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.
The Inn on Negley
Shadyside
CA $1,285
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
10/10 Exceptional! (225 reviews)
This Inn is beautiful, perfectly located within a couple minutes of downtown, very well maintained, breakfast was wonderful, the room was super comfortable with quality linens and a very comfortable batch. Wonderful staff as well, Peter gave us some history of Pittsburgh and some ideas to make our trip back home even better! We plan on coming back to Pittsburgh and staying here again.
Reviewed on Sep 30, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
CA $1,343
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (1,330 reviews)
Room was not the best. We expected so much better. Front desk staff was great BUT
#1 restaurant breakfast staff for the WEEKDAYS was not very nice. Order took long, the food we received was for a different table, got they're attention to let them know but we felt as if we were bothering them, then it took even longer to get our breakfast (breakfast WEEKEND staff was great)
#2 Bar staff was not very welcoming. I understand it was a busy night with the opposing team also staying at the hotel but that was no reason to overlook us. (Seemed intentional)
#3 "City Center" view was horrible. The windows inside and out were so dirty. I was trying to take a picture of the gorgeous sunrise but all I got was a picture of dirt. That was very disappointing.
# 4 The refrigerator didn't work. Our food went bad and drinks never got cold.
#5 How does such a huge money making hotel not have microwaves in the rooms?
#6 Shower felt dirty. It look like they just did a quick wipe, no sanitation of any kind. The shower curtain was a dirty yellow color with black mold at the bottom. Top of it had some blue residue like substance that looked like they attempted to wipe it but forgot or didn't finish.
Overall for the amount of money we paid we expected better, top class. And considering you have Pitt football team and the Cincinnati Bengals team staying there as well. There has to be some changes made
DISAPPOINTING!!
Reviewed on Oct 7, 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 $176
CA $200 total
Nov 3 - Nov 4
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $191
CA $217 total
Oct 18 - Oct 19
includes taxes & fees
9.4/10 Exceptional! (2,407 reviews)
"Wonderful time the staff is amazing!"
Reviewed on Oct 7, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $155
CA $176 total
Nov 3 - Nov 4
includes taxes & fees
8.8/10 Excellent! (1,247 reviews)
"Such a lovely hotel. So close to everything. Rooms were spotless, staff were friendly, parking was abundant, and always felt safe as mother traveling with small children. When we go back to Pittsburgh this is where we will stay."
Reviewed on Oct 6, 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 $1,285 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.
