Squirrel Hill Holidays
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Your Squirrel Hill Holiday
Discovering everything Squirrel Hill has to offer is a breeze when you book a Squirrel Hill holiday package. Renowned for its gift and craft shops and more, this interesting neighbourhood is waiting to welcome you. Some top nearby attractions to check out during your trip to Squirrel Hill include University of Pittsburgh, Carnegie Mellon University and Pittsburgh Zoo and PPG Aquarium. Expedia will help put your plans into action. Book your ideal Squirrel Hill holiday today.
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
2 out of top 10 points of interest in this area
Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Benedum Center might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.
North Shore
2 out of top 10 points of interest in this area
Visitors often come to North Shore for its stunning river views, but many stay to explore sights like PNC Park and Acrisure Stadium. Getting around the area on the metro is easy if you take a ride at North Side Station.
Oakland
1 out of top 10 points of interest in this area
Oakland is known for its ample dining options, and you can make a stop by Petersen Events Center and Carnegie Museum of Natural History while in the area.
Strip District
Strip District is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to The Terminal or Senator John Heinz Regional History Centre.
Shadyside
Unique features of Shadyside include the restaurants and shopping. Make a stop by Walnut Street or Gallerie CHIZ while you're exploring the area.
Top hotels in Squirrel Hill
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
£107
22 Oct - 23 Oct
includes taxes & fees
8.4/10 Very good! (3,811 reviews)
"There's no microwave in the room. Can't warm any food in the room"
Reviewed on 29 Sept 2026
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
£131
16 Oct - 17 Oct
includes taxes & fees
8.2/10 Very good! (1,335 reviews)
"All the staff was helpful and friendly. We enjoyed our stay and will be returning again!"
Reviewed on 30 Sept 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
£115
18 Oct - 19 Oct
includes taxes & fees
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.
Frequently asked questions
How much does a Squirrel Hill travel package cost?
From just , you can tailor make your Squirrel Hill package the way you want. Simply bundle hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Squirrel Hill travel package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to amend or cancel your Squirrel Hill travel package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still make the necessary changes, but your hotel, car rental company or airline may impose a fee. Need more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Squirrel Hill?
Bundling your flight and hotel with Expedia won't just save valuable time — it'll save you cash too. A Squirrel Hill travel package makes it a breeze to create the perfect trip. With more than 550 airlines throughout the world to pick from, finding flights that suit your busy schedule won't be a hassle. On top of that, we have over 1,000,000 properties globally to pick from. Now that's what we call choice. No matter who you are, Expedia puts the world within your reach.
Does Expedia offer Book Now, Pay Later Squirrel Hill holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply choose the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:
- Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan from Klarna.
Where should I stay in Squirrel Hill?
Make sightseeing easier by staying someplace just around the corner from Squirrel Hill's iconic attractions. Acrisure Stadium and University of Pittsburgh are two visitor favourites.
What are the top hotels in Squirrel Hill?
Book a room at Hyatt Regency Pittsburgh International Airport. It's one of the neighbourhood's most popular properties. Another reputable option in Squirrel Hill is Doubletree by Hilton Pittsburgh Greentree.
How far in advance should I book my Squirrel Hill holiday?
Browse Expedia to compare flights as soon as you've got your travel dates. In many cases, you can purchase a ticket up to 12 months prior to departure. If you can't see your preferred carrier, or you've left things to the last minute, don't stress. The lowest prices to Squirrel Hill sometimes appear just weeks before the date of departure.
What does an Expedia Squirrel Hill travel package include?
Flights, hotels and car rentals — we bring you the very best bargains. All you'll have to do is figure out your preferred combination. After you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it easy to create an exciting Squirrel Hill holiday.
What should I know before booking a Squirrel Hill travel package?
Whether it's relaxation or adventure you're chasing, a Squirrel Hill travel package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Squirrel Hill Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.
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 theatre scene or attend a sporting event in this vibrant area.
Pittsburgh Center for the Arts
Enjoy an outing to Pittsburgh Center for the Arts during your stay in Pittsburgh. Stroll along the riverfront or attend a sporting event in this vibrant area.
Purnell Center for the Arts
Enjoy an outing to Purnell Center for the Arts during your stay in Pittsburgh. Make some time to visit the shops while you're in the area.
Hunt Institute for Botanical Documentation
You can spend an afternoon studying the exhibits at Hunt Institute for Botanical Documentation during your travels in Pittsburgh. Amble around this family-friendly area's riverfront or attend a sporting event.
Things to do
Pittsburgh: Museum of Illusions Entrance Ticket
£22
per adult
86% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
£10
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
£24
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.