Pleasant Hills Holidays from £918

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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.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
8/10 Very Good! (2,984 reviews)
Just liked everything

Reviewed on 7 Aug 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
7.6/10 Good! (12 reviews)
Practical and accessible

Reviewed on 12 Jul 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Location, location, location. The property layout is super convenient with easy access to the convention center and local amenities. Like many properties, I felt the room was not as updated and fresh as the public areas were. Check-in was extremely fast and efficient. The value is in the proximity to the freeway and downtown life.

Reviewed on 22 Jun 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
7.8/10 Good! (160 reviews)
Clean and good location

Reviewed on 6 Aug 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
per person
23 Oct - 27 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,210 reviews)
No water in the room All very basic

Reviewed on 6 Aug 2025

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

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is £102 per night from 20 Aug to 21 Aug
£102
20 Aug - 21 Aug
includes taxes & fees
8/10 Very Good! (2,938 reviews)
"Hotel was great.only complaint is the room smelled like a dirty fishtank"

Reviewed on 4 Aug 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 £122 per night from 21 Aug to 22 Aug
£122
21 Aug - 22 Aug
includes taxes & fees
9/10 Wonderful! (1,581 reviews)
"Property was great. I feel like WiFi should be included in the price of the room."

Reviewed on 5 Aug 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
The price is £111 per night from 24 Aug to 25 Aug
£111
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (399 reviews)
"Very convenient to UPitt and Carnegie Mellon"

Reviewed on 3 Aug 2025

Courtyard by Marriott Pittsburgh University Center
See all 1,706 properties in Pleasant Hills
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

University of Pittsburgh

University of Pittsburgh

Explore the campus of University of Pittsburgh, a top university in Pittsburgh. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

University of Pittsburgh
PPG Paints Arena

PPG Paints Arena

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.

PPG Paints Arena
Kennywood featuring rides

Kennywood

Spend a fun-filled day making your way between over 30 rides and attractions in one of the oldest continually running amusement parks in the United States.

Kennywood

What to do in Pleasant Hills

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

£101
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

£10
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

£44
per adult
100% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Pleasant Hills

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.