Whitaker Vacations from $453

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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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
per person
Oct 3 - Oct 5
found 22 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.4/10 Very Good! (1,353 reviews)
Great location. Wonderful staff. Stay there at least twice a year for weekend getaway.

Reviewed on Aug 6, 2025

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
per person
Oct 25 - Oct 30
found 21 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.2/10 Very Good! (1,030 reviews)
Highly recommend!! Rooms and bathrooms are HUGE!!

Reviewed on Aug 3, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Oct 25 - Oct 30
found 21 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Location, location, location. The property layout is super convenient with easy access to the convention center and local amenities. Like many properties, I felt the room was not as updated and fresh as the public areas were. Check-in was extremely fast and efficient. The value is in the proximity to the freeway and downtown life.

Reviewed on Jun 22, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Oct 25 - Oct 30
found 21 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
7.6/10 Good! (12 reviews)
Practical and accessible

Reviewed on Jul 12, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Oct 25 - Oct 30
found 21 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
excellent Gym area. Convenient

Reviewed on Aug 1, 2025

Don't see what you're looking for?
See all available trips from Columbus to Whitaker
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Discover the most popular places to visit in Whitaker

PNC Park showing a city

PNC Park

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

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
Heinz Field which includes a lake or waterhole

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 Whitaker

Pittsburgh: Golden Triangle Guided Walking Tour at Sunset

Pittsburgh: Golden Triangle Guided Walking Tour at Sunset

$28
per adult
Pittsburgh: Golden Triangle Guided Walking Tour at Sunset
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
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
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
$134 nightly
The price is $153 total per night from Aug 17 to Aug 18
$153 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (2,938 reviews)
"Hotel was great.only complaint is the room smelled like a dirty fishtank"

Reviewed on Aug 4, 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
$143 nightly
The price is $163 total per night from Aug 21 to Aug 22
$163 total
Aug 21 - Aug 22
Total includes taxes and fees
9/10 Wonderful! (1,582 reviews)
"Property was great. I feel like WiFi should be included in the price of the room."

Reviewed on Aug 5, 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
$130 nightly
The price is $148 total per night from Aug 24 to Aug 25
$148 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (399 reviews)
"Very convenient to UPitt and Carnegie Mellon"

Reviewed on Aug 3, 2025

Courtyard by Marriott Pittsburgh University Center
See all 1,710 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.

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Frequently asked questions

How much does a Whitaker vacation package cost?
You'll find cheap prices from $453 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.