Osborne Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to S$134 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

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$203 per night from 20 Aug to 21 Aug
S$203
20 Aug - 21 Aug
includes taxes & fees
8/10 Very Good! (2,983 reviews)
"It was close to our game, enjoyed the security measures and appreciated the available parking even if it cost, it was convenient"

Reviewed on 17 Aug, 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$209 per night from 1 Sept to 2 Sept
S$209
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,605 reviews)
"Nice and great staff. Good location"

Reviewed on 13 Aug, 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 S$176 per night from 25 Aug to 26 Aug
S$176
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,343 reviews)
"This was a very nice hotel. The room was clean and modern and up to date. We reserved a small room but it was just fine for my wife and me. The location was just a few minutes drive to U Pitt campus and much less expensive that hotels on or near campus. The bartender was very friendly and helpful. ..."

Reviewed on 17 Aug, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
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.

Popular places to visit

What to do in Osborne

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.

* 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.