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.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Parking. 32.00 is steep when you are paying price for room. Booked thru third party which I didn’t know I did. Tv didn’t work. Called desk. Sent two guys up. First one had no idea what to do. Sent second guy who stated he was housekeeping. Took tv off wall and never came back. My husband fixed t.v. As it sat on counter.

Reviewed on Jul. 13, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
8/10 Very Good! (2,882 reviews)
Great stay. Location is really convenient.

Reviewed on Jul. 11, 2025

Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

4 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
7.2/10 Good! (10 reviews)
It was a difficult time getting in to park - there were no clear instructions, and their main portico was blocked off for a wedding the next day. We were let in by Valet, who wasn't supposed to let us get in until we had a code, but we couldn't park anywhere to get in to get said code. Once inside, the onsite person was friendly, but clueless. We actually had to help him check us in. A little embarrassing, but we got in. The unit was very clean! The space was perfect for our stay.

Reviewed on Jul. 7, 2025

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
9/10 Wonderful! (1,529 reviews)
It was a very cool experience staying at this historic hotel. It's in a great area. The lobby is stunning. The room we stayed in was spacious but nothing fancy. Our bed was very uncomfortable - it caved into the middle. The friendly staff gave offered us a breakfast credit for the bad sleep. Overall we would stay again.

Reviewed on Jul. 9, 2025

Renaissance Pittsburgh Hotel

Renaissance Pittsburgh Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
9/10 Wonderful! (1,002 reviews)
Absolutely loved the hotel. The room was very spacious and had a fantastic view. The staff was great. The bar inside the hotel was relaxed and the bartender was awesome. There is so many dining options within walking distance from the hotel. During my stay they was doing the Picklesburgh Festival, and this did not impact my stay at all. It was a great stay, planning to do it again soon.

Reviewed on Jul. 11, 2025

Ready to book your vacation to Pleasant Hills?

 

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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 $170 per night from Jul 16 to Jul 17
CA $170
CA $194 total
Jul 16 - Jul 17
includes taxes & fees
8/10 Very Good! (2,884 reviews)
"Great stay. Location is really convenient."

Reviewed on Jul. 11, 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 CA $196 per night from Jul 27 to Jul 28
CA $196
CA $224 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,534 reviews)
"Beautiful property."

Reviewed on Jul. 13, 2025

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 $173 per night from Jul 20 to Jul 21
CA $173
CA $198 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,326 reviews)
"Great customer service, friendly front desk agent , he upgraded us, highly recommend"

Reviewed on Jul. 13, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,758 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Pleasant Hills

PNC Park which includes a city

PNC Park

4.5/5(67 reviews)

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

PNC Park
University of Pittsburgh

University of Pittsburgh

4.5/5(36 reviews)

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.

University of Pittsburgh
Carnegie Mellon University

Carnegie Mellon University

4.5/5(21 reviews)

Walk around the campus of Carnegie Mellon University, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Carnegie Mellon University

What to do in Pleasant Hills

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

CA $185
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
JUST THE TOUR - An open top Double Decker Bus Sightseeing Tour of Pittsburgh.

JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.

CA $62
per adult
94% of travellers recommend
JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.
Happy hour cruiser

2 Hour Private Sightseeing Charter Boat Cruise

CA $527
per traveller
2 Hour Private Sightseeing Charter Boat Cruise
See all activities in Pleasant Hills

Frequently asked questions

How much does a Pleasant Hills vacation package cost?
You can snap up a vacation package to this destination from CA $644 on Expedia. But how much your vacation to Pleasant Hills costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Pleasant Hills?
To pick up cheap Pleasant Hills vacation packages, plan your getaway outside of busy periods such as public holidays. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Pleasant Hills?
Usually, a handful of days is enough to visit the top sights during your Pleasant Hills vacation. But if you'd like to have more time to rest or go on day tours, think about extending your itinerary.
How to find the best Pleasant Hills package deals?
Begin your search for a Pleasant Hills package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Pleasant Hills package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pleasant Hills adventure off to a flying start.
Is it cheaper to book a Pleasant Hills vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations individually. Better still, you can customize your Pleasant Hills getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Pleasant Hills?
If you're considering a spontaneous Pleasant Hills trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Pleasant Hills?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Pleasant Hills.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to save for your trip to Pleasant Hills. Then, choose a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Pleasant Hills. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your accommodations and airfare: After you've settled on your dates and duration, lock in the ideal Pleasant Hills vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.