Whitaker Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Downtown Pittsburgh
CA $1,147
per person
Nov 27 - Nov 29
found 7 hours ago
Roundtrip flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (334 reviews)
Check in was rough online only. I couldn't reach anyone by phone, granted it was 10pm, but it took me forever to get through the process and then wait for a code to get into my room. Make sure you check in right when you get the text or email message.
Reviewed on Oct 17, 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 $175
CA $199 total
Nov 2 - Nov 3
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $158
CA $180 total
Nov 15 - Nov 16
includes taxes & fees
9.4/10 Exceptional! (2,451 reviews)
"Great staff great service highly satisfied"
Reviewed on Oct 18, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
CA $143
CA $163 total
Nov 8 - Nov 9
includes taxes & fees
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: Museum of Illusions Entrance Ticket
CA $41
per adult
86% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
Frequently asked questions
How much does a Whitaker vacation package cost?
You'll find cheap prices from CA $1,147 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.
Explore a world of travel with Expedia
- Squirrel Hill Hotels
- Hotels near Highmark Stadium
- Hotels near Petersen Events Center
- Apartments in Homestead
- Hotels with Free Airport Shuttle in Pittsburgh
- Hotels near Kennywood
- Hotels near Chatham University
- Forest Hills Hotels
- Pittsburgh Hotels
- Downtown Pittsburgh Hotels
- Beach Hotel Hotels in West Mifflin
- North Versailles Hotels
- Hotels near The Waterfront
- Family Hotels in Pittsburgh
- Pet-Friendly Hotels in Pittsburgh
- West Mifflin Hotels
- Motels in Pittsburgh
- Cabin Rentals in Edgewood
- Shadyside Hotels
- Hotels near University of Pittsburgh
- Mckeesport Hotels
- B&B in Pittsburgh
- Hotels near David L Lawrence Convention Center
- North Shore Hotels
- B&B in Rankin
- Hotels near Acrisure Stadium
- Waterpark Hotels in Pittsburgh
- Hotels with a Pool in Pittsburgh
- Whitaker Hotels
- Luxury Hotels in Pittsburgh
- Boutique Hotels in Downtown Pittsburgh
- Oakland Hotels
- Homestead Hotels
- Hotels near PPG Paints Arena
- Hotels near PNC Park
- Hotels near Carnegie Mellon University
- Wingate by Wyndham Pittsburgh/West Mifflin
- Cheap Hotels in Pittsburgh
- Monroeville Hotels
- Hotels near Sri Venkateswara Temple
- Greenfield Hotels
- Hotels with Free Parking in Downtown Pittsburgh
- Penn Hills Hotels
- Flights from Montreal (YUL) to Pittsburgh (PIT)
- Flights to Southwest Pennsylvania
- Flights from Vancouver (YVR) to Pittsburgh (PIT)
- Flights from Edmonton (YEG) to Pittsburgh (PIT)
- Flights from Calgary (YYC) to Pittsburgh (PIT)
- Flights from Pittsburgh Intl.
- Flights from Halifax (YHZ) to Pittsburgh (PIT)
- Flights from Toronto (YYZ) to Pittsburgh (PIT)
- Flights from Buffalo (BUF) to Pittsburgh (PIT)
- Flights to Pittsburgh
- Market Square
- Carnegie Mellon University
- Pittsburgh Vacations
- Monroeville Mall
- National Aviary
- Rivers Casino
- Pnc Park
- Mount Washington Vacations
- Visit Western Pennsylvania
- Heinz Hall
- Phipps Conservatory
- Schenley Park
- Monongahela Incline
- Senator John Heinz Regional History Centre
- The Waterfront
- Acrisure Stadium
- Irwin Vacations
- Cathedral of Learning
- Point State Park
- Visit Pittsburgh
- Ppg Paints Arena
- Carnegie Science Center
- Carnegie Museum of Natural History
- Visit Turtle Creek
- Kennywood
- Visit North Versailles
- Visit Downtown Pittsburgh
- Andy Warhol Museum
- Visit West Homestead
- Visit Shadyside
- Duquesne Incline
- Sri Venkateswara Temple
- Carnegie Museum of Art
- Roberto Clemente Bridge
- Visit Southwest Pennsylvania
- Children's Museum of Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
