Oakwood Holidays

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Where to stay in Oakwood

Find the best Oakwood areas and neighborhoods for the activities you enjoy most. Learn more about Oakwood
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

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.

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

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.

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

Oakland is known for its ample dining options, and you can make a stop by Petersen Events Center and Carnegie Museum of Natural History while in the area.

A street with a Starbucks and a plaza with colorful steps.

Strip District

Strip District is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to The Terminal or Senator John Heinz Regional History Centre.

A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

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.

Top hotels in Oakwood

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
€126
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very good! (3,855 reviews)
"Location is good"

Reviewed on 13 Oct 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
€130
8 Nov - 9 Nov
includes taxes & fees
9.4/10 Exceptional! (2,436 reviews)
"Lovely size room and view!"

Reviewed on 13 Oct 2026

The Landing Hotel at Rivers Casino
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
€103
8 Nov - 9 Nov
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
See all 1,993 properties in Oakwood
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.

Things to do

Picture 3 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

€26
per adult
86% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

€12
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Bike and Brewery Tour

Pittsburgh: Bike and Brewery Tour

€88
per adult
Pittsburgh: Bike and Brewery Tour
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.