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.
Holiday Inn Express Meadville (I-79 Exit 147a) by IHG

Holiday Inn Express Meadville (I-79 Exit 147a) by IHG

2.5 out of 5
Price was CA $1,544, price is now CA $1,295 per person
CA $1,295
per person
Apr 25 - Apr 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.2/10 Wonderful! (428 reviews)
We love this hotel. Clean and very friendly staff. Lots of fun extras for the kids and the pool is great but could be a bit warmer.

Reviewed on Jan 9, 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 which includes a bridge and a river or creek

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(187 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 $175 per night from Feb 12 to Feb 13
CA $175
CA $199 total
Feb 12 - Feb 13
includes taxes & fees
8.2/10 Very Good! (3,411 reviews)
Staff were outstanding, and very helpful. Pool and hot tub was nice to have, especially the hot tub. Food in the hotel restaurant was OK, but nothing spectacular.

Reviewed on Feb 6, 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 $215 per night from Feb 16 to Feb 17
CA $215
CA $245 total
Feb 16 - Feb 17
includes taxes & fees
9/10 Wonderful! (1,942 reviews)
Stayed here multiple times and never disappointed. Clean, safe, and great staff.

Reviewed on Feb 7, 2026

Omni William Penn Hotel
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
8507 University Blvd Coraopolis PA
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Feb 22 to Feb 23
CA $84
CA $95 total
Feb 22 - Feb 23
includes taxes & fees
8/10 Very Good! (2,227 reviews)
All was great

Reviewed on Feb 5, 2026

La Quinta Inn by Wyndham Pittsburgh Airport
See all 1,903 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 $1,295, 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 showing a park, a high-rise building and a city

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
Mario Lemieux statue

PPG Paints Arena

5/5(80 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
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 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
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

CA $67
per adult
Whiskey Rebellion & Prohibition Tour
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $80
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
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.