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
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.

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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 Acrisure Stadium and PNC Park. Getting around the area on the metro is easy if you take a ride at North Side Station.

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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.

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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 Senator John Heinz Regional History Centre or Ohio River Valley.

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A courtyard with a fountain, brick walls, and trees.

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.

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Top hotels in Squirrel Hill

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$180
12 Oct - 13 Oct
includes taxes & fees
8.4/10 Very good! (3,776 reviews)
"Hotel is outdated. The AC doesn’t let you adjust it down low enough and our doors would jam. At one point I was locked in the room because the door was stuck on the jam. Wallpaper and carpet needs to be replaced."

Reviewed on 16 Sept, 2026

Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$208
20 Sept - 21 Sept
includes taxes & fees
Pittsburgh Marriott City Center
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
S$178
18 Oct - 19 Oct
includes taxes & fees
The Landing Hotel at Rivers Casino
See all 2,022 properties in Squirrel Hill
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.
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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.
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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.
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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.
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Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

S$37
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Happy hour cruiser

2 Hour Private Sightseeing Charter Boat Cruise

S$494
per traveller
2 Hour Private Sightseeing Charter Boat Cruise
Pittsburgh: Pasta Making Class With Local Chef

Pittsburgh: Pasta Making Class With Local Chef

S$95
per adult
Pittsburgh: Pasta Making Class With Local Chef
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.