Whitaker Vacations from $516
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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.
Oakmont Inn
Plum
$682
per person
Dec 5 - Dec 8
found 15 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
10/10 Exceptional! (38 reviews)
From the minute we arrived to the minute we checked out, an amazing stay, very clean, beds comfortable, convenient location. Great space downstairs for family, gym, and breakfast each morning was wonderful. Will stay here again and recommend to friends and family
Reviewed on Jul 5, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
$775
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.6/10 Excellent! (1,004 reviews)
I would highly recommend! We spent our 2nd anniversary there for the Steelers game and when we arrived to our room they were so kind to leave us some goodies and a little note to congratulate us! It was a very clean hotel and room! Staffing very kind! Will be staying again for sure!
Reviewed on Sep 14, 2026
South Broadway Manor
$744
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pittsburgh (PIT)
9.8/10 Exceptional! (119 reviews)
The manor was beautifully decorated and Wendy invited us to look around the whole house. Each room was unique in its interior. Next time we will stay in the carriage house, incredible accommodations! Breakfast was delicious and beds were super comfy!!!!
Reviewed on Sep 15, 2026
What to do in Whitaker
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
94% of travellers recommend
Whiskey Rebellion & Prohibition Tour
$49
per adult
100% of travellers recommend
Pittsburgh: Pasta Making Class With Local Chef
$75
per adult
Whitaker Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (3,797 reviews)
"No USB outlets in rooms, expensive breakfast, Hallways look old and dingy,Expensive valet, problems with wall mounted with Ac at various times, Rooms reflect older hotels from many years ago with scratched up furniture.Bright spot is best view river side of the hotel in Pittsburgh"
Reviewed on Sep 20, 2026
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$152 nightly
$173 total
Oct 16 - Oct 17
Total with taxes and fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$149 nightly
$170 total
Oct 19 - Oct 20
Total with taxes and 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.
Find the Best Whitaker Vacation Packages
Whitaker Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 1,250 |
Top Sights | Sandcastle Water Park, Carnegie Museum and Library and Bulgarian Macedonian National Educational and Cultural Center |
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Frequently asked questions
How much does a Whitaker vacation package cost?
You'll find cheap prices from $516 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.
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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.
