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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
per person
Mar. 8 - Mar. 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.2/10 Very Good! (982 reviews)
A/C system is really loud, woke me up a few times in the night~ anything else is all good

Reviewed on Dec. 23, 2024

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
Feb. 1 - Feb. 4
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,002 reviews)
Booked a king room on Expedia and when we arrived we were assigned two double beds. When we asked the customer service representative to correct the mistake, they stated that the Westin does not honor room choices made on Expedia. After several minutes they were able to find an available king room. They recommended booking directly with the hotel for future stays. Outside of this issue our stay was OK. Room was basic, nothing special. It could have been cleaner as there was hair in the bathroom and the sleeping area. Neighbors were quite noisy at 2am. Location was great, close to everything. Will look elsewhere before booking another room at the Westin.

Reviewed on Dec. 15, 2024

424-Apt. 403

424-Apt. 403

3.5 out of 5
Oakland
per person
Feb. 4 - Feb. 9
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9.8/10 Exceptional! (20 reviews)
Entrance is in an alley but once your in the property is great.

Reviewed on Sep. 24, 2024

424-Apt 304

424-Apt 304

3.5 out of 5
Oakland
per person
Feb. 4 - Feb. 9
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9.2/10 Wonderful! (11 reviews)
Excellent experience!

Reviewed on Mar. 24, 2024

Kimpton Hotel Monaco Pittsburgh, an IHG Hotel

Kimpton Hotel Monaco Pittsburgh, an IHG Hotel

4.5 out of 5
Downtown Pittsburgh
per person
Feb. 1 - Feb. 4
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,071 reviews)
Great customer service Beautiful room Wonderful amenities Highly recommend

Reviewed on Dec. 23, 2024

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 $217 per night from Jan. 9 to Jan. 10
CA $217
CA $247 total
includes taxes & fees
Jan 9 - Jan 10, 2025
9/10 Wonderful! (1,325 reviews)
"Great time"

Reviewed on Dec. 23, 2024

Omni William Penn Hotel
Wyndham Grand Pittsburgh Downtown
Wyndham Grand Pittsburgh Downtown
3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Jan. 20 to Jan. 21
CA $211
CA $241 total
includes taxes & fees
Jan 20 - Jan 21, 2025
7.8/10 Good! (2,794 reviews)
"Great hotel, will stay there again."

Reviewed on Dec. 22, 2024

Wyndham Grand Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
3 out of 5
1410 Smallman Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jan. 14 to Jan. 15
CA $183
CA $208 total
includes taxes & fees
Jan 14 - Jan 15, 2025
9/10 Wonderful! (1,109 reviews)
"Location was perfect"

Reviewed on Dec. 23, 2024

Homewood Suites by Hilton Pittsburgh Downtown
See all 1,676 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 $710 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

PPG Paints Arena

PPG Paints Arena

5/5(80 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
Acrisure Stadium

Acrisure Stadium

4.5/5(94 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium
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

What to do in Whitaker

Admire astonishing Tokyo views in your private tour

Private City Kickstart Tour: Tokyo

CA $173
per adult
Private City Kickstart Tour: Tokyo
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

CA $144
per adult
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
Enjoy the beautiful holiday lights in Downtown Pittsburgh!

Holiday Lights Tour

CA $47
per adult
Holiday Lights Tour
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.