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.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Apr. 17 - Apr. 20
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
8/10 Very Good! (2,791 reviews)
Easy walk to stadium

Reviewed on Jan. 23, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
Apr. 17 - Apr. 20
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
8.6/10 Excellent! (1,004 reviews)
The room was clean, cozy, comfortable and convenient to the convention center. I got the best sleep here and looking forward to coming back again.

Reviewed on Jan. 27, 2025

Microtel Inn & Suites by Wyndham Waynesburg

Microtel Inn & Suites by Wyndham Waynesburg

3 out of 5
per person
Mar. 22 - Mar. 29
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.8/10 Excellent! (532 reviews)
While rooms are small they are clean and comfortable. Staff are friendly and helpful.

Reviewed on Feb. 4, 2025

Etage Executive Living

Etage Executive Living

3.5 out of 5
Downtown Pittsburgh
per person
Apr. 17 - Apr. 20
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,071 reviews)
Nice and clean, great staff

Reviewed on Feb. 4, 2025

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
per person
Apr. 17 - Apr. 20
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
9.4/10 Exceptional! (344 reviews)
We had a great time !!

Reviewed on Feb. 3, 2025

Ready to book your vacation to Whitaker?

 

Choose your dates

Whitaker Hotel Deals

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 $263 per night from Feb. 18 to Feb. 19
CA $263
CA $299 total
includes taxes & fees
Feb 18 - Feb 19
9/10 Wonderful! (1,395 reviews)
"This was the best property that we have stayed at since Covid."

Reviewed on Jan. 26, 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 $157 per night from Feb. 16 to Feb. 17
CA $157
CA $179 total
includes taxes & fees
Feb 16 - Feb 17
8.2/10 Very Good! (1,073 reviews)
"Nice rooms, walkable to arena, friendly staff"

Reviewed on Feb. 2, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Kimpton Hotel Monaco Pittsburgh, an IHG Hotel
Kimpton Hotel Monaco Pittsburgh, an IHG Hotel
4.5 out of 5
620 William Penn Place, Pittsburgh, PA
Fully refundable
The price is CA $244 per night from Feb. 16 to Feb. 17
CA $244
CA $278 total
includes taxes & fees
Feb 16 - Feb 17
9.2/10 Wonderful! (1,077 reviews)
"Very helpful, and friendly staff. I was planning another trip for my girlfriend and I as soon as we left."

Reviewed on Feb. 2, 2025

Kimpton Hotel Monaco Pittsburgh, an IHG Hotel
See all 1,684 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

Frequently asked questions

How much does a Whitaker vacation package cost?
You’ll find cheap prices from CA $746 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?
You’re likely to find lower rates and greater availability in January, February and March. Explore our cheap Whitaker vacation packages and you could get some excellent off-season deals.
How many days is enough for Whitaker?
Typically, a handful of days is enough to visit the main attractions during your Whitaker vacation. However, if you’d like to have more time to unwind or take day tours, consider extending your itinerary.
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.
How to plan a trip to Whitaker?

  1. Pick your dates: The things you want to do in Whitaker and your preferred season can help you decide when to get away.
  2. Budget wisely: As well as the price of your stay, you’ll need to consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Whitaker.
  3. Decide your trip length: Consider how much time you want to spend exploring Whitaker. Plan your itinerary so you can get to all the experiences and attractions you’re interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Whitaker vacation package.

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)

Explore the campus of University of Pittsburgh, during your trip to Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh
Carnegie Mellon University

Carnegie Mellon University

4.5/5(21 reviews)

Take a campus tour or just explore the area of Carnegie Mellon University, during your trip to Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

Carnegie Mellon University

What to do in Whitaker

Admire astonishing Tokyo views in your private tour

Private City Kickstart Tour: Tokyo

CA $172
per adult
Private City Kickstart Tour: Tokyo
Love in the City: Pittsburgh’s Enchanting Romantic Walk

Love in the City: Pittsburgh’s Enchanting Romantic Walk

CA $30
per adult
Love in the City: Pittsburgh’s Enchanting Romantic Walk
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $19
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
See all activities in Whitaker
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.