Pleasant Hills Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Pleasant Hills

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$175 per night from 27 Jul to 28 Jul
S$175
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (2,910 reviews)
"Nice"

Reviewed on 18 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$210 per night from 3 Aug to 4 Aug
S$210
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,561 reviews)
"A great location and very easy to get around Pittsburgh!"

Reviewed on 20 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$186 per night from 27 Jul to 28 Jul
S$186
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very Good! (1,332 reviews)
"It was wonderful! The bar/ restaurant was excellent (recommend the smash burgers)!"

Reviewed on 18 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.

Popular places to visit

What to do in Pleasant Hills

Frequently asked questions

How much does a Pleasant Hills holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Pleasant Hills costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pleasant Hills?
The off-season is the best time to visit Pleasant Hills if you're trying to keep costs down. Another tip for scoring cheap Pleasant Hills holiday packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Pleasant Hills?
The ideal duration for your Pleasant Hills holiday depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to tick off all the major attractions and explore some hidden gems along the way.
How to find the best Pleasant Hills package deals?
Finding a cheap Pleasant Hills package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Pleasant Hills package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pleasant Hills holiday as a package?
You can enjoy significant savings on your next Pleasant Hills getaway by booking a customised holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Pleasant Hills?
If you're planning an impromptu Pleasant Hills trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Pleasant Hills?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Pleasant Hills.
  2. Set a budget: Consider costs like transportation, flights and meals when calculating how much to save for your trip to Pleasant Hills. Then, choose a hotel that works with your budget, whether that's an affordable stay or a more upscale getaway.
  3. Decide how long to go for: Now that you're more familiar with Pleasant Hills, you can work out the perfect length of your holiday. Create a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Pleasant Hills 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.