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.
DoubleTree by Hilton Pittsburgh - Green Tree
CA $921
per person
Nov 20 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,164 reviews)
Beautiful facility, staff was extra helpful, amenities were clean and very accessible. Prime location
Reviewed on Aug 31, 2026
The Maverick by Kasa
East Liberty
CA $870
per person
Nov 20 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,011 reviews)
Great weekend stay - room was spacious and spotless. The high ceilings and amenities gave us an urban loft vibe while visiting with friends in the area.
Reviewed on Aug 29, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
CA $837
per person
Nov 20 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,635 reviews)
Enjoyed the aesthetics of this boutique-type hotel. Comfortable and chic.
Reviewed on Aug 31, 2026
Ready to book your vacation to Whitaker?
Whitaker Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $188
CA $214 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very good! (3,759 reviews)
"Helpful staff"
Reviewed on Sep 1, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $134
CA $153 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (1,181 reviews)
"Beautiful facility, staff was extra helpful, amenities were clean and very accessible. Prime location"
Reviewed on Aug 31, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $144
CA $165 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (2,260 reviews)
"This hotel is in a word…excellent. From valet parking to an unexpected surprise very early check-in, we were impressed. When you’re going to a Steelers or Pirate game or to a concert, being able to “walk across the parking lot” versus navigating incredible traffic is pure joy. Many great restaurants ..."
Reviewed on Sep 1, 2026
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.
What to do in Whitaker
Pittsburgh Pirates Baseball Game at PNC Park
CA $65
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
CA $40
per adult
94% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
CA $45
per adult
Frequently asked questions
How much does a Whitaker vacation package cost?
You'll find cheap prices from CA $665 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?
- 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.
- 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.
- 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.
- Bundle your airfare and accommodations: After you've settled on your travel dates and duration, book the right Whitaker vacation package for you.
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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.
