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Squirrel Hill flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,217, price is now CA $932 per person
CA $932
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
Book a stay at this 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.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was CA $1,192, price is now CA $944 per person
CA $944
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
Book a stay at this 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.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,624, price is now CA $1,305 per person
CA $1,305
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
Stay at this 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.
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,301, price is now CA $1,051 per person
CA $1,051
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
Stay at this 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

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was CA $1,311, price is now CA $1,077 per person
CA $1,077
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
Book a stay at this 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.

Top Squirrel Hill hotels deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $174 per night
CA $174
CA $198 total
Jan 18 - Jan 19, 2026
includes taxes & fees
Book a stay at this 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
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $212 per night
CA $212
CA $242 total
Dec 26 - Dec 27
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
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $152 per night
CA $152
CA $173 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (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
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
CA $181 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this 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
Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
250 Forbes Avenue Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $189 per night
CA $189
CA $215 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a free casino shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.
Pet-friendly
Free WiFi
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
620 William Penn Place Pittsburgh PA
Free cancellation
The price is CA $234 per night
CA $234
CA $267 total
Jan 22 - Jan 23, 2026
includes taxes & fees
Book a stay at this luxury hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Pet-friendly
Free WiFi
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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

Carnegie Mellon University

Take a campus tour or just explore the area of Carnegie Mellon University, during your trip to Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

Carnegie Mellon University

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.

Chatham University

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 fascinating museums or attend a sporting event in this vibrant area.

Temple Sinai

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 $932. 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.

Photos of local treasures

Browse Squirrel Hill vacation photos for more inspiration

Photo by OHSportsgirl
Photo by OHSportsgirl
Photo by Michelle James
Photo by Michelle James
Photo by Jesse I.
Photo by Jesse I.