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.
The Inn on Negley
Shadyside
CA $1,080
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
10/10 Exceptional! (224 reviews)
So clean! A beautiful house and an amazing breakfast! Staff were wonderful. Short walk to shops and restaurants. Highly recommended.
Reviewed on Sep 23, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
CA $1,283
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (1,320 reviews)
All of the staff at this location were quite pleasant. The front desk staff was helpful and hospitable. The serving staff at breakfast were attentive and friendly. Overall a 4.5 out of 5. The facility itself could be a little more modernized; and also more nonsmoker friendly. The smoking patrons were allowed to stand outside of the entrance which produced unpleasant smells and made waiting for alternate transportation difficult.
Reviewed on Sep 28, 2026
Ready to book your vacation to Oakmont?
Oakmont Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $175
CA $200 total
Oct 12 - Oct 13
includes taxes & fees
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $215
CA $245 total
Oct 18 - Oct 19
includes taxes & fees
8.2/10 Very good! (1,332 reviews)
"All of the staff at this location were quite pleasant. The front desk staff was helpful and hospitable. The serving staff at breakfast were attentive and friendly. Overall a 4.5 out of 5. The facility itself could be a little more modernized; and also more nonsmoker friendly. The smoking patrons ..."
Reviewed on Sep 28, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $190
CA $216 total
Oct 26 - Oct 27
includes taxes & fees
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.
What to do in Oakmont
Pittsburgh: Museum of Illusions Entrance Ticket
CA $41
per adult
86% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
CA $45
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
Frequently asked questions
How much does an Oakmont vacation package cost?
Offering great value package deals from CA $1,080 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?
- 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.
- 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.
- 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.
- 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.
