Wilmerding Vacation Packages

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Your Wilmerding Vacation

The hassle-free way to experience this vibrant city is with a tailor-made Wilmerding vacation package. Base yourself in the neighborhood of Squirrel Hill South, which is great for cycling, golfing and dining or choose someplace else — our packages are all about you. Kennywood, The Waterfront and Sri Venkateswara Temple are just a few of the many sights you'll want to explore during your trip to Wilmerding. Stop dreaming and start doing. Browse the many options on Expedia today and finally put your Wilmerding vacation plans into motion!

Top Wilmerding Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was CA $963, price is now CA $896 per person
CA $896
per person
Aug 27 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,005 reviews)
We have stayed here on several visits to Pittsburgh. Front desk and breakfast staff always friendly. Rooms are always clean and the breakfast is good. We definitely recommend staying here..

Reviewed on Jul 5, 2026

The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

4.5 out of 5
Oakland
Price was CA $1,367, price is now CA $1,268 per person
CA $1,268
per person
Aug 17 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.2/10 Wonderful! (789 reviews)
I found the property to be excellent in all phases, from cleanliness to staff. A wonderful experience and I will definately stay again when in Pittsburgh.

Reviewed on Jul 1, 2026

Courtyard by Marriott Pittsburgh Downtown

Courtyard by Marriott Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
Price was CA $1,146, price is now CA $1,072 per person
CA $1,072
per person
Aug 17 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,003 reviews)
We arrived unexpectedly early and Joshua and John were very accommodating to get us to our room as soon as we arrived. I loved the lobby music and evening nibbles. The housekeeping and front desk were both attentive to any needs (like an extra pillow for a sore back). Great location, especially for PNC Park and the Warhol Museum!

Reviewed on Jul 3, 2026

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was CA $1,334, price is now CA $1,250 per person
CA $1,250
per person
Aug 27 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,310 reviews)
Great stay. The hotel honored our Expedia VIP benefits . We will stay again.

Reviewed on Jun 28, 2026

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
Price was CA $1,130, price is now CA $1,060 per person
CA $1,060
per person
Aug 27 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
9/10 Wonderful! (1,377 reviews)
The hotel was in a perfect location for walking to the PNC Park

Reviewed on Jul 4, 2026

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Wilmerding Hotel Deals

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 $176 per night from Jul 19 to Jul 20
CA $176
CA $200 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (3,606 reviews)
"From the valet to the front desk to the maintenance worker (remote batteries needed replaced) everyone was kind and helpful!! 10/10 stay!"

Reviewed on Jul 5, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jul 19 to Jul 20
CA $184
CA $210 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (1,929 reviews)
"I loved it all. I had very clean room, staff was great, breakfast was good, n the casino was awesome!!"

Reviewed on Jul 5, 2026

The Landing Hotel at Rivers Casino
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
1100 Liberty Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jul 7 to Jul 8
CA $179
CA $204 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (149 reviews)
"Right near the bus terminal so it can get sketchy walking around. Loved the washer and dryer in the room. Heads up to bring unscented detergent if fragrances bother you."

Reviewed on Jul 2, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
See all 1,908 properties in Wilmerding
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.
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Frequently asked questions

How much does a Wilmerding vacation package cost?
You can pick up a vacation package to this top destination from CA $896 on Expedia. But how much your vacation to Wilmerding costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Wilmerding?
If you're looking to book a cheap Wilmerding vacation package, consider visiting in January, February and March. You'll typically find better prices on hotels and airfares during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Wilmerding?
To fully enjoy your Wilmerding vacation, we recommend staying for 2 days. Split your time between visiting Monroeville Mall, Frick Park and other well-known attractions, in addition to experiencing neighbourhoods like West Homestead and Squirrel Hill South. If you've got some spare time, include a day trip or tour in your Wilmerding vacation itinerary.
How to find the best Wilmerding package deals?
Landing a cheap Wilmerding package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Wilmerding package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Wilmerding vacation as a package?
You can enjoy significant savings on your Wilmerding retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Wilmerding?
If you're planning a spontaneous Wilmerding trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Wilmerding?

  1. Choose when to go: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to visit Wilmerding.
  2. Set a budget: Consider costs such as food, flights and transportation when working out how much to save for your trip to Wilmerding. Then, pick a hotel that matches your budget, whether that's a low-cost option or a more upscale getaway.
  3. Decide how long to go for: Now that you're up to speed on Wilmerding, you can work out the ideal length of your vacation. Pull together a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the perfect Wilmerding vacation package for you.

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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.