Whitaker Vacation Packages

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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.

Top Whitaker Vacation Deals

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

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
7.8/10 Good! (147 reviews)
That i had a place while doing my 1st wek at HACP

Reviewed on Jul. 12, 2025

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

2.5 out of 5
North Shore
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
8.4/10 Very Good! (1,176 reviews)
It was in a very convenient location for your travels and reasonably priced

Reviewed on Jul. 14, 2025

TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

3 out of 5
Lawrenceville
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
8.6/10 Excellent! (819 reviews)
I liked this property but my room was on the side of the building facing 40th street with semis and motorcycles passing by around the clock. Felt the room was perfectly soundproof for the interior but if you're a light sleeper request a room that does not face 40th. Bed was super comfortable but disappointed that the room had not been swept/vacuumed and the body wash was empty. Just little ways to improve.

Reviewed on Jul. 12, 2025

The Colonial Mt. Lebanon by Luxe PGH

The Colonial Mt. Lebanon by Luxe PGH

3 out of 5
Mount Lebanon
per person
Oct 9 - Oct 13
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
2/10 (2 reviews)
Sheraton Pittsburgh Hotel at Station Square

Sheraton Pittsburgh Hotel at Station Square

3.5 out of 5
South Shore
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,007 reviews)
We had a city view room and the view was excellent! The trains were not too bad, considering they were right outside the window- I certainly heard them when I was awake, but they didn't wake me during the night. It would have been nice to have a towel hook or towel bar to hang our wet towels on.

Reviewed on Jul. 15, 2025

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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
The price is CA $180 per night from Jul 17 to Jul 18
CA $180
CA $205 total
Jul 17 - Jul 18
includes taxes & fees
8/10 Very Good! (2,883 reviews)
My favorite Pittsburgh hotel!
"Staff is super friendly. Great location! Beds were super comfy!"

Reviewed on Jul. 15, 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
The price is CA $196 per night from Jul 30 to Jul 31
CA $196
CA $224 total
Jul 30 - Jul 31
includes taxes & fees
9/10 Wonderful! (1,534 reviews)
"Beautiful property."

Reviewed on Jul. 13, 2025

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
The price is CA $174 per night from Jul 20 to Jul 21
CA $174
CA $198 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,326 reviews)
"Great customer service, friendly front desk agent , he upgraded us, highly recommend"

Reviewed on Jul. 13, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,763 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Whitaker

PNC Park which includes a city

PNC Park

4.5/5(67 reviews)

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

PNC Park
University of Pittsburgh

University of Pittsburgh

4.5/5(36 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
Acrisure Stadium

Acrisure Stadium

4.5/5(94 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

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

CA $185
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
JUST THE TOUR - An open top Double Decker Bus Sightseeing Tour of Pittsburgh.

JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.

CA $62
per adult
94% of travellers recommend
JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.
Happy hour cruiser

2 Hour Private Sightseeing Charter Boat Cruise

CA $527
per traveller
2 Hour Private Sightseeing Charter Boat Cruise
See all activities in Whitaker

Frequently asked questions

How much does a Whitaker vacation package cost?
You'll find cheap prices from CA $1,045 on Expedia for your Whitaker getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Whitaker costs.
What are the cheapest months to go to Whitaker?
January, February and March are the best times to search for cheap Whitaker vacation packages. Choosing to travel in quieter periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Whitaker?
You can visit all the leading sights in Whitaker in a few days, including the popular Sandcastle Water Park. If you're looking for a longer Whitaker vacation, check out what kind of activities and day trips are available in the area.
How to find the best Whitaker package deals?
Bagging a cheap Whitaker package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Whitaker package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Whitaker vacation as a package?
You can enjoy significant savings on your Whitaker break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Whitaker?
Land incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Whitaker escape.
How to plan a trip to Whitaker?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to vacation in Whitaker.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Whitaker.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Whitaker. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your airfare and accommodations: After you've settled on your travel dates and duration, book the right Whitaker vacation package for you.

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