Whitaker Vacations from $497

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Your Whitaker Vacation

When a fun city getaway is calling, answer it with a Whitaker vacation package. The neighborhood of Squirrel Hill South, which is good for cycling, golfing and dining, makes an awesome base for your adventures. The Waterfront, Sandcastle Water Park and Carnegie Museum and Library are just some of the sights you'll want to see during your trip to Whitaker. Expedia is here to help you escape your daily routine. Tailor your vacation to Whitaker to suit your travel style, whatever that may look like.

The Latest Whitaker vacation packages

Price found within the past 48 hours. Click for updated prices.
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was $660, price is now $497 per person
$497
per person
Apr 29 - May 2
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Very friendly staff and clean room.

Reviewed on Feb 1, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $935, price is now $648 per person
$648
per person
Apr 29 - May 2
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

The Colonial Mt. Lebanon by Luxe PGH

The Colonial Mt. Lebanon by Luxe PGH

3 out of 5
Mount Lebanon
Save 100% on your flight
Price was $1,104, price is now $815 per person
$815
per person
Apr 29 - May 2
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
2/10 (2 reviews)
Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,055, price is now $800 per person
$800
per person
Apr 29 - May 2
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
9/10 Wonderful! (1,151 reviews)
The room was nice, not particularly special. But best of all is the hotel’s location. I was able to easily walk to where I wanted to go: the August Wilson Cultural Center, the Andy Warhol Museum, even the football and baseball stadiums. It was perfect!

Reviewed on Feb 1, 2026

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Discover the most popular places to visit in Whitaker

University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

4.5/5(843 reviews)

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
PNC Park showing a city

PNC Park

4.5/5(780 reviews)

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

PNC Park
Mario Lemieux statue

PPG Paints Arena

4.5/5(596 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena

What to do in Whitaker

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$70
per adult
Pittsburgh Pirates Baseball Game at PNC Park
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: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

$59
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Whitaker

Whitaker 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
$120 nightly
The price is $136 total per night from Feb 12 to Feb 13
$136 total
Feb 12 - Feb 13
Total with taxes and fees
8.2/10 Very Good! (3,391 reviews)
The room was very clean and all the staff was top notch for service. The valet parking was nothing more than organized chaos. There was a dance event at the hotel so that added to the loads of cars stacking up in front, but I guess if that’s all I have to point out then it wasn’t that bad. We’ll ...

Reviewed on Feb 1, 2026

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
$159 nightly
The price is $182 total per night from Feb 16 to Feb 17
$182 total
Feb 16 - Feb 17
Total with taxes and fees
9/10 Wonderful! (1,938 reviews)
Check-in was the quickest I have ever experienced at a hotel.

Reviewed on Feb 3, 2026

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
$110 nightly
The price is $126 total per night from Feb 15 to Feb 16
$126 total
Feb 15 - Feb 16
Total with taxes and fees
8.4/10 Very Good! (1,431 reviews)
valet staff was incredible. rooms were a little pricey for the actual size. location was pretty close to everything.

Reviewed on Feb 4, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,889 properties in Whitaker
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 Whitaker Vacation Packages

Whitaker Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)
Population
1,250
Top Sights
Sandcastle Water Park, Carnegie Museum and Library and Bulgarian Macedonian National Educational and Cultural Center

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Frequently asked questions

How much does a Whitaker vacation package cost?
You'll find cheap prices from $497 on Expedia for your Whitaker getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Whitaker costs.
What are the cheapest months to go to Whitaker?
If you're looking to score a cheap Whitaker vacation package, consider visiting in June, September and October. You're likely to find lower rates on hotels and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Whitaker?
Typically, a handful of days is enough to visit the major sights during your Whitaker vacation. However, if you want to have some time to kick back or go on day tours, consider extending your trip.
How to find the best Whitaker package deals?
Bagging a cheap Whitaker package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Whitaker package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Whitaker vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight 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 freedom to create a tailored Whitaker vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Whitaker?
Secure incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Whitaker trip.
Does Expedia offer Book Now, Pay Later Whitaker vacation packages?
Your Whitaker trip should be a relaxing escape from your busy life, not a source of money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.