Whitaker Vacations from $342

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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.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
Price was $526, price is now $342 per person
$342
per person
Jan 11 - Jan 17
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (1,014 reviews)
I enjoyed my stay the staff are wonderful the room was nice and neat the bathroom was fully stocked i was honestly astonish at how professional they are and would love to experience it a million more nights

Reviewed on Oct 22, 2025

Residence Inn by Marriott Pittsburgh North Shore

Residence Inn by Marriott Pittsburgh North Shore

3 out of 5
North Shore
Save 100% on your flight
Price was $1,728, price is now $955 per person
$955
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (1,000 reviews)
The room was pretty clean and almost everything was perfect for us. We are not very picky BUT I expect hotel beds to be GOOD at least. The beds here are awful. The main king bed was almost as uncomfortable as the pull out couch. I did not sleep well here. The staff and front desk people were really nice, so I didn't want to have anything bad to say.

Reviewed on Oct 19, 2025

DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Save 100% on your flight
Price was $579, price is now $376 per person
$376
per person
Jan 11 - Jan 17
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (1,029 reviews)
Tight bathroom very small. Low shower pressure.

Reviewed on Oct 24, 2025

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,004, price is now $676 per person
$676
per person
Jan 11 - Jan 17
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
9/10 Wonderful! (1,724 reviews)
Every staff member we met was friendly and helpful. All around excellent experience. See you next year!

Reviewed on Oct 24, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $681, price is now $461 per person
$461
per person
Jan 11 - Jan 17
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (1,378 reviews)
The 1/3 lights in our room were broken, which was unfortunate. Also we were missing lotion and only had 1 full towel. We loved it here I just think the ball was dropped a little on in room amenities

Reviewed on Oct 19, 2025

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Discover the most popular places to visit in Whitaker

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
Oakland featuring a garden

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 fascinating museums in this vibrant area.

University of Pittsburgh
Heinz Field which includes a lake or waterhole

Acrisure Stadium

4.5/5(998 reviews)

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 Whitaker

Step into the shadows and discover the haunting tales of our city's past.

Pittsburgh Ghosts Steel City Haunted Tour

$26
per adult
100% of travellers recommend
Pittsburgh Ghosts Steel City Haunted Tour
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
Gems of Pittsburgh Tour

Gems of Pittsburgh Bike Tour

$59
per adult
Gems of Pittsburgh 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
$155 nightly
The price is $177 total per night from Nov 9 to Nov 10
$177 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (3,099 reviews)
The bar/lounge area should be open on Saturdays at noon so patrons can watch colkege football somewhere on prooerty other than their room. Also there should be at least on TV in the lobby area that guests can watch when someone is waiting on travel companions.

Reviewed on Oct 19, 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
$167 nightly
The price is $191 total per night from Nov 9 to Nov 10
$191 total
Nov 9 - Nov 10
Total with taxes and fees
9/10 Wonderful! (1,734 reviews)
Great!

Reviewed on Oct 16, 2025

Omni William Penn Hotel
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Nov 23 to Nov 24
$108 total
Nov 23 - Nov 24
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Very nice hotel.

Reviewed on Oct 22, 2025

DoubleTree by Hilton Pittsburgh - Green Tree
See all 1,777 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 $342 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.