Penn Vacations from $440
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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.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
$1,327
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
They were very efficient and responded quickly to any requests.
Reviewed on Aug 31, 2026
Penn Hotel Deals
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$122 nightly
$139 total
Sep 6 - Sep 7
Total with taxes and fees
9/10 Wonderful! (903 reviews)
"It was a great place to stay at."
Reviewed on Sep 1, 2026
Hyatt House Pittsburgh/Bloomfield/Shadyside
5335 Baum Blvd Pittsburgh PA
Fully refundableReserve now, pay when you stay
$127 nightly
$145 total
Sep 21 - Sep 22
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"We only stayed two days. But one morning breakfast doesn’t have other protein besides fried eggs. I think you should provide one protein besides eggs every day."
Reviewed on Aug 30, 2026
Hilton Garden Inn Pittsburgh University Place
3454 Forbes Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
$122 nightly
$139 total
Sep 6 - Sep 7
Total with taxes and 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.
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 $440 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.
