Book Exclusive Squirrel Hill Vacation Packages

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Squirrel Hill flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $977, price is now CA $825 per person
CA $825
per person
Nov 24 - Nov 28
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
Book a stay at this business-friendly motel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the property condition in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $2,045, price is now CA $1,750 per person
CA $1,750
per person
Nov 12 - Nov 15
found 24 hours ago
Roundtrip flight included
Regina (YQR) 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.
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,696, price is now CA $1,474 per person
CA $1,474
per person
Nov 24 - Nov 28
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
Book a stay at this luxury 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.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Price was CA $1,927, price is now CA $1,691 per person
CA $1,691
per person
Nov 12 - Nov 15
found 24 hours ago
Roundtrip flight included
Regina (YQR) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acrisure Stadium and PNC Park are located nearby.
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
Price was CA $1,723, price is now CA $1,522 per person
CA $1,522
per person
Nov 12 - Nov 15
found 24 hours ago
Roundtrip flight included
Regina (YQR) to Pittsburgh (PIT)
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.

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 $173 per night
CA $173
CA $197 total
Oct 12 - Oct 13
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 PNC Park and Acrisure Stadium are located nearby.
Pool
Pet-friendly
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 $213 per night
CA $213
CA $243 total
Oct 16 - Oct 17
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
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $169 per night
CA $169
CA $193 total
Oct 6 - Oct 7
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
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $167 per night
CA $167
CA $191 total
Oct 4 - Oct 5
includes taxes & fees
Stay at this hotel in Pittsburgh. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acrisure Stadium and PNC Park are located nearby.
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 $327 per night
CA $327
CA $373 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this luxury 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
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

4 out of 5
745 Grant Street Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $176 per night
CA $176
CA $201 total
Oct 17 - Oct 18
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
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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.

Stay near popular Squirrel Hill attractions

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.
See properties

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 $825. 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

A stone bridge with a large arch, a glass-domed building, and trees in the background.
A statue of a man in a suit and hat on a pedestal in a park with trees and grass.
A playground with two green slides and a wooden playhouse.
A family walking in a park with a city skyline in the background.
A modern multi-story building with a unique architectural design, featuring a mix of glass and concrete elements.