Pittsburgh 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

Where to stay in Pittsburgh

Find the best Pittsburgh areas and neighborhoods for the activities you enjoy most. Learn more about Pittsburgh

Top hotels in Pittsburgh

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 S$196 per night from 27 Jul to 28 Jul
S$196
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (2,934 reviews)
"Only problem was that I booked a room with two double beds and a sofa bed. When I got the email for upgrade, I did the room upgrade. Turned out the upgrade had one king and a sofa bed. The room was for 5 people. Two adults, and two kids. Had to end up getting a cot."

Reviewed on 6 Jul, 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 S$208 per night from 27 Jul to 28 Jul
S$208
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,533 reviews)
"Great stay!~ Would be happy to do it again."

Reviewed on 5 Jul, 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Joinery Hotel Pittsburgh, Curio Collection by Hilton
4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 10 Jul to 11 Jul
S$196
10 Jul - 11 Jul
includes taxes & fees
8.2/10 Very Good! (1,321 reviews)
"Very friendly and kind front desk staff. The room is beautiful, clean and comfortable! Top notch. I highly recommend this property."

Reviewed on 5 Jul, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
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 Pittsburgh holiday package cost?
You'll find cheap prices on Expedia for your Pittsburgh escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Pittsburgh costs.
What are the cheapest months to go to Pittsburgh?
January, February and March are the best times to look for cheap Pittsburgh holiday packages. Choosing to travel in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Pittsburgh?
With around 2 days, you'll have enough time to experience popular neighbourhoods like Downtown Pittsburgh and Oakland during your Pittsburgh holiday. Remember to also add Andy Warhol Museum and Point State Park to your must-see list. Up for some more adventures? Consider exploring outside of Pittsburgh on day trips and tours.
Is it worth booking a holiday package to Pittsburgh?
Whether you're planning to discover attractions such as Carnegie Science Centre and Andy Warhol Museum, or eager to experience its terrific dining and history, a Pittsburgh holiday guarantees an unforgettable adventure. Book your getaway with Expedia and find out why Pittsburgh is such a good holiday destination.
How to find the best Pittsburgh package deals?
Start your search for a Pittsburgh package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Pittsburgh package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pittsburgh escape underway.
Is it cheaper to book a Pittsburgh holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Pittsburgh holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Pittsburgh?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Pittsburgh getaway.
How to plan a trip to Pittsburgh?

  1. Choose your travel dates: The things you'd like to do in Pittsburgh and your favourite season can help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodation will probably be the biggest expense during your trip to Pittsburgh.
  3. Decide how long to go away for: Now that you're up to speed on Pittsburgh, you can work out the ideal length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Pittsburgh holiday package.

* 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.