Squirrel Hill Holidays
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Where to stay in Squirrel Hill
Find the best Squirrel Hill areas and neighborhoods for the activities you enjoy most. Learn more about Squirrel Hill
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.
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.
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.
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.
Shadyside
Unique features of Shadyside include the restaurants and shopping. Make a stop by Walnut Street or Gallerie CHIZ while you're exploring the area.
Top hotels in Squirrel Hill
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
Rp2.702.075
Rp3.080.366 total
15 Sept - 16 Sept
includes taxes & fees
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
Rp3.698.014
Rp4.215.711 total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (2,044 reviews)
"We are a family of 4, came for one night for a concert in town. Decided to splurge and stay at the Omni. What a wonderful experience. Old world glamour. Well maintained. Excellent hospitality- including "free drink" at any of their bars. Free Wifi Very comfortable beds (though full size), great size ..."
Reviewed on 31 Aug 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
Rp1.711.975
Rp1.951.651 total
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,180 reviews)
"I booked a king room, got a double not happy i asked the front desk, they said Expedia said this is what i booked. But I seen on my itinerary that it was a king , I was too tired to argue."
Reviewed on 31 Aug 2026
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.
Frequently asked questions
How much does a Squirrel Hill holiday package cost?
Our Squirrel Hill holiday packages, which begin from just , are the easiest way to save big. Pick and choose your favourite flights, hotels and rental cars to create your perfect escape.
How do I get a cheap travel package to Squirrel Hill?
Browse and lock in everything in the one place with our Squirrel Hill holiday packages. We have incredible bargains on flights, hotels, tours and more that'll keep your credit card happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1,000,000 hotel options around the globe to select from, you'll have endless opportunities to mix and match as you want.
Where should I stay in Squirrel Hill?
Most who travel to Squirrel Hill include Acrisure Stadium and PNC Park on their to-do lists. Why not go for a hotel as close as possible to these great attractions?
What are the top hotels in Squirrel Hill?
If it's your first time staying in Squirrel Hill, make a reservation at The Mansion At Maple Heights or Pittsburgh Townhome ~ 5 Miles To Market Square. Both hotels offer friendly service and are favourites among many travellers.
How far in advance should I book my Squirrel Hill holiday?
Smart travellers will likely want to reserve their seats as early as possible. You can generally look up international fares on Expedia up to 12 months before your flight. If you're booking at the last minute, there's no need to worry. Budget prices occasionally become available just weeks before departure dates.
What does an Expedia Squirrel Hill travel package include?
That depends on you. You can select from a range of Squirrel Hill bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your dream Squirrel Hill escape looks like, you're sure to save!
What should I know before booking a Squirrel Hill travel package?
Discover deals that match your budget with an Expedia package. Flights, hotels, rental cars — we've got them all. You'll save loads just by combining your bookings. Whether you're taking off on a ski trip or sipping cocktails on a beach, your dream getaway is just clicks away.
Can I choose my airline with a Squirrel Hill Expedia holiday package?
Yes, so take your pick! We offer more than 550 partner airlines throughout the world, so you can design your Squirrel Hill adventure according to your budget and travel needs.
If I'm not able to travel, can I cancel my Squirrel Hill holiday package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Squirrel Hill holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may incur a fee from your airline, hotel or car rental company. For more information, browse our Customer Service Portal. We'll help you every step of the way.
Stay near popular Squirrel Hill attractions
Temple Sinai
Temple Sinai is just one of the places to see in Pittsburgh, so why not enjoy the other things to explore during your travels? Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.
Pittsburgh Center for the Arts
Enjoy an outing to Pittsburgh Center for the Arts during your stay in Pittsburgh. Stroll along the riverfront or attend a sporting event in this vibrant area.
Purnell Center for the Arts
Enjoy an outing to Purnell Center for the Arts during your stay in Pittsburgh. Make some time to visit the shops while you're in the area.
Hunt Institute for Botanical Documentation
You can spend an afternoon studying the exhibits at Hunt Institute for Botanical Documentation during your travels in Pittsburgh. Amble around this family-friendly area's riverfront or attend a sporting event.
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
Rp829.131
per adult
100% of travellers recommend
Downtown Pittsburgh Culture and History with Self-Guided Audio Tour
Rp185.558
per traveller
Black & Gold Pittsburgh History Tour for Sports Fans
Rp580.483
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.