Squirrel Hill South Vacation Packages

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Top Holiday Package Deals in Squirrel Hill South

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was CA $835, price is now CA $672 per person
CA $672
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,003 reviews)
They need to fix their key cards I don’t know how many times I had to go down to the lobby to get them to fix my keys and my friend’s keys who stayed in a different room. Other than that nice!

Reviewed on Apr 28, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,845, price is now CA $1,322 per person
CA $1,322
per person
Jul 26 - Aug 2
just found
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8/10 Very Good! (272 reviews)
Ideal spot for an event in the city! Great location, great place to stay! I will be back!

Reviewed on Apr 25, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $1,095, price is now CA $829 per person
CA $829
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very Good! (1,058 reviews)
Staff were very nice, as was the room. The onsite restaurant is good but might be better - but I’m not complaining.

Reviewed on May 3, 2026

Hampton Inn & Suites Pittsburgh-Downtown

Hampton Inn & Suites Pittsburgh-Downtown

2.5 out of 5
Downtown Pittsburgh
Price was CA $1,310, price is now CA $1,036 per person
CA $1,036
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,316 reviews)
Property was super clean, staff friendly, and parking private and easy to utilize.

Reviewed on May 2, 2026

Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
Central Oakland
Price was CA $1,038, price is now CA $829 per person
CA $829
per person
Jul 24 - Jul 27
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,001 reviews)
In the middle of Oakland, great for bringing students out or taking them home or for a quick stay.

Reviewed on May 1, 2026

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
Downtown Pittsburgh

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(190 area reviews)

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.

Find hotels in Downtown Pittsburgh

Squirrel Hill South Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $312 per night from May 8 to May 9
CA $312
CA $356 total
May 8 - May 9
includes taxes & fees
8.2/10 Very Good! (3,530 reviews)
The room was smaller but clean and adequate. Although the building is older, the property appeared maintained.

Reviewed on May 4, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $312 per night from May 31 to Jun 1
CA $312
CA $356 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (2,001 reviews)
Lotta great things planned for the marathon weekend!

Reviewed on May 3, 2026

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from May 10 to May 11
CA $162
CA $185 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,675 reviews)
Very comfortable stay

Reviewed on May 4, 2026

The Landing Hotel at Rivers Casino
See all 2,051 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Squirrel Hill South vacation package cost?
Our Squirrel Hill South packages, which begin from just CA $672, are an awesome way to save loads of cash. Handpick your favorite hotels, flights and rental car to create a customized getaway.
How do I get a cheap travel package to Squirrel Hill South?
Browse and book everything in one place with our Squirrel Hill South vacation packages. You'll find deals on hotels, flights and more that'll keep your pocketbook happy and your adventurous side busy. And, with more than 550 air carriers and 1,000,000 hotel options worldwide to select from, there are endless opportunities to mix and match however you please.
Where should I stay in Squirrel Hill South?
Most travelers who visit Squirrel Hill South put both Acrisure Stadium and PNC Park on their itineraries. Why not consider a hotel right near these top attractions?
What are the top hotels in Squirrel Hill South?
Get your vacation off to a flying start by staying at Lovely, Cozy Beacon Guest Suite With Portable Kitchen In Squirrel Hill. It's one of most sought-after hotels in Squirrel Hill South. Another cozy option is Lovely, Cozy Murray Guest Suite In Squirrel Hill.
How far in advance should I book my Squirrel Hill South vacation?
It depends on the air carrier, but you can usually browse through international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes score a cheaper flight only weeks before their intended journey.
What does an Expedia Squirrel Hill South travel package include?
It comes down to what kind of trip you have in mind. Squirrel Hill South vacation deals can include flights, car rentals and hotels. You can mix and match to create the bundle that suits you. 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?
Whether it's adventure or relaxation you're after, a Squirrel Hill South vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Squirrel Hill South Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Simply select the airline you want and craft your ideal Squirrel Hill South escape.
If I'm not able to travel, can I cancel my Squirrel Hill South vacation package?
It is possible to cancel your Squirrel Hill South booking if your plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Squirrel Hill South

Schenley Park

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.

Schenley Park
PNC Park

PNC Park

4.5/5(69 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

4.5/5(36 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh

Things to do

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

CA $97
per adult
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $40
per adult
80% 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

CA $18
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
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.