Wilmerding Vacations from $189

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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!

The Latest Wilmerding vacation packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Pittsburgh Airport

Quality Inn Pittsburgh Airport

2.5 out of 5
per person
Sep 13 - Sep 16
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Pittsburgh (PIT)
7.4/10 Good! (813 reviews)
Not a new facility Staff works over and above to take extra care to cleanliness and service

Reviewed on Jul 18, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Oct 10 - Oct 13
found 16 hours ago
Roundtrip flight included
Chicago (CHI) to Pittsburgh (PIT)
8/10 Very Good! (2,984 reviews)
The employees were excellent. The restaurant & Bar area was very commentating. Clean lobby rooms were clean .

Reviewed on Aug 2, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
per person
Sep 13 - Sep 16
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Pittsburgh (PIT)
8.2/10 Very Good! (1,030 reviews)
Highly recommend!! Rooms and bathrooms are HUGE!!

Reviewed on Aug 3, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Sep 13 - Sep 16
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Pittsburgh (PIT)
8.4/10 Very Good! (1,353 reviews)
Great hotel with a very friendly staff

Reviewed on Jul 28, 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Sep 13 - Sep 16
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Pittsburgh (PIT)
7.8/10 Good! (156 reviews)
Cute little apartment, all communication with management is by text/ email - no one on site. Follow all the directions they send very carefully. This is located downtown Pittsburgh, in a great location for walking around the triangle. Parking is available in a parking garage across the street. Stay Pittsburgh provided a QR code for discounted parking, however it didn't work for me and I ended up paying extra for this. Two things about the stay weren't great - admittedly this was one of the hottest days of the summer, and the apartment just could not keep up with cooling. Fortunately two fans were provided so it was tolerable for sleeping. Also, water pressure in the shower was pretty poor. Otherwise, for the price and the fact I could have my dog with me, this was a great place to stay.

Reviewed on Aug 4, 2025

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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
$119 nightly
The price is $136 total per night from Aug 20 to Aug 21
$136 total
Aug 20 - Aug 21
Total includes taxes and fees
8/10 Very Good! (2,977 reviews)
"Hotel was great.only complaint is the room smelled like a dirty fishtank"

Reviewed on Aug 4, 2025

Wyndham Grand Pittsburgh Downtown
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
$143 nightly
The price is $163 total per night from Aug 20 to Aug 21
$163 total
Aug 20 - Aug 21
Total includes taxes and fees
9/10 Wonderful! (1,585 reviews)
"Parking was a nightmare."

Reviewed on Aug 3, 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Aug 24 to Aug 25
$148 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (396 reviews)
"Nice hotel near downtown."

Reviewed on Aug 1, 2025

Courtyard by Marriott Pittsburgh University Center
See all 1,699 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'll find cheap prices from $189 on Expedia for your Wilmerding break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Wilmerding costs.
What are the cheapest months to go to Wilmerding?
You can typically find reduced prices and greater availability in December, January and February. Explore our cheap Wilmerding vacation packages and you could land some great off-season discounts.
How many days is enough for Wilmerding?
The ideal duration of your Wilmerding vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to hit all the major sights and discover some hidden treasures along the way.
How to find the best Wilmerding package deals?
Bagging a cheap Wilmerding package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some 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 view the most wallet-friendly Wilmerding 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 often lower.
Is it cheaper to book a Wilmerding vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Wilmerding vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Wilmerding?
If you have your Wilmerding vacation dates confirmed, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Wilmerding vacation packages?
If you're like us, you love discovering new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Wilmerding break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.