Game Ticket at PNC Park

Pittsburgh Pirates Home Game Ticket at PNC Park

$36
per adult
Pittsburgh Pirates Home Game Ticket at PNC Park
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.