Pleasant Hills Vacations
Book a Hotel + Flight or Car together to unlock savings
Your Pleasant Hills Vacation
Say farewell to planning hassles and hello to a Pleasant Hills vacation package. With your travel details organized 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 traveling with and whatever the size of your budget, your dream Pleasant Hills vacation is just a few clicks away with Expedia.
What to do in Pleasant Hills
Pittsburgh Pirates Baseball Game at PNC Park
$47
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
94% of travellers recommend
Whiskey Rebellion & Prohibition Tour
$49
per adult
100% of travellers recommend
Pleasant Hills Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$165 nightly
$188 total
Oct 1 - Oct 2
Total with taxes and fees
8.4/10 Very Good! (3,783 reviews)
"The location was perfect in getting to the baseball and football stadium and the beautiful downtown."
Reviewed on Sep 8, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$106 nightly
$121 total
Sep 20 - Sep 21
Total with taxes and fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
$152 nightly
$173 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (2,289 reviews)
"Our room was not clean. The toilet was dirty. There were two different earrings found on the floor. The air conditioner was not working. We asked for help from front desk. They sent someone up but ultimately nothing was done. We not offered a different room as I requested. It was so uncomfortable. ..."
Reviewed on Sep 8, 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.
Find the Best Pleasant Hills Vacation Packages
Pleasant Hills Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 8,300 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Kennywood, South Park Golf Course and Century III Mall |
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Frequently asked questions
How much does a Pleasant Hills vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation 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?
November, December and January are great times to look for cheap Pleasant Hills vacation packages. Opting to travel in quieter months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Pleasant Hills?
The ideal duration of your Pleasant Hills vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to visit all the major attractions and discover some hidden treasures 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Pleasant Hills vacation as a package?
You can enjoy significant savings on your next Pleasant Hills getaway by booking a customized vacation 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 vacation 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?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Pleasant Hills.
- Budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Pleasant Hills.
- Explore Pleasant Hills using our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Pleasant Hills. You can also save your favorite locations, collaborate with your group and arrange all your plans in one place.
- Decide your trip length: Consider how long you'd like to spend exploring Pleasant Hills. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the perfect Pleasant Hills vacation package for you.
- Book any day trips or activities: Now to the fun part — organizing everything you want to see and do. Browse some of the exciting things to do in Pleasant Hills and reserve your tickets early to save time (and maybe some cash too!).
Does Expedia offer Book Now, Pay Later Pleasant Hills vacation packages?
Your Pleasant Hills break should be a relaxing escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.