Oakmont Vacation Packages

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Your Oakmont Vacation

The stress-free way to experience this interesting city is with a tailor-made Oakmont vacation package. Stay in the neighborhood of Lawrenceville, which is great for nightlife, bars and pubs and dining or go someplace else — our packages are all about you. If taking in sights is on the cards during your trip to Oakmont, swing by well-known attractions like Pittsburgh Zoo and PPG Aquarium, Sri Venkateswara Temple and Bakery Square. Whoever you're going away with and whatever your budget, your dream Oakmont vacation is only clicks away with Expedia.

Top Oakmont 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 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Only parking options are valet for $32 extra or park in the street on some very sketchy streets

Reviewed on Jul. 23, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8/10 Very Good! (2,882 reviews)
Quick and easy check in

Reviewed on Jul. 26, 2025

Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

4 out of 5
Downtown Pittsburgh
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
7.2/10 Good! (10 reviews)
Practical and accessible

Reviewed on Jul. 12, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (819 reviews)
We had a micro room and it was perfect for our three days in Lawrenceville! The history of the building was fascinating and the manager who let us in our room when we forgot our room key was so nice and very knowledgeable about the building and the area. We loved the accommodations especially the Beekman 1802 bath products!😃

Reviewed on Jul. 25, 2025

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Oakmont 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 $147 per night from Aug 20 to Aug 21
CA $147
CA $168 total
Aug 20 - Aug 21
includes taxes & fees
8/10 Very Good! (2,960 reviews)
"Nice overall property! Parking was a bit chaotic and checkin took longer than it should have. Overall it did what we needed."

Reviewed on Jul. 25, 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 Aug 17 to Aug 18
CA $196
CA $224 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,571 reviews)
"Very nice hotel and staff"

Reviewed on Jul. 25, 2025

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr, Pittsburgh, PA
The price is CA $176 per night from Aug 25 to Aug 26
CA $176
CA $201 total
Aug 25 - Aug 26
includes taxes & fees
9.4/10 Exceptional! (872 reviews)
"We had a wonderful 2 night stay at the Landing hotel. Beautiful property and surrounding area. Staff were amazing. Fastest Valet I've ever experienced. Couple minor issues, the power drapes didn't always work, the mini fridge popped the breaker once but again all minor. We will be back."

Reviewed on Jul. 24, 2025

The Landing Hotel at Rivers Casino
See all 1,773 properties in Oakmont
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
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Discover the most popular places to visit in Oakmont

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 Oakmont

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
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: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $81
per adult
100% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Oakmont

Frequently asked questions

How much does an Oakmont vacation package cost?
Offering great value package deals from CA $774 on Expedia, you'll be pleasantly surprised at how much a vacation to Oakmont costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oakmont?
The off-season is the best time to travel to Oakmont if you're trying to save. Another tip for scoring cheap Oakmont vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Oakmont?
Oakmont vacations come in many shapes and sizes, but to really get a feel for this place, we'd suggest 2 days is a good ballpark. This will mean you can fit in headline attractions like Bakery Square and Hartwood Acres Park and track down some underrated gems. Don't forget to explore cool neighbourhoods such as Harmarville and East Liberty either. If you're clever with your time, you can even schedule a day trip from Oakmont too.
How to find the best Oakmont package deals?
Use Expedia's filter tool to help you find some of the best Oakmont package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Oakmont package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book an Oakmont vacation as a package?
You can enjoy significant savings on your Oakmont getaway by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oakmont?
If you're considering an impromptu Oakmont trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Oakmont?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to escape to Oakmont.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Oakmont.
  3. Decide how long to go away for: Now that you're more familiar with Oakmont, you can work out the right length of your break. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, book the ideal Oakmont 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.