Penn Holidays from £616

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Your Penn Holiday

Organising your next big getaway is a cinch with a Penn holiday package. The neighbourhood of South Greensburg, which is great for dining, makes a good launchpad to discover the delights of this unique city. Make your trip to Penn even more fulfilling by going sightseeing. Seton Hill University, The Palace Theatre and Westmoreland Museum of American Art are some of the major attractions you'll want to explore. A couple of quick clicks is all it takes to put together the perfect Penn holiday on Expedia.

Top Penn Flight + Hotel Deals

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 £823, price is now £616 per person
£616
per person
3 Sept - 8 Sept
found 21 hours ago
Return flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.6/10 Excellent! (1,551 reviews)
Check in could have went better.

Reviewed on 12 Jul 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was £2,644, price is now £1,898 per person
£1,898
per person
26 Sept - 3 Oct
found 4 hours ago
Return flight included
London (LON) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
Great location! Convenient to everything in town.

Reviewed on 12 Jul 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was £1,931, price is now £1,457 per person
£1,457
per person
26 Sept - 3 Oct
found 4 hours ago
Return flight included
London (LON) to Pittsburgh (PIT)
8/10 Very good! (302 reviews)
Affordable

Reviewed on 4 Jul 2026

The Atterbury Hotel, Autograph Collection

The Atterbury Hotel, Autograph Collection

4 out of 5
Downtown Pittsburgh
Price was £1,061, price is now £860 per person
£860
per person
3 Sept - 8 Sept
found 21 hours ago
Return flight included
Charlotte (CLT) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
Parking nearby, convenient location for baseball/football games. Modern, clean, parking across the street for reasonable cost. Staff very pleasant and accommodating

Reviewed on 11 Jul 2026

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Price was £1,849, price is now £1,528 per person
£1,528
per person
26 Sept - 3 Oct
found 4 hours ago
Return flight included
London (LON) to Pittsburgh (PIT)
8.2/10 Very good! (1,283 reviews)
Clean comfortable rooms and great staff

Reviewed on 12 Jul 2026

Penn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Arnold Palmer Regional Airport (LBE)
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Kennywood, The Palace Theatre and Presque Isle State Park

Top hotels in Penn

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 £108 per night from 26 Jul to 27 Jul
£108
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (802 reviews)
"Nice service, very clean and adjacent to the Pitt campus."

Reviewed on 12 Jul 2026

Courtyard by Marriott Pittsburgh University Center
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
123 North Highland Avenue Pittsburgh PA
Fully refundable
The price is £83 per night from 2 Aug to 3 Aug
£83
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (1,011 reviews)
"The room was very clean. Front desk and bar staff were incredible!"

Reviewed on 9 Jul 2026

Hotel Indigo Pittsburgh East Liberty by IHG
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

3 out of 5
5335 Baum Blvd Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is £118 per night from 9 Aug to 10 Aug
£118
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Super friendly staff. Great breakfast. Incredibly clean rooms!!!"

Reviewed on 12 Jul 2026

Hyatt House Pittsburgh/Bloomfield/Shadyside
See all 748 properties in Penn
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 Penn travel package cost?
From as little as £616. Yes, you read that right. Our Penn packages are the easiest way to stretch your budget. Combine your preferred hotels, flights and car rentals and get to know this lively destination.
If I'm not able to travel, can I cancel my Penn travel package?
Certainly, and we're here to help. You may be able to cancel or change your Penn travel package at no cost if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If your circumstances unexpectedly change, have a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Penn?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a Penn travel package to save a pile of cash. Score even better deals when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your own way. We offer over 550 partner airlines and 1,000,000 hotels globally, so that everyone has a chance to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Penn holidays?
Expedia has joined forces with online lender Klarna to make your next getaway easier on your budget. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you want to jump on an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Penn?
With fascinating attractions like Big Mac Museum and AHN Hempfield Neighbourhood Hospital in this area, try to find a hotel situated near them. Westmoreland Regional Hospital is another Penn sight that draws the crowds.
What are the top hotels in Penn?
If this will be your first visit to Penn, lock in a room at Club Quarters Hotel Rittenhouse Square, Philadelphia or Mount Airy Casino and Resort. Both offer comfy beds and are top options with many savvy travellers.
How far in advance should I book my Penn holiday?
Search Expedia to compare airfares as soon as possible. In most cases, you can purchase a ticket up to 12 months before departure. If you can't see your preferred carrier, or you have to book last minute, don't despair. Cheap tickets to Penn sometimes appear within weeks of departure.
What does an Expedia Penn travel package include?
Expedia has everything you need to organise your Penn escape, but what your package looks like is totally up to you. Pick from any combination of rental cars, flights and hotels. In search of some tours or activities to keep you on the move? Once you've made your booking, you can add them on too. No matter your budget, there's a package deal to suit your needs.
What should I know before booking a Penn travel package?
Whether it's adventure or relaxation you're craving, a Penn travel package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Penn Expedia travel package?
With a travel package, the choice is in your hands. Whether you're hoping to fly to Penn in first class or coach, simply pick from the available airline options. Expedia has access to more than 550 airline partners around the world.

Explore a world of travel with Expedia

* 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.