North Oakland Vacations from $508

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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.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

$508
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Pittsburgh (PIT)
6.6/10 (1,002 reviews)
Stay Pittsburgh

Stay Pittsburgh

Downtown Pittsburgh
$887
per person
Nov 25 - Nov 28
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
8/10 Very Good! (325 reviews)
Apartment was on a very busy street next to a 24 hr store and had a lot of people just standing around on the corner all day and night. Not the safest spot after dark. You could hear everything on the street all night, so hard to fall asleep. Building and hall smelled like weed but the apartment was fine. I texted the number that gave me the code and they said they would check the floor, address the issue and keep me posted. Never heard back from them. No thrills but didn’t expect any given the cost. Parking was supposed to be $25/day with in and out privileges in the assigned parking lot but there was never an attendant there so no in and out and charged $30/day.

Reviewed on Sep 20, 2026

Oakmont Inn

Oakmont Inn

Plum
$723
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
10/10 Exceptional! (38 reviews)
From the minute we arrived to the minute we checked out, an amazing stay, very clean, beds comfortable, convenient location. Great space downstairs for family, gym, and breakfast each morning was wonderful. Will stay here again and recommend to friends and family

Reviewed on Jul 5, 2026

Villagio Boutique Hotel

Villagio Boutique Hotel

North Side
$667
per person
Oct 31 - Nov 3
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9.4/10 Exceptional! (150 reviews)
The room was clean and comfortable aside from being super charming. The neighborhood is amazing and the food at the restaurant is fabulous!

Reviewed on Sep 20, 2026

Traveler's Rest Hotel

Traveler's Rest Hotel

South Side Flats
$645
per person
Oct 31 - Nov 3
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9.6/10 Exceptional! (118 reviews)
Very clean, owners were very nice and friendly, great place to stay, especially if you are going to watch the Steelers!

Reviewed on Sep 18, 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
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

2 out of top 10 points of interest in this area

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
A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

North Shore

2 out of top 10 points of interest in this area

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 hotels in North Shore
The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

Oakland

1 out of top 10 points of interest in this area

Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation.

Find hotels in Oakland
A street with a Starbucks and a plaza with colorful steps.

Strip District

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 hotels in Strip District
A courtyard with a fountain, brick walls, and trees.

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 hotels in Shadyside

North Oakland Hotel Deals

Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$155 nightly
$177 total
Oct 7 - Oct 8
Total with taxes and fees
Courtyard by Marriott Pittsburgh University Center
The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

5130 Bigelow Boulevard Pittsburgh PA
Fully refundableReserve now, pay when you stay
$251 nightly
$286 total
Oct 22 - Oct 23
Total with taxes and fees
The Oaklander Hotel, Autograph Collection
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (3,820 reviews)
"Good location, fair service at checkin and no line, elevators were not too crowded and fast, decent gym, nice pool with a little jacuzzi next to it. Problem was housekeeping slamming on the doors at 9 Saturday morning. And we were there two days hoping to get a refresh on towels and coffee but no ..."

Reviewed on Sep 22, 2026

Wyndham Grand Pittsburgh Downtown
See all 2,031 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.
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Stay near popular North Oakland attractions

A museum interior with dinosaur skeletons, glass display cases, and a mural of a prehistoric landscape.

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.
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A staircase with a colorful wall on one side and a glass building on the other.

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.
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A historic church with Gothic architecture, surrounded by autumn foliage and a city street.

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.
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A large neoclassical building with columns and a statue in front.

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 during your trip to Pittsburgh. Attend a sporting event or visit the shops in this family-friendly area.
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A historic building with a tall tower, surrounded by lush green trees and a well-maintained lawn.

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.
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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.
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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.
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Schenly High School

Walk around the campus at Schenly High School during your stay in Pittsburgh. While in this family-friendly area, you can savor the top-notch restaurants.
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Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

$33
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
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.