Squirrel Hill Vacation Packages

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Top Holiday Package Deals in Squirrel Hill

Price found within the past 48 hours. Click for updated prices.
The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
per person
Aug. 5 - Aug. 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (350 reviews)
Great and easy stay. Proximate to a bunch of great coffee and dining options.

Reviewed on May 23, 2024

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
per person
Aug. 5 - Aug. 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,326 reviews)
Great stay at the William Penn. lots to do in the area. We were in town to see a baseball game and it was an easy walk to PNC Park. The hotel Is beautiful. We enjoyed the breakfast buffet. Everyone was very friendly. We would definitely stay again.

Reviewed on May 21, 2024

EVEN Hotel Pittsburgh Downtown, an IHG Hotel

EVEN Hotel Pittsburgh Downtown, an IHG Hotel

4 out of 5
Downtown Pittsburgh
per person
Aug. 5 - Aug. 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.4/10 Very Good! (1,002 reviews)
Very nice rooms and communal lobby space. No parking on site and wasn’t clearly labeled where to go to park. It’s less than a block away though once I called the reception desk to ask about it. No valet. Otherwise I had a nice stay in a quiet clean room in an excellent location.

Reviewed on May 22, 2024

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
per person
Aug. 5 - Aug. 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.4/10 Very Good! (1,001 reviews)
Area was ok, hotel was old , not much to do in walking distance, very busy in concert time

Reviewed on May 21, 2024

Hyatt Place at The Hollywood Casino / Pittsburgh - South

Hyatt Place at The Hollywood Casino / Pittsburgh - South

3 out of 5
per person
Aug. 5 - Aug. 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
Great access to gaming facility next door. Limited parking in front of the property required parking in the garage next door but the walk bridge made it manageable.

Reviewed on May 23, 2024

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 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 hotel + flight trips in Downtown Pittsburgh

Squirrel Hill Hotel Deals

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 $266 per night from May 30 to May 31
CA $266
CA $304 total
includes taxes & fees
May 30 - May 31
9/10 Wonderful! (1,327 reviews)
"Beautiful Hotel"

Reviewed on May 22, 2024

Omni William Penn Hotel
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 $197 per night from May 27 to May 28
CA $197
CA $224 total
includes taxes & fees
May 27 - May 28
7.4/10 Good! (2,711 reviews)
"Great location very close to the Fountain and 0.8 mile from the GAP Trail. Friendly staff. Bike storage available. Many restaurants within walking distance."

Reviewed on May 17, 2024

Wyndham Grand Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
3 out of 5
1410 Smallman Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from May 28 to May 29
CA $218
CA $249 total
includes taxes & fees
May 28 - May 29
8.8/10 Excellent! (1,000 reviews)
"I always enjoy my stay at the Homewood Suites. It's my go to, just to get away. Affordable, clean, breakfast included and I love the kitchen in the rooms. If you don't want to order out you can bring your own food and prepare a meal."

Reviewed on May 18, 2024

Homewood Suites by Hilton Pittsburgh Downtown
See all 1,573 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.

Explore other types of vacation packages

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Frequently asked questions

How much does a Squirrel Hill vacation package cost?
Our Squirrel Hill vacation packages, which begin from just CA $1,150, are the easiest way to save big. Pick and choose your favorite 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 vacation 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 favorites among many travelers.
How far in advance should I book my Squirrel Hill vacation?
Smart travelers 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 vacation 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 vacation package?
Whether it’s your hotel or flight, you can cancel or alter it. Booked your Squirrel Hill vacation 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.

Discover the most popular places to visit in Squirrel Hill

Image for Carnegie Mellon University

Carnegie Mellon University

4.5/5(21 reviews)

Walk around the campus of Carnegie Mellon University, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

Carnegie Mellon University
Image for PNC Park

PNC Park

4.5/5(67 reviews)

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

PNC Park
Image for Acrisure Stadium

Acrisure Stadium

4.5/5(94 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.