Squirrel Hill Vacations 2025/2026 from CA $1,011

Squirrel Hill flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Hotel Indigo Pittsburgh East Liberty by IHG

East Liberty

CA $1,011

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Stay Pittsburgh

Downtown Pittsburgh

CA $1,305

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this aparthotel in Pittsburgh. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

CA $1,476

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 4-star apartment in Pittsburgh. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions PPG Paints Arena and PNC Park are located nearby.

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

CA $1,193

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and Acrisure Stadium are located nearby.

Fairmont Pittsburgh

Downtown Pittsburgh

CA $2,058

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 4.5-star luxury hotel in Pittsburgh. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.

Top Squirrel Hill hotels deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $208

CA $237 total

Oct 2 - Oct 3

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and Acrisure Stadium are located nearby.

Pool

Pet-friendly

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

One Bigelow Square, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $163

CA $185 total

Sep 28 - Sep 29

includes taxes & fees

Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Pool

Pet-friendly

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $163

CA $189 total

Sep 25 - Sep 26

includes taxes & fees

Stay at this 4-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Pet-friendly

Free WiFi

Omni William Penn Hotel

530 William Penn Place, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $219

CA $250 total

Oct 1 - Oct 2

includes taxes & fees

Book a stay at this historic hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Pet-friendly

Free WiFi

The Westin Pittsburgh, a Marriott Hotel

1000 Penn Ave, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $259

CA $295 total

Oct 5 - Oct 6

includes taxes & fees

Stay at this 4-star hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Pet-friendly

Free WiFi

The Landing Hotel at Rivers Casino

757 Casino Dr, Pittsburgh, PA

CA $247

CA $281 total

Sep 25 - Sep 26

includes taxes & fees

Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acrisure Stadium and PNC Park are located nearby.

Breakfast included

Parking included

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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.

Popular places to visit

Carnegie Mellon University

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

Chatham University

Explore the campus of Chatham University, during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

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 theater scene or attend a sporting event in this vibrant area.

Frequently asked questions

How much are vacation packages to Squirrel Hill?

With a Travelocity vacation package, you can be living it up in Squirrel Hill for as little as CA $1,011. Hotels, flights and experiences — we're a one-stop shop for all of them. You'll save a bunch just by combining your bookings together. With everything taken care of before you go, you won't have to worry about a thing.

Where can I get the best vacation package deals for Squirrel Hill?

Scoring an amazing package deal to Squirrel Hill is easy with Travelocity. With around 400 air carriers and 1,000,000 worldwide properties, the choice is yours when selecting your flights and hotels.

Why should I book my Squirrel Hill vacation package with Travelocity?

From our 24/7 support to our range of terrific destinations, we are committed to giving you the most unforgettable vacation. All you need to do is click and book — our Price Match Guarantee will ensure you lock in the cheapest price.

Can I save on my Squirrel Hill car rental if I book it with hotels and flights?

You most certainly can — and booking one of our Squirrel Hill vacation packages is the best way to go about this. Bundle any combination of a hotel, flight, car and experience and score serious discounts. The more you book, the more you'll save. There are so many big-name sights around Squirrel Hill to put on your must-see list, including Geneva State Park (177 kilometers from Squirrel Hill). Nothing tops discovering places like this with the freedom of your own wheels.

What is there to do in Squirrel Hill?

Chatham University and Temple Sinai are loved by tourists and locals alike. Check these popular sights off your must-see list and find out what the buzz is about.