Wilkinsburg Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Wilkinsburg Vacation

Say bye-bye to planning hassles and hello to a Wilkinsburg vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Squirrel Hill South, which is great for cycling, golfing and dining. Make your trip to Wilkinsburg even more fun and exciting by including some sightseeing. University of Pittsburgh, Carnegie Mellon University and PPG Paints Arena are some of the popular attractions you'll want to explore. Expedia is here to help you escape your routine. Tailor your vacation to Wilkinsburg to match your travel style, whatever that may look like.

Top Holiday Package Deals in Wilkinsburg

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

CA $824
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
6.6/10 (1,002 reviews)
Clean room but way too small

Reviewed on Sep 14, 2026

Stay Pittsburgh

Stay Pittsburgh

Downtown Pittsburgh
CA $1,090
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
8/10 Very good! (325 reviews)
Good location near a bunch of restaurants that you can walk to. We were in town for the Steelers game and this is a good place to stay for that. Easy to get an Uber/Lyft too if you need one. Apartment was very clean. Queen bed was good. Parking lot $30 per day across street. Would stay here again if in Downtown Pittsburgh area.

Reviewed on Sep 14, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh
CA $1,690
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) 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

Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

Downtown Pittsburgh
CA $1,535
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,621 reviews)
.

Reviewed on Sep 15, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh
CA $1,561
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (228 reviews)

Where to stay in Wilkinsburg

Find the best Wilkinsburg areas and neighborhoods for the activities you enjoy most. Learn more about Wilkinsburg
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

2 out of top 10 points of interest in this area

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

Find hotels in Downtown Pittsburgh
A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

North Shore

2 out of top 10 points of interest in this area

Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations.

Find hotels in North Shore
The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

Oakland

1 out of top 10 points of interest in this area

Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation.

Find hotels in Oakland
A street with a Starbucks and a plaza with colorful steps.

Strip District

Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months.

Find hotels in Strip District
A courtyard with a fountain, brick walls, and trees.

Shadyside

Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible.

Find hotels in Shadyside

Wilkinsburg Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $172
CA $196 total
Sep 28 - Sep 29
includes taxes & fees
8.4/10 Very good! (3,796 reviews)
"Staff was very friend and helpful"

Reviewed on Sep 15, 2026

Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $200
CA $228 total
Sep 20 - Sep 21
includes taxes & fees
8.2/10 Very good! (1,334 reviews)
"Clean rooms"

Reviewed on Sep 15, 2026

Pittsburgh Marriott City Center
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $165
CA $189 total
Oct 6 - Oct 7
includes taxes & fees
9.4/10 Exceptional! (2,313 reviews)
"All of the staff we came in contact with were so friendly and helpful. The room was very clean and we had no issues. The walk to Acrisure stadium only took 5 minutes. I will definitely stay here again."

Reviewed on Sep 15, 2026

The Landing Hotel at Rivers Casino
See all 1,977 properties in Wilkinsburg
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
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Wilkinsburg vacation package cost?
From as low as CA $824. Yes, you read that right. Our Wilkinsburg packages are an awesome way to make your budget last longer. Bundle your preferred flights, hotels and rental car and get out and see this vibrant destination.
How do I get a cheap travel package to Wilkinsburg?
Just think of all the wonderful things you could do in Wilkinsburg with extra cash in your pocket. Watch your savings stack up when you combine your flights, hotels and other bookings into a Wilkinsburg vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 air carriers and 1,000,000 hotel options throughout the world. Whether you're heading away with the family or surprising your special someone, organizing a trip to Wilkinsburg is better with a package.
Where should I stay in Wilkinsburg?
With popular attractions such as The Waterfront and Bakery Square in this area, look for a hotel situated near either of them. Chatham University is another sight in Wilkinsburg that lures the crowds.
How far in advance should I book my Wilkinsburg vacation?
While not all airlines advertise tickets early, you can normally start comparing international flights on Expedia up to 12 months in advance. This is when you'll nab some incredible bargains. If you've left everything to the last minute, you may still be in luck. Sometimes the lowest prices become available only weeks prior to departure.
What does an Expedia Wilkinsburg travel package include?
From airfares and hotels to rental cars, Expedia can help you put together a Wilkinsburg package that suits you. Heading off for a while? Give some thought to a rental car, hotel and flight bundle. If you can only manage a quick getaway, a flight and hotel deal could be more your style. Tours and activities can be added once you've made your booking. Our vacation packages make it a breeze to save and plan.
What should I know before booking a Wilkinsburg travel package?
A package can be easier on the wallet than separately booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a tidy sum. Whatever kind of vacation you're planning, you'll find a package within your budget.
Can I choose my airline with a Wilkinsburg Expedia vacation package?
Most definitely. Expedia has more than 550 airline partners to pick from globally. With so much choice, finding the right carrier to get you to Wilkinsburg won't be hard.
If I'm not able to travel, can I cancel my Wilkinsburg vacation package?
You can. We get that life happens, so we're here to help if you have to make changes to your Wilkinsburg vacation package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $40
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

CA $68
per adult
100% of travellers recommend
Whiskey Rebellion & Prohibition Tour
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

CA $45
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.