Squirrel Hill Vacations 2025/2026 from CA $1,205

Squirrel Hill flight + hotel packages

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

Seven Springs Resort Properties

per person

Aug 17 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Moncton (YQM) to Pittsburgh (PIT)

Stay at this 4-star spa aparthotel in Champion. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Seven Springs Mountain Resort and Alpine Slide are located nearby.

Hilton Garden Inn Pittsburgh Downtown

Downtown Pittsburgh

Save 100% on your flight

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Pittsburgh (PIT)

Stay at this 3-star 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 PNC Park and PPG Paints Arena are located nearby.

Hilton Garden Inn Pittsburgh University Place

Central Oakland

per person

Aug 15 - Aug 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Pittsburgh (PIT)

Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 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.

Slopeside Hotel by Seven Springs Resort

per person

Aug 17 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Moncton (YQM) to Pittsburgh (PIT)

Stay at this 4.5-star luxury aparthotel in Champion. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Seven Springs Mountain Resort and Alpine Slide are located nearby.

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

North Shore

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Pittsburgh (PIT)

Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PNC Park and Acrisure Stadium 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 $180

CA $205 total

Jul 17 - Jul 18

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

Omni William Penn Hotel

530 William Penn Place, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $196

CA $224 total

Jul 30 - Jul 31

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

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $174

CA $198 total

Jul 20 - Jul 21

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

Drury Plaza Hotel Pittsburgh Downtown

745 Grant Street, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $163

CA $186 total

Jul 20 - Jul 21

includes taxes & fees

Stay at this 3-star 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.

Pool

Hot tub

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

228 Federal St, Pittsburgh, PA

Free cancellation

CA $152

CA $174 total

Jul 29 - Jul 30

includes taxes & fees

Pool

Breakfast included

La Quinta Inn by Wyndham Pittsburgh Airport

8507 University Blvd, Coraopolis, PA

Free cancellation

Reserve now, pay when you stay

CA $112

CA $128 total

Jul 27 - Jul 28

includes taxes & fees

Stay at this 3-star family-friendly hotel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.

Breakfast included

Free airport shuttle

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See all available properties in Squirrel Hill

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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

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 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.

Pittsburgh Center for the Arts

You can spend an afternoon browsing the exhibits at Pittsburgh Center for the Arts during your travels in Pittsburgh. 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 $1,205. 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.