Osborne Vacations from $533
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The Latest Osborne vacation packages
Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino
North Side
$586
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
9.4/10 Exceptional! (2,376 reviews)
Stay at the hotel was great. Room, location, breakfast and staff were all as expected. Would stay there again.
Reviewed on Oct 5, 2026
The Inn on Negley
Shadyside
$732
per person
Dec 18 - Dec 21
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
10/10 Exceptional! (225 reviews)
This Inn is beautiful, perfectly located within a couple minutes of downtown, very well maintained, breakfast was wonderful, the room was super comfortable with quality linens and a very comfortable batch. Wonderful staff as well, Peter gave us some history of Pittsburgh and some ideas to make our trip back home even better! We plan on coming back to Pittsburgh and staying here again.
Reviewed on Sep 30, 2026
What to do in Osborne
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
86% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
Pittsburgh: Beauty of the Burgh Bike Tour
$59
per adult
94% of travellers recommend
Osborne Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Oct 22 - Oct 23
Total with taxes and fees
8.4/10 Very Good! (3,835 reviews)
"Very good location and beautiful view."
Reviewed on Oct 5, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$151 nightly
$172 total
Nov 4 - Nov 5
Total with taxes and fees
9.4/10 Exceptional! (2,395 reviews)
"Stay at the hotel was great. Room, location, breakfast and staff were all as expected. Would stay there again."
Reviewed on Oct 5, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
$104 nightly
$119 total
Nov 3 - Nov 4
Total with taxes and 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.
Find the Best Osborne Vacation Packages
Osborne Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 550 |
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Frequently asked questions
How much does an Osborne vacation package cost?
You can grab a vacation package to this top destination from $533 on Expedia. However, how much your vacation to Osborne costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Osborne?
December, January and February are great times to look for cheap Osborne vacation packages. Opting to travel in less busy months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Osborne?
With a well-organized itinerary, you can easily tick off the most popular Osborne attractions in a few days. But if you want to discover lesser-known spots or go on day trips, think about booking your Osborne vacation for longer.
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 vacation as a package?
Expedia vacation 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 personalized Osborne vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Osborne vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Osborne vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
