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.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
8/10 Very Good! (2,984 reviews)
The employees were excellent. The restaurant & Bar area was very commentating. Clean lobby rooms were clean .

Reviewed on Aug. 2, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pittsburgh (PIT)
7.6/10 Good! (12 reviews)
Practical and accessible

Reviewed on Jul. 12, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pittsburgh (PIT)
8.2/10 Very Good! (1,030 reviews)
Highly recommend!! Rooms and bathrooms are HUGE!!

Reviewed on Aug. 3, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Location, location, location. The property layout is super convenient with easy access to the convention center and local amenities. Like many properties, I felt the room was not as updated and fresh as the public areas were. Check-in was extremely fast and efficient. The value is in the proximity to the freeway and downtown life.

Reviewed on Jun. 22, 2025

TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

3 out of 5
Lawrenceville
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pittsburgh (PIT)
8.6/10 Excellent! (847 reviews)
Great time. First time stay, great roof top bar, food, and breakfast/coffee area. Free breakfast and free parking would have been even better. Valet parking team was awesome and is always available to get your car when needed.

Reviewed on Aug. 5, 2025

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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 $164 per night from Aug 20 to Aug 21
CA $164
CA $187 total
Aug 20 - Aug 21
includes taxes & fees
8/10 Very Good! (2,971 reviews)
"The employees were excellent. The restaurant & Bar area was very commentating. Clean lobby rooms were clean ."

Reviewed on Aug. 2, 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 $197 per night from Aug 21 to Aug 22
CA $197
CA $225 total
Aug 21 - Aug 22
includes taxes & fees
9/10 Wonderful! (1,590 reviews)
"O"

Reviewed on Aug. 4, 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
The price is CA $179 per night from Aug 24 to Aug 25
CA $179
CA $204 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (396 reviews)
"Nice hotel near downtown."

Reviewed on Aug. 1, 2025

Courtyard by Marriott Pittsburgh University Center
See all 1,706 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

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

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
Acrisure Stadium

Acrisure Stadium

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 Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $18
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Golden Triangle Guided Walking Tour at Sunset

Pittsburgh: Golden Triangle Guided Walking Tour at Sunset

CA $38
per adult
Pittsburgh: Golden Triangle Guided Walking Tour at Sunset
Step into the shadows and discover the haunting tales of our city's past.

Pittsburgh Ghosts Steel City Haunted Tour

CA $36
per adult
100% of travellers recommend
Pittsburgh Ghosts Steel City Haunted Tour
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 $733 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.