
Pleasant Hills Vacations from $645
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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.


Hampton Inn & Suites Pittsburgh-Downtown
Downtown Pittsburgh
Price was $966, price is now $764 per person
$764
per person
Dec 4 - Dec 7
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,366 reviews)
The property was clean and updated in a great location. The price was great compared to other properties in the area and included free parking and breakfast. The front desk staff was so friendly! We had one small issue with housekeeping and the manager more than made up for it. I’d definitely stay here again
Reviewed on Nov 3, 2026


Homewood Suites by Hilton Pittsburgh Downtown
Downtown Pittsburgh
Price was $975, price is now $778 per person
$778
per person
Dec 4 - Dec 7
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,611 reviews)
Great location within walking distance from several museums. Parking garage was convenient and easy to walk in / out, drive in / out.
The room had everything I needed including a full kitchen. The lights, the lamp switches, the shower were well placed. Breakfast was not luxurious but had the staples: 2 hot meats and 2 hot sides, hot oatmeal, apples and bananas and 2 kinds of fruit juice, and std selection of yogurt and breads. Not just a muffin and bad coffee like in too many motels in the Northeast. Staff friendly and efficient. The gym had the basics (nothing fancy) and was spacious. The hotel does have a small indoor pool but I haven’t tried it. Altogether highly recommend it for both business and leisure travellers.
Reviewed on Nov 3, 2026

Don't see what you're looking for?
See all available trips from Columbus to Pleasant Hills
View all tripsWhat to do in Pleasant Hills

Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
86% of travellers recommend

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult

Pittsburgh: Pasta Making Class With Local Chef
$75
per adult
Pleasant Hills Hotel Deals

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Nov 18 to Nov 19
$141 total
Nov 18 - Nov 19
Total with taxes and fees

The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $129 total per night from Nov 5 to Nov 6
$129 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (2,520 reviews)
"All of the staff was excellent with a couple minor hickups... one being one of the Breakfast attendants, was not very polite when another couple was trying to make kind morning greetings!!!! The other was the bartender in the hotel wasn't very nice when the drink that was ordered was completely wrong!!! ..."
Reviewed on Nov 3, 2026

DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Nov 22 to Nov 23
$115 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (1,296 reviews)
"Lean room, friendly staff"
Reviewed on Nov 4, 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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- Carnegie Mellon University
- Visit Pittsburgh
- Bethel Park Vacations
- Point State Park
- Pittsburgh Vacations
- Andy Warhol Museum
- Homestead Vacations
- North Shore Vacations
- Rachel Carson Bridge
- Sandcastle Water Park
- South Park Vacations
- Andy Warhol Bridge
- Monongahela Incline
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- Market Square
- Schenley Park
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- Strip District Vacations
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- Photo Antiquities Museum of Photographic History
- Cathedral of Learning
- Pnc Park
- Acrisure Stadium
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- Roberto Clemente Bridge
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- Kennywood
- Lighthouse ArtSpace Pittsburgh
- Byham Theater
- Visit Downtown Pittsburgh
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- U.s. Steel Tower
- Munhall Vacations
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- Phipps Conservatory
- South Hills Village
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















