Osborne Vacations from $599

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The Latest Osborne vacation packages

Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $759, price is now $599 per person
$599
per person
Jun 23 - Jun 26
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,492 reviews)
The fridge in my room froze my yogurt and water. I have tried to change the settings but it didn't help. Also the fridge initially stood on a metal rack, which vibrated so loudly, I had to put it on the floor

Reviewed on May 14, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $1,007, price is now $742 per person
$742
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
7.8/10 Good! (276 reviews)
The boxspring was noticeably dirty and the mattress was uncomfortable. The walls and windows were thin, it was noisy with noticeable noise coming from inside and outside the building. Overall the images were accurate of the room and it was organized in a clean way which made it bearable. The code would not work for the front door but the staff were reachable by phone and fairly quick to open it but it took more than a day for them to provide a working code.

Reviewed on May 15, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was $1,055, price is now $822 per person
$822
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.2/10 Very Good! (1,066 reviews)
Good central location and friendly staff…

Reviewed on May 12, 2026

AC Hotel Pittsburgh Downtown

AC Hotel Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $892, price is now $720 per person
$720
per person
Jun 23 - Jun 26
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.8/10 Excellent! (670 reviews)
Excellent food at the bar. Easy walk to the expo

Reviewed on Apr 14, 2026

Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
Central Oakland
Price was $967, price is now $787 per person
$787
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.8/10 Excellent! (1,030 reviews)
Did not care for the steps needed to reach the front desk. The housekeeping staff was excellent.

Reviewed on May 10, 2026

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Discover the most popular places to visit in Osborne

PNC Park

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh
Acrisure Stadium

Acrisure Stadium

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

What to do in Osborne

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Sushi Making Class With Local Chef

Pittsburgh: Sushi Making Class With Local Chef

$75
per adult
Pittsburgh: Sushi Making Class With Local Chef
See all activities in Osborne

Osborne Hotel Deals

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
$190 nightly
The price is $217 total per night from May 31 to Jun 1
$217 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (3,525 reviews)
Great location for a concert at Heinz Hall. Parking was easy. Nearby restaurants were good.

Reviewed on May 15, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from May 25 to May 26
$154 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (1,720 reviews)
Breakfast and staff excellant

Reviewed on May 15, 2026

The Landing Hotel at Rivers Casino
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
$199 nightly
The price is $227 total per night from May 24 to May 25
$227 total
May 24 - May 25
Total with taxes and fees
9.2/10 Wonderful! (1,997 reviews)
I enjoyed this facility but the toilet was way too low.

Reviewed on May 12, 2026

Omni William Penn Hotel
See all 1,961 properties in Osborne
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 $599 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.