Overbrook Vacations from $440
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The Latest Overbrook Vacation Packages
Where to stay in Overbrook
Downtown Pittsburgh
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.
North Shore
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.
Oakland
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.
North Side
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.
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.
Overbrook Hotel Deals
Wyndham Grand Pittsburgh Downtown
"Hotel was in a great location- the walking path to the stadium is right out the front doors across the street. We parked in the parking garage across the street because valet was backed up (we later learned folks waited 1.5 hrs and found out there was no more room). It was $40 overnight in the garage. ..."
Reviewed on Aug 30, 2026
Pittsburgh Marriott City Center
"The only complaint I have is that the toilet in our room would not flush the day we were checking out, so it may not have been a pretty sight for the housekeeper. For that very sorry. Other than that we enjoyed our stay. The beds were comfortable and clean. The room was perfect for us! The breakfast ..."
Reviewed on Aug 30, 2026
The Landing Hotel at Rivers Casino
"Why isn't the parking garage attached to the casino OR a walkway built to and from the hotel and parking garage? They try to force you to use a valet. We couldn't go through the casino because my daughter is 20 and only 21 years and over can go through the casino AND no luggage on the casino floor. ..."
Reviewed on Aug 30, 2026
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket
