Osborne Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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    Plan, book, and manage your trip all in one place

Top hotels in Osborne

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$216 per night from 16 Jun to 17 Jun
S$216
16 Jun - 17 Jun
includes taxes & fees
8/10 Very Good! (2,882 reviews)
"Convenient and clean and a good breakfast"

Reviewed on 11 Jun, 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 S$220 per night from 13 Jul to 14 Jul
S$220
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (1,493 reviews)
"Beautiful hotel in a wonderful walkable city. Internet cost money to use, should be complimentary. Beds are a bit uncomfortable, once again for the price, they should be better."

Reviewed on 9 Jun, 2025

Omni William Penn Hotel
La Quinta Inn by Wyndham Pittsburgh Airport
La Quinta Inn by Wyndham Pittsburgh Airport
3 out of 5
8507 University Blvd, Coraopolis, PA
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 29 Jun to 30 Jun
S$114
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (1,941 reviews)
"Liked shuttle service"

Reviewed on 9 Jun, 2025

La Quinta Inn by Wyndham Pittsburgh Airport
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 Osborne holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Osborne costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Osborne?
January, February and March are the best times to search for cheap Osborne holiday packages. Choosing to travel in quieter periods means you can typically find reduced prices on flights and hotels.
How many days is enough for Osborne?
The ideal duration of your Osborne holiday depends on what you’d like to do and see. Typically, a handful of days to a week will give you time to hit all the major attractions and explore some hidden treasures along the way.
How to find the best Osborne package deals?
Start your search for an Osborne package deal by entering your travel dates and destination under our “Packages” tab. Then apply some filters, like “Popular locations” and “Property type,” to fine-tune the results to your exact style. You can also sort by “Package discount” and browse offers that come with unbeatable savings. If you don’t find the perfect Osborne package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Osborne getaway off to a flying start.
Is it cheaper to book an Osborne holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You’ll usually land a better deal than booking each component separately. And you’ll still enjoy the flexibility to create a personalised Osborne holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Osborne?
If you’re planning a spur-of-the-moment Osborne trip, browse our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Osborne?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Osborne.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Osborne. Then, choose a property that suits your budget, whether that’s a wallet-friendly option or a more upscale getaway.
  3. Decide how long to go for: Now that you’re more familiar with Osborne, you can figure out the perfect length of your holiday. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Osborne holiday package.

Popular places to visit

What to do in Osborne

* 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.