Penn Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

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 S$190 per night from 24 Aug to 25 Aug
S$190
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (405 reviews)
"Conveniently located, very friendly and helpful staff, comfortable beds (uncomfortable sofa bed!), Internet access good. The restaurant could have more variety of options"

Reviewed on 16 Aug, 2025

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 S$161 per night from 26 Aug to 27 Aug
S$161
26 Aug - 27 Aug
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"I like the space of the moon a lot but not so much about the area"

Reviewed on 17 Aug, 2025

Hotel Indigo Pittsburgh East Liberty by IHG
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
The price is S$204 per night from 31 Aug to 1 Sept
S$204
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"This is my go to for Pittsburgh as it is conveniently located near children's hospital"

Reviewed on 17 Aug, 2025

Hilton Garden Inn Pittsburgh University Place
See all 700 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.

Frequently asked questions

How much does a Penn holiday package cost?
You'll find cheap prices 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 holiday to Penn costs.
What are the cheapest months to go to Penn?
If you're hoping to score a cheap Penn holiday package, consider visiting in January, February and March. You're likely to find better prices on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Penn?
Generally, a handful of days is enough to see the main attractions during your Penn holiday. However, if you want to have some time to kick back or go on day tours, consider extending your itinerary.
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 holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights individually. Better still, you can customise 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 holiday package to Penn?
If you have your Penn holiday 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.
How to plan a trip to Penn?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Penn.
  2. Set a budget: Consider expenses like food, flights and transportation when working out how much to set aside for your trip to Penn. Then, choose a property that matches your budget, whether that's an affordable option or a deluxe retreat.
  3. Decide how many days away: Start by listing all the activities and attractions you want to experience in Penn. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Penn holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.