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.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
CA $986
per person
Nov 13 - Nov 15
found 21 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
8.2/10 Very good! (3,705 reviews)
my only issue was that we had no shampoo and 3 bottles of conditioner. Also, the refridgerator had not been cleaned out from the previous guests and their beverages were still in there. Other than that the stay & the view were far above expectations.
Reviewed on Aug 21, 2026
Home2 Suites by Hilton Pittsburgh / McCandless, PA
North Side
CA $1,369
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Friendly helpful staff. Great parking situation. Clean and modern. It’s my go to hotel when I’m in Pittsburgh. Lots of restaurants nearby as well.
Reviewed on Aug 21, 2026
Traveler's Rest Hotel
South Side Flats
CA $1,058
per person
Nov 13 - Nov 15
found 21 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
9.6/10 Exceptional! (111 reviews)
Travelers Rest is one of a kind! Impeccably clean, lovingly restored building. On-street parking right outside, well-lit at night. A boutique hotel that is part museum, part guest house, part well-curated library; amazing, working bicycle garage!
One enters and feels at once welcomed and trusted. The common area includes a beautifully-decorated sitting room/breakfast room/shared kitchen/music room with a working piano and record player.
When you the property, you have a name card and room keys with lanyard waiting inside. You feel immediately drawn to explore this unique place that provides an ideal combination of peaceful solitude and community.
Remember to bring your bathrobe and slippers for your bathroom, which is unique to your sleeping room but just a few steps down the hall.
The in-room white noise machine offers a variety of selections from waterfall to cityscape.
Reviewed on Aug 17, 2026
Ready to book your vacation to Wilmerding?
Wilmerding Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $185
CA $211 total
Aug 30 - Aug 31
includes taxes & fees
8.4/10 Very good! (3,746 reviews)
"my only issue was that we had no shampoo and 3 bottles of conditioner. Also, the refridgerator had not been cleaned out from the previous guests and their beverages were still in there. Other than that the stay & the view were far above expectations."
Reviewed on Aug 21, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
CA $274
CA $313 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (2,056 reviews)
"This is a great stay in the heart of Pittsburgh. We stayed after a Pirates game and the hotel is totally walkable to and from PNC Park. The staff is very professional and welcoming and the hotel itself is beautiful and historic. I really enjoyed the coffee shop for the morning. Room was nice and ..."
Reviewed on Aug 21, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $144
CA $164 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (2,194 reviews)
"Loved it so much. Better than 80% of the casinos I’ve been too"
Reviewed on Aug 21, 2026
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.
Frequently asked questions
How much does a Wilmerding vacation package cost?
You can pick up a vacation package to this top destination from CA $986 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?
- 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.
- 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.
- 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.
- Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the perfect Wilmerding vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
