Oakmont Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Oakmont

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 S$219 per night from 27 Nov to 28 Nov
S$219
includes taxes & fees
27 Nov - 28 Nov
7.8/10 Good! (2,786 reviews)
"Great area and great service"

Reviewed on 21 Nov,2024

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 S$256 per night from 21 Dec to 22 Dec
S$256
includes taxes & fees
21 Dec - 22 Dec
9/10 Wonderful! (1,290 reviews)
Classic Style
"We stay here for overnights a few times a year and really love it. The service is wonderful and the lobby is a great place to hang out, work, read, have a drink or coffee. And the rooms are always very well appointed and comfortable."

Reviewed on 21 Nov,2024

Omni William Penn Hotel
Homewood Suites by Hilton Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
3 out of 5
1410 Smallman Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is S$165 per night from 10 Dec to 11 Dec
S$165
includes taxes & fees
10 Dec - 11 Dec
9/10 Wonderful! (1,082 reviews)
"Excelente para ir a ver a los Pittsburgh Steelers"

Reviewed on 19 Nov,2024

Homewood Suites by Hilton Pittsburgh Downtown
See all 1,615 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.

Frequently asked questions

How much does an Oakmont holiday package cost?
Handcraft your Oakmont holiday package from a low . Choose from any combination of flights, hotels and rental cars to create the escape you’ve been dreaming about for ages. Don’t forget to add on one or two experiences!
How do I get a cheap travel package to Oakmont?
Bundle, bundle, bundle. Hotels, rental cars and flights — combine whatever you need into an Oakmont holiday package to save loads of cash. Score even more discounts when you include extras such as tours or experiences to your booking. But that’s not the only impressive part. You have the flexibility to tailor your holiday your way. We offer over 550 air carriers and 1,000,000 hotels in all corners of the globe, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Where should I stay in Oakmont?
A getaway to Oakmont wouldn’t be complete without stopping by VA Hospital H.J. Heinz Campus, Oakmont Country Club and Shady Side Academy. Spend your evenings near these tourist attractions and make sightseeing easy.
What are the top hotels in Oakmont?
Private 3 Bedroom Home Near Local Restaurants in the Upper Oakmont neighbourhood is a great choice for an Oakmont getaway. Stay here and you’ll be well-placed to discover all that this city has to offer.
How far in advance should I book my Oakmont holiday?
Savvy travellers always book early. Airlines typically release flights nearly 12 months ahead of departure, and this is your chance to score some rock-bottom prices. Boss just told you to use up some holiday time next month? No sweat. Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Oakmont travel package include?
Hotels, flights and rental cars, or any combination of the three — it’s totally up to you. Whether you’re exploring Oakmont on a family road trip or adventuring solo, there’s a bundle to fit your budget and style. Once you’ve made your booking, why not add on a couple of tours and experiences?
What should I know before booking an Oakmont travel package?
Locking in all the parts of your escape together is a simple way to save. Bundle your flights, car rentals and hotels into one package. But it’s not just hotels. Expedia offers all types of properties, including holiday rentals such as mountain cabins and short-term homes. You’ve got choices galore!
Can I choose my airline with an Oakmont Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Simply select your preferred air carrier and create the perfect Oakmont getaway.
If I'm not able to travel, can I cancel my Oakmont holiday package?
It’s hard to predict what the future holds, so it’s good to know that you can change or cancel your Oakmont holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Popular places to visit

Carnegie Science Center which includes interior views and climbing as well as a large group of people

Carnegie Science Center

4/5(1 review)

Create a ruckus with some robots, float in zero gravity like a real astronaut and take a tour of a wartime submarine at Pittsburgh's most-visited museum.

Carnegie Science Center

What to do in Oakmont

Admire astonishing Tokyo views in your private tour

Private City Kickstart Tour: Tokyo

S$167
Per adult
Private City Kickstart Tour: Tokyo
Love in the City: Pittsburgh’s Enchanting Romantic Walk

Love in the City: Pittsburgh’s Enchanting Romantic Walk

S$29
Per adult
Love in the City: Pittsburgh’s Enchanting Romantic Walk
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

S$17
Per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
See all activities in Oakmont

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.