Penn Vacations from $575

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Your Penn Vacation

Organizing your next big getaway is a cinch with a Penn vacation package. The neighborhood 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 vacation on Expedia.

The Latest Penn vacation packages

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 $706, price is now $575 per person
$575
per person
Sep 12 - Sep 14
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,572 reviews)

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $932, price is now $637 per person
$637
per person
Oct 14 - Oct 18
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8/10 Very Good! (306 reviews)

Traveler's Rest Hotel

Traveler's Rest Hotel

2 out of 5
South Side Flats
Price was $896, price is now $642 per person
$642
per person
Oct 14 - Oct 18
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
9.6/10 Exceptional! (108 reviews)
For the money I should have stayed u In a traditional hotel and not one that supposedly caters to cyclists. It was not convenient to have my bathroom down the hall versus in my room

Reviewed on Jul 20, 2026

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,882, price is now $1,356 per person
$1,356
per person
Oct 14 - Oct 18
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Great location! Convenient to everything in town.

Reviewed on Jul 12, 2026

Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

3 out of 5
Bloomfield
Price was $753, price is now $610 per person
$610
per person
Oct 14 - Oct 18
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
9/10 Wonderful! (1,010 reviews)
Great breakfast

Reviewed on Jul 24, 2026

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Penn Hotel Deals

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
$127 nightly
The price is $145 total per night from Jul 26 to Jul 27
$145 total
Jul 26 - Jul 27
Total with taxes and fees
Courtyard by Marriott Pittsburgh University Center
Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
3454 Forbes Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Aug 3 to Aug 4
$145 total
Aug 3 - Aug 4
Total with taxes and fees
Hilton Garden Inn Pittsburgh University Place
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
$101 nightly
The price is $115 total per night from Aug 2 to Aug 3
$115 total
Aug 2 - Aug 3
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
"All the staff was wonderful, what I had an issue with was the state of the room. Huge problem regarding the shower door, this thing is falling off the hinges, scrapes the tile and must be lifted to close. Along with that, the shower was dirty. Soap scum and filth were in every corner and the water ..."

Reviewed on Jul 24, 2026

Hotel Indigo Pittsburgh East Liberty by IHG
See all 732 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.

Find the Best Penn Vacation Packages

Penn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Arnold Palmer Regional Airport (LBE)
Top Sights
Kennywood, The Palace Theatre and Boyce Park Ski Area

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Frequently asked questions

How much does a Penn vacation package cost?
You'll find cheap prices from $575 on Expedia for your Penn escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Penn costs.
What are the cheapest months to go to Penn?
You can usually find lower rates and better availability in November, December and January. Explore our cheap Penn vacation packages and you could get some excellent off-season deals.
How many days is enough for Penn?
Usually, a handful of days is enough to see the main attractions during your Penn vacation. However, if you prefer to have some time to rest or go on day tours, think about extending your trip.
How to find the best Penn package deals?
Finding a cheap Penn package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Penn package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Penn vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights individually. Better still, you can customize your Penn getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Penn?
If you have your Penn vacation dates confirmed, book as early as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Penn vacation packages?
Your Penn trip is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.