Glassport Vacations from $340

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Your Glassport Vacation

When a break in the city is calling, answer it with a vacation package to Glassport. The neighborhood of Squirrel Hill South, which is good for cycling, golfing and dining, makes a great base for your adventures. Like to get out and explore? Kennywood, Sandcastle Water Park and Century III Mall are among the top-rated places to visit during your trip to Glassport. Don't put off your visit to this city any longer. Your ultimate Glassport vacation is a couple of clicks away with Expedia.

The Latest Glassport vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Price was $421, price is now $340 per person
$340
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
8.4/10 Very Good! (1,017 reviews)
Excellent rooms and staff

Reviewed on May 9, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,430, price is now $1,042 per person
$1,042
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip flight included
Houston (IAH) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.

Reviewed on Apr 10, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $716, price is now $573 per person
$573
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip flight included
Houston (IAH) to Pittsburgh (PIT)
8/10 Very Good! (272 reviews)
Once you book the room trough expedia there is a list of communication in order to get the access to the property.. This should be advised once received expedia confirmation in order to expedite the process

Reviewed on May 7, 2026

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $648, price is now $530 per person
$530
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip flight included
Houston (IAH) to Pittsburgh (PIT)
8.2/10 Very Good! (3,506 reviews)
Staff was very friendly and the room clean. Ask for a corner room on a higher floor. We had an amasing view.

Reviewed on May 9, 2026

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
Price was $559, price is now $458 per person
$458
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
9/10 Wonderful! (1,326 reviews)
Friendly staff, comfortable beds. Great location. Coffee maker in room did not work Charging outlets by one of the beds did not work.

Reviewed on May 8, 2026

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Glassport Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
$165 nightly
The price is $188 total per night from May 25 to May 26
$188 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (3,533 reviews)
Staff was very friendly and the room clean. Ask for a corner room on a higher floor. We had an amasing view.

Reviewed on May 9, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
$190 nightly
The price is $217 total per night from May 10 to May 11
$217 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (2,007 reviews)
Room was spacious, shower had great pressure, very well maintained property and loved the Speak Easy in house

Reviewed on May 9, 2026

Omni William Penn Hotel
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
$131 nightly
The price is $150 total per night from May 10 to May 11
$150 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,689 reviews)
Location, very nice accommodations, free parking, complimentary breakfast and professional staff - great value

Reviewed on May 8, 2026

The Landing Hotel at Rivers Casino
See all 2,008 properties in Glassport
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.

Find the Best Glassport Vacation Packages

Glassport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)
Population
4,400
Top Sights
Pittsburgh Zoo and PPG Aquarium, Kennywood and Andy Warhol Museum

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Frequently asked questions

How much does a Glassport vacation package cost?
You'll find cheap prices from $340 on Expedia for your Glassport escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Glassport costs.
What are the cheapest months to go to Glassport?
If you're looking to snag a cheap Glassport vacation package, consider traveling in November, December and January. You're likely to find better prices on flights and accommodations during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Glassport?
Typically, a handful of days is enough to tick off the top sights during your Glassport vacation. But if you prefer to have time to unwind or go on day tours, think about extending your itinerary.
How to find the best Glassport package deals?
Use Expedia's filter tool to help you find some great Glassport package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Glassport package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Glassport vacation as a package?
You can enjoy significant savings on your Glassport escape by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Glassport?
If you have your Glassport vacation dates locked in, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Glassport vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Glassport vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.