Pleasant Hills Vacation Packages

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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.

Top Pleasant Hills Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Pittsburgh Airport

DoubleTree by Hilton Pittsburgh Airport

4 out of 5
Price was CA $1,423, price is now CA $1,063 per person
CA $1,063
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,002 reviews)
Great service. Airport shuttle very efficient and easy!

Reviewed on Apr 1, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,709, price is now CA $1,344 per person
CA $1,344
per person
Jun 4 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8.4/10 Very Good! (81 reviews)
The bed was very comfortable, the kitchen was great, the TV was nice but no local channels, I didn't use the washer/dryer but nice to have in the room. The only issue was road noise came through the large windows.

Reviewed on Mar 31, 2026

Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
Central Oakland
Price was CA $1,285, price is now CA $1,083 per person
CA $1,083
per person
Jun 4 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,006 reviews)
Loved the location just that it was a LOUD hotel. Not sure if we were next to the service elevator but heard bangs, opening closing of doors all night!

Reviewed on Apr 6, 2026

Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was CA $1,470, price is now CA $1,101 per person
CA $1,101
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
9/10 Wonderful! (1,006 reviews)
Stayed only for the weekend while we were in town for a dance competition. Hotel staff was great and were able to check us in early around around noon. Room was clean and very spacious, no complaints. The only thing was we were told breakfast was included and opened at 6 but it didn't open until 7 (had little kids that needed to eat before dancing) and I was charged almost $15.

Reviewed on Apr 9, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $2,138, price is now CA $1,618 per person
CA $1,618
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.2/10 Very Good! (1,059 reviews)
The front desk staff were excellent

Reviewed on Apr 9, 2026

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Pleasant Hills Hotel Deals

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 CA $189 per night from Apr 21 to Apr 22
CA $189
CA $215 total
Apr 21 - Apr 22
includes taxes & fees
8.2/10 Very Good! (3,459 reviews)
Everything was great

Reviewed on Apr 9, 2026

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 CA $253 per night from May 10 to May 11
CA $253
CA $289 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (1,981 reviews)
Absolutely gorgeous hotel. Incredibly clean and quiet, and all around amazing. My only complaint is that the "bouncer" for the speakeasy was rude. He at one point told the lady next to me that we needed to "calm down" because we were laughing. It was saint Patrick's day weekend and the other guests ...

Reviewed on Apr 6, 2026

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Apr 12 to Apr 13
CA $214
CA $249 total
Apr 12 - Apr 13
includes taxes & fees
8.4/10 Very Good! (1,479 reviews)
We’ve stayed here many times. Always great

Reviewed on Apr 4, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,969 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.
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Discover the most popular places to visit in Pleasant Hills

PNC Park

PNC Park

4.5/5(69 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
PPG Paints Arena

PPG Paints Arena

5/5(81 reviews)

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.

PPG Paints Arena
Acrisure Stadium

Acrisure Stadium

4.5/5(94 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

What to do in Pleasant Hills

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $40
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

CA $67
per adult
Whiskey Rebellion & Prohibition Tour
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $81
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Pleasant Hills

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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.