Pleasant Hills Holidays from £945
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- Rest easyPackages with flights are ATOL protected
Your Pleasant Hills Holiday
Say farewell to planning hassles and hello to a Pleasant Hills holiday package. With your travel details organised before you take off, you can focus on discovering every inch of this city, starting with Squirrel Hill South, which is good for cycling, golfing and dining. Be sure to get in some sightseeing during your trip to Pleasant Hills. Century III Mall and South Park Golf Course are some of the major attractions to visit. Whoever you're travelling with and whatever the size of your budget, your dream Pleasant Hills holiday is just a few clicks away with Expedia.
Top Pleasant Hills Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
£1,284
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Pittsburgh (PIT)
8.4/10 Very good! (1,118 reviews)
Staff was nice and I liked how there was drop off luggage storage until our room was ready for check in!
Reviewed on 23 Oct 2026
Pleasant Hills Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 8,300 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Kennywood, South Park Golf Course and Century III Mall |
Top hotels in Pleasant Hills
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
£105
9 Nov - 10 Nov
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
£95
25 Oct - 26 Oct
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
£86
8 Nov - 9 Nov
includes taxes & fees
8.8/10 Excellent! (1,268 reviews)
"Staff was kind, friendly and courteous from the minute I checked in. Room was clean. Bed was very comfortable! I look forward to staying at this Doubletree my next business trip to Pittsburgh."
Reviewed on 24 Oct 2026
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.
What to do in Pleasant Hills
Pittsburgh: Museum of Illusions Entrance Ticket
£22
per adult
86% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
£10
per adult
Just The Tour- Double Decker Bus tour
£37
per adult
96% of travellers recommend
Frequently asked questions
Why should I book my Pleasant Hills holiday with Expedia?
With top-value flights, car hire and accommodation choices all in one convenient place, Expedia makes planning your Pleasant Hills adventure a cinch. Moreover, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Choose from awesome escapes, add your flights and/or a car hire (and maybe even some fun activities!) and score unbeatable prices. Had a change of plans? Expedia offers a flexible cancellation policy for many reservations. To discover more, check out our Customer Service Portal link.
When is the best time of year to holiday in Pleasant Hills?
If you want to experience the vibe of Pleasant Hills in the peak season, lock in your trip for March, April and August. November, December and January are typically the quietest months of the year. To give you an idea of what type of weather you can experience, the average temperature during the day in January, the coolest month in Pleasant Hills, is -2ºC. The warmest time here is July, when temperatures hit an average of 22ºC.
What is the top hotel for my holiday in Pleasant Hills?
Offering plenty of amenities and home comforts, Wingate by Wyndham West Mifflin will make the perfect base for your Pleasant Hills getaway.
How do I get a cheap holiday to Pleasant Hills?
Our Pleasant Hills holidays mean plenty of savings for the savvy traveller. For the best deal, simply bundle your hotel, flights and extras (including tours). But impressive bargains are only the start of your next memorable adventure. Book with Expedia and you'll have more than 400 air carriers and 321,000 properties worldwide to select from. Whatever your style, there's a holiday here just for you. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Pleasant Hills holiday?
Travellers who go on a holiday in Pleasant Hills enjoy visiting Kennywood. Other leading attractions here include Century III Mall and South Park Golf Course. When it comes to things to see and do in this vibrant city, you won't be short on choice!
Do I need a visa for my Pleasant Hills holiday?
Check the latest rules on official government websites. Your nationality and whether you're visiting for business, study or leisure will determine if you'll need a visa for Pleasant Hills. Find out about the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow enough time for processing. Some visas can take weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Pleasant Hills holiday?
First, think about the types of activities you'll be doing during your Pleasant Hills holiday and choose versatile pieces that you can mix and match. For fashion inspiration or information on any dress codes, browse a few style blogs or relevant social media accounts. Pack with confidence by monitoring the local weather conditions in Pleasant Hills. July brings the warmest temperatures, with daytime averages of 22ºC, while January days average -2ºC, making it the coolest month.
What does an Expedia Pleasant Hills holiday include?
Hotels, flights and a cool set of wheels for all your road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on a couple of experiences and tours and watch your savings pile up. When it comes to planning your Pleasant Hills trip, you're in control! Private holiday homes and apartments are two of the most sought-after property types in Pleasant Hills. No matter your preference or size of your group, you can count on Expedia for the flexibility and freedom to personalise your dream escape.
Does Expedia offer Book Now, Pay Later Pleasant Hills holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fabulous getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:
- Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable payment plans. If paying in multiple transactions works for you, choose this option during the checkout process.
- No-deposit holidays: When you see an awesome deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.
Can I choose my airline with a Pleasant Hills Expedia holiday?
Yes — and it's simple too. Expedia has access to more than 400 partner airlines globally. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
