Squirrel Hill Vacations from $483
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Squirrel Hill Vacation
Uncovering all that Squirrel Hill has to offer is a breeze when you book a Squirrel Hill vacation package. Noted for its gift and craft shops and more, this inviting neighborhood is calling your name. Not sure where to go during your trip to Squirrel Hill? Nearby attractions such as University of Pittsburgh, Carnegie Mellon University and Pittsburgh Zoo and PPG Aquarium are great places to start. Whatever your ideal Squirrel Hill vacation looks like, you can make it a reality with Expedia.
The Latest Squirrel Hill Vacation Packages
Where to stay in Squirrel Hill
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.
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.
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.
Squirrel Hill Hotel Deals
Wyndham Grand Pittsburgh Downtown
"I enjoyed my stay there as always."
Reviewed on Oct 10, 2026
The Landing Hotel at Rivers Casino
"Excellent stay. Breakfast had plenty of choices and was delicious."
Reviewed on Oct 9, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
Stay near popular Squirrel Hill attractions
Temple Sinai
Pittsburgh Center for the Arts
Hunt Institute for Botanical Documentation
Purnell Center for the Arts
Things to do
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
