Osborne Vacations from $445

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The Latest Osborne vacation packages

Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $580, price is now $445 per person
$445
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (298 reviews)
Everything was good. Only complaint was the matress was hard!

Reviewed on Jul 1, 2026

Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was $753, price is now $567 per person
$567
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.8/10 Excellent! (1,005 reviews)
The room was very clean, but not that big, we had a room with 2 queens and it was a little tight with three adults. Staff were incredibly helpful and friendly and breakfast had a nice selection.

Reviewed on Jun 30, 2026

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,507, price is now $1,187 per person
$1,187
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
9/10 Wonderful! (1,377 reviews)
Clean and nice

Reviewed on Jul 2, 2026

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Price was $906, price is now $717 per person
$717
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (1,267 reviews)
Location was perfect and the staff made things easy

Reviewed on Jul 1, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $820, price is now $651 per person
$651
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It was just ok. Maybe Pittsburgh needs to get a Ritz or Four Seasons.

Reviewed on Jun 24, 2026

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What to do in Osborne

Picture 4 for Activity 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
This tour is the best tour for sports fans! Big fun guaranteed!

New! Black & Gold Sports History Tour for Sports Fans

$33
per adult
New! Black & Gold Sports History Tour for Sports Fans
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
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
$124 nightly
The price is $141 total per night from Jul 19 to Jul 20
$141 total
Jul 19 - Jul 20
Total with taxes and fees
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
$130 nightly
The price is $148 total per night from Jul 13 to Jul 14
$148 total
Jul 13 - Jul 14
Total with taxes and fees
9.4/10 Exceptional! (1,912 reviews)
"great place, spacious rooms, staff is very helpful. excellent breakfast. loved our stay."

Reviewed on Jul 2, 2026

The Landing Hotel at Rivers Casino
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
1100 Liberty Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $177 total per night from Jul 6 to Jul 7
$177 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (149 reviews)
"Right near the bus terminal so it can get sketchy walking around. Loved the washer and dryer in the room. Heads up to bring unscented detergent if fragrances bother you."

Reviewed on Jul 2, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
See all 1,971 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 $445 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.