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.
  • A brick building with a large arched entrance labeled "STAYPGH".
    Dec 18 - Dec 21

    Stay Pittsburgh + Flight

    Downtown Pittsburgh
    3 nights
    2.0 star property
    8.0/10 - Very good (345 reviews)
    Roundtrip • Vancouver (YVR) - Pittsburgh (PIT)
    YVR - PIT • 2 stops PIT - YVR • 2 stops
    CA $1,515
    CA $1,255
    per traveller
    found 1 day ago
    Stay Pittsburgh
  • A rooftop lounge with seating and a view of the cityscape at dusk.
    Dec 18 - Dec 21

    Joinery Hotel Pittsburgh, Curio Collection by Hilton + Flight

    Downtown Pittsburgh
    3 nights
    4.0 star property
    8.4/10 - Very good (1,706 reviews)
    Roundtrip • Vancouver (YVR) - Pittsburgh (PIT)
    YVR - PIT • 2 stops PIT - YVR • 2 stops
    CA $1,593
    CA $1,349
    per traveller
    found 1 day ago
    Joinery Hotel Pittsburgh, Curio Collection by Hilton
  • A multi-story hotel with a brick facade, large windows, and a flagpole with an American flag.
    Dec 18 - Dec 21

    Hampton Inn & Suites Pittsburgh-Downtown + Flight

    Downtown Pittsburgh
    3 nights
    2.5 star property
    9.4/10 - Exceptional (1,366 reviews)
    "The property was clean and updated in a great location. The price was great compared to other properties in the area and included free parking and breakfast. The front desk staff was so friendly! We had one small issue with housekeeping and the manager more than made up for it. I’d definitely stay here again"
    Reviewed November 3, 2026
    Roundtrip • Vancouver (YVR) - Pittsburgh (PIT)
    YVR - PIT • 2 stops PIT - YVR • 2 stops
    CA $1,635
    CA $1,401
    per traveller
    found 1 day ago
    Hampton Inn & Suites Pittsburgh-Downtown
  • A cityscape with high-rise buildings, including a prominent Westin hotel.
    Jan 29 - Feb 1

    The Westin Pittsburgh, a Marriott Hotel + Flight

    Downtown Pittsburgh
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "Clean"
    Reviewed November 1, 2026
    Roundtrip • Toronto (YYZ) - Pittsburgh (PIT)
    YYZ - PIT • 1 stop PIT - YYZ • 1 stop
    CA $1,624
    CA $1,392
    per traveller
    found 1 day ago
    The Westin Pittsburgh, a Marriott Hotel
  • A Marriott hotel with a modern glass facade, surrounded by other buildings and a historic building in the background.
    Dec 18 - Dec 21

    Pittsburgh Marriott City Center + Flight

    Downtown Pittsburgh
    3 nights
    3.5 star property
    8.2/10 - Very good (1,387 reviews)
    "The hotel overall needs deep cleaning (dust in the corners, dirty carpet, dirty walls) and is out dated (chairs in the restaurant are all peeling from wear and tear and looks horrible and furniture in the rooms are outdated as well). There is no breakfast buffet as advertised and the restaurant is not open during dinner hours and you will have to eat/order from the bar area and they do not cater to the full menu that is shown in the elevators. Parking is either self-parking of $40+ a day with no..."
    Reviewed November 4, 2026
    Roundtrip • Vancouver (YVR) - Pittsburgh (PIT)
    YVR - PIT • 2 stops PIT - YVR • 2 stops
    CA $1,548
    CA $1,340
    per traveller
    found 1 day ago
    Pittsburgh Marriott City Center

Whitaker Hotel Deals

A rooftop lounge with a stone fire pit, cushioned seating, and a view of the cityscape.

SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square
3.0 star property
6.8 km from Whitaker
8.8 out of 10, Excellent, (1,000 reviews)
"We plan to use"
The price is CA $141
CA $161 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites by Marriott Pittsburgh Bakery Square
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.
See all properties in Whitaker

Frequently Asked Questions

How much does a Whitaker vacation package cost?

You'll find cheap prices from CA $1,255 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.