Oakmont Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,054, price is now CA $792 per person
CA $792
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.4/10 Very Good! (1,333 reviews)
My room had a mildewy smell, and wasn’t properly cleaned.

Reviewed on Aug. 22, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $2,180, price is now CA $1,561 per person
CA $1,561
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
7.6/10 Good! (16 reviews)
Unique, incredible preservation of the historical aspects of the property fused with modern design in the condos .

Reviewed on Aug. 25, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,722, price is now CA $1,291 per person
CA $1,291
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
The property was great the and the sfaff were awesome.

Reviewed on Aug. 17, 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was CA $1,147, price is now CA $861 per person
CA $861
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,212 reviews)
One of my favorites! Always clean and comfortable Great bar/restaurant.

Reviewed on Aug. 24, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was CA $1,181, price is now CA $908 per person
CA $908
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Everything was great

Reviewed on Aug. 12, 2025

Ready to book your vacation to Oakmont?

 

Choose your dates

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 $210 per night from Aug 27 to Aug 28
CA $210
CA $240 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (2,990 reviews)
"."

Reviewed on Aug. 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 $220 per night from Sep 10 to Sep 11
CA $220
CA $251 total
Sep 10 - Sep 11
includes taxes & fees
9/10 Wonderful! (1,611 reviews)
"Mark the bellman was super friendly and the front desk staf was exceptional."

Reviewed on Aug. 22, 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 $158 per night from Sep 22 to Sep 23
CA $158
CA $183 total
Sep 22 - Sep 23
includes taxes & fees
8.2/10 Very Good! (1,341 reviews)

Reviewed on Aug. 21, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,750 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
Family Vacations
Family Vacations

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

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

CA $43
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

CA $186
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

CA $76
per adult
Pittsburgh Pirates Baseball Game at PNC Park
See all activities in Oakmont

Frequently asked questions

How much does an Oakmont vacation package cost?
Offering great value package deals from CA $792 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.