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.
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
Price was CA $1,396, price is now CA $1,163 per person
CA $1,163
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,793 reviews)
We stayed one night since we had an early flight. The hotel is clean and has all the amenities but was the loudest hotel we have stayed in. There was noise from the rooms around and above us and from the hallway. We also were woken up at 4am by some loud vibrations within the wall. No one could have slept through the noise. When we brought it to their attention, they apologized but that didn’t help with our sleepless night before a long day of travel. We would stay again only if absolutely necessary.

Reviewed on Nov 14, 2026

Villagio Boutique Hotel

Villagio Boutique Hotel

4 out of 5
North Side
Price was CA $1,621, price is now CA $1,194 per person
CA $1,194
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (175 reviews)

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was CA $1,812, price is now CA $1,445 per person
CA $1,445
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,004 reviews)

The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

4.5 out of 5
Oakland
Price was CA $1,679, price is now CA $1,352 per person
CA $1,352
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9.2/10 Wonderful! (846 reviews)
Great stay at the Oaklander! Convenient location while visiting our son at Pitt. Friendly staff, clean rooms, will come again!

Reviewed on Nov 15, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,533, price is now CA $1,264 per person
CA $1,264
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
great

Reviewed on Nov 14, 2026

Ready to book your vacation to Oakmont?

 

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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 $176 per night from Nov 30 to Dec 1
CA $176
CA $201 total
Nov 30 - Dec 1
includes taxes & fees
8.4/10 Very good! (3,913 reviews)
"Rooms themselves are small and show their age, clean and functional though. Staff was very helpful...even during a busy convention. My coffee maker didn't work so they dropped off a new one quickly."

Reviewed on Nov 15, 2026

Wyndham Grand Pittsburgh Downtown
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Dec 16 to Dec 17
CA $154
CA $176 total
Dec 16 - Dec 17
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Nov 24 to Nov 25
CA $196
CA $223 total
Nov 24 - Nov 25
includes taxes & fees
9.4/10 Exceptional! (2,578 reviews)
"Perfect spot if you’re going to a game! Walkable, parking is included in the rate, which was a huge plus, breakfast was great with lots of options"

Reviewed on Nov 15, 2026

The Landing Hotel at Rivers Casino
See all 1,828 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.
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What to do in Oakmont

Picture 3 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $41
per adult
86% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

CA $46
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $19
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
See all activities in Oakmont

Frequently asked questions

How much does an Oakmont vacation package cost?
Offering great value package deals from CA $1,163 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.