Squirrel Hill Holidays from £918

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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.

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
8/10 Very Good! (2,979 reviews)
Great location……clean and friendly staff…loved the valet parking!!

Reviewed on 8 Aug 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 1 day ago
Return flight included
London (LHR) to Pittsburgh (PIT)
7.6/10 Good! (12 reviews)
Practical and accessible

Reviewed on 12 Jul 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,002 reviews)
Location, location, location. The property layout is super convenient with easy access to the convention center and local amenities. Like many properties, I felt the room was not as updated and fresh as the public areas were. Check-in was extremely fast and efficient. The value is in the proximity to the freeway and downtown life.

Reviewed on 22 Jun 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
7.8/10 Good! (160 reviews)
Clean and good location

Reviewed on 6 Aug 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,205 reviews)
No water in the room All very basic

Reviewed on 6 Aug 2025

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
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Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(15 area reviews)

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.

Find hotels in Downtown Pittsburgh

Top hotels in Squirrel Hill

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is £114 per night from 17 Aug to 18 Aug
£114
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (2,942 reviews)
"Didnt like the 43 per day valet charge which is ridiculous when you are staying there. They dont move the cars more than 50 ft from the door."

Reviewed on 7 Aug 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is £121 per night from 25 Aug to 26 Aug
£121
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,581 reviews)
"Property was great. I feel like WiFi should be included in the price of the room."

Reviewed on 5 Aug 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is £110 per night from 24 Aug to 25 Aug
£110
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (399 reviews)
"Very convenient to UPitt and Carnegie Mellon"

Reviewed on 3 Aug 2025

Courtyard by Marriott Pittsburgh University Center
See all 1,753 properties in Squirrel Hill
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Squirrel Hill travel package cost?
From just £918, 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.

Popular places to visit

University of Pittsburgh

University of Pittsburgh

5/5(1 review)

Explore the campus of University of Pittsburgh, a top university in Pittsburgh. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

University of Pittsburgh
PPG Paints Arena

PPG Paints Arena

5/5(2 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.

PPG Paints Arena
Kennywood featuring rides

Kennywood

Spend a fun-filled day making your way between over 30 rides and attractions in one of the oldest continually running amusement parks in the United States.

Kennywood

Things to do

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

£26
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

£101
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

£10
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
See all activities in Pittsburgh

* 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.