Pleasant Hills Vacations from $290
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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.
The Latest Pleasant Hills vacation packages
Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $418, price is now $290 per person
$290
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (1,385 reviews)
Room was small and crowded. We were put into two different rooms and neither had a working TV.
Reviewed on Jan 5, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $1,316, price is now $963 per person
$963
per person
Mar 26 - Mar 29
found 17 hours ago
Roundtrip flight included
Dallas (DAL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Extremely helpful front desk staff facilitated early check in, allowing us to rest prior to event
Reviewed on Dec 27, 2025
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $532, price is now $397 per person
$397
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Nice rooms, beautiful building, good value, great location.
Reviewed on Jan 4, 2026
Don't see what you're looking for?
See all available trips from Columbus to Pleasant Hills
View all tripsDiscover the most popular places to visit in Pleasant Hills
University of Pittsburgh
Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
PNC Park
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
PPG Paints Arena
Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
What to do in Pleasant Hills
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
$97
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
Pittsburgh: Beauty of the Burgh Bike Tour
$59
per adult
94% of travellers recommend
Pleasant Hills Hotel Deals
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $182 total per night from Jan 25 to Jan 26
$182 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,898 reviews)
Clean room, bed was very comfortable, breakfast very good, close to rail system, courteous staff, efficient check-in and check-out
Reviewed on Jan 5, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $122 total per night from Feb 3 to Feb 4
$122 total
Feb 3 - Feb 4
Total with taxes and fees
8.2/10 Very Good! (3,328 reviews)
overall great just a little outdated
Reviewed on Jan 6, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Feb 1 to Feb 2
$147 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (1,428 reviews)
Great stay
Reviewed on Jan 5, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
