Squirrel Hill South Holidays

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Your Squirrel Hill South Holiday

If you're wanting a leafy break, our Squirrel Hill South holiday packages are the answer. Whether you're seeking cycling, golfing or dining, this neighbourhood has a bit of something for every visitor. Some leading nearby attractions to see during your trip to Squirrel Hill South include University of Pittsburgh, Carnegie Mellon University and The Waterfront. No matter what your ideal Squirrel Hill South holiday may look like, you can make it a reality with Expedia.

Where to stay in Squirrel Hill South

Find the best Squirrel Hill South areas and neighborhoods for the activities you enjoy most. Learn more about Squirrel Hill South
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 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.

Top hotels in Squirrel Hill South

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
£107
22 Oct - 23 Oct
includes taxes & fees
8.4/10 Very good! (3,808 reviews)
"My wife left two articles of clothing in the closet of our room. We contacted the hotel, completed their lost items report and waited for a response. Still no official response from the head of housekeeping two weeks later. I have left two messages, spoke to an assistant, who said we’d be called, ..."

Reviewed on 30 Sept 2026

Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA
£131
16 Oct - 17 Oct
includes taxes & fees
8.2/10 Very good! (1,335 reviews)
"All the staff was helpful and friendly. We enjoyed our stay and will be returning again!"

Reviewed on 30 Sept 2026

Pittsburgh Marriott City Center
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
£115
26 Oct - 27 Oct
includes taxes & fees
9.4/10 Exceptional! (2,380 reviews)
"Awesome place to stay!"

Reviewed on 30 Sept 2026

The Landing Hotel at Rivers Casino
See all 2,001 properties in Squirrel Hill South
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 South travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Squirrel Hill South from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Squirrel Hill South travel package?
Plans can change without warning, so yes. You may be able to cancel or amend your Squirrel Hill South travel package for free within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your hotel, car rental company or airline may charge additional fees. Need more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Squirrel Hill South?
Imagine all the fun things you could do in Squirrel Hill South with a pile of extra cash in your wallet. Watch your savings stack up when you combine your flights and hotel into a Squirrel Hill South travel package. You have loads of choice when you book your trip with Expedia too. In fact, you can select from over 550 air carriers and 1,000,000 properties worldwide. Whether you're holidaying with the family or travelling on your own, organising a trip to Squirrel Hill South is better with a package.
Does Expedia offer Book Now, Pay Later Squirrel Hill South holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your bank balance. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Take a look at these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you'd like to pay for your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this option. Just put down a small deposit on your booking and then start packing your suitcase.
Where should I stay in Squirrel Hill South?
Urban adventurers come from near and far to see Acrisure Stadium and University of Pittsburgh in Squirrel Hill South. Book a hotel within a stone's throw of these awesome attractions and visit them at your leisure.
What are the top hotels in Squirrel Hill South?
Lock in a room at Hyatt Regency Pittsburgh International Airport. It's one of the neighbourhood's most sought-after hotels. Another well-known option in Squirrel Hill South is Doubletree by Hilton Pittsburgh Greentree.
How far in advance should I book my Squirrel Hill South holiday?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't stress. Budget prices occasionally appear within a few weeks of departure dates.
What does an Expedia Squirrel Hill South travel package include?
It all comes down to what type of trip you're contemplating. Squirrel Hill South holiday deals can include flights, car rentals and hotels. You can mix and match to find the package that fits your needs. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Squirrel Hill South travel package?
When you book your hotels, flights and car rentals together, you'll pick up awesome discounts. Whether you're organising an outdoor getaway in a chalet or prefer to stay in a ritzy city hotel, Expedia can help make it happen.
Can I choose my airline with a Squirrel Hill South Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the freedom to pick from available flights, hotels and activities that fit your needs.

Stay near popular Squirrel Hill South attractions

A family walking in a park with a city skyline in the background.

Schenley Park

Unwind with a walk along a wooded trail, or play a game of tennis or disc golf, in one of Pittsburgh’s largest and most popular parks.
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A wooden wall with a quote by Louise Kilmer.
Photo by Thomas Raia

Frick Park

Explore the great outdoors at Frick Park, a lovely green space in Pittsburgh. Attend a sporting event or visit the shops in this vibrant area.
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Manor Theatre

6.0/10 (1 review)
You can enjoy a show at Manor Theatre during your stay in Pittsburgh. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
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Things to do

Picture 4 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

£22
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

£10
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

£24
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
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. Flight-inclusive packages are ATOL protected.