Glassport Vacations from $282

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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.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was $337, price is now $282 per person
$282
per person
Mar 7 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (1,003 reviews)
I loved everything about this hotel. The staff are so friendly and it's so clean

Reviewed on Jan 20, 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 $739, price is now $553 per person
$553
per person
Mar 7 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was $498, price is now $394 per person
$394
per person
Mar 7 - Mar 9
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Kitchen was fully equipped with everything you would need. The rooms were clean and spacious, beautiful building and friendly staff. Parking is what you would expect in a downtown area but was very easy and the attendant was great.

Reviewed on Jan 14, 2026

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $539, price is now $444 per person
$444
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (3,142 reviews)
Room was clean and staff was friendly and accommodating. Breakfast Buffet was not great for $19.00 - eggs hard and sausage stayed with us ALL day. Cleaning crew starts knocking on doors around 8:00 a.m. You can hear them from down the hall. Location was selling point and would stay there again for that.

Reviewed on Jan 23, 2026

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
Price was $909, price is now $751 per person
$751
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,767 reviews)
Great location, shower, hotel

Reviewed on Jan 21, 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
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from Feb 12 to Feb 13
$127 total
Feb 12 - Feb 13
Total with taxes and fees
8.2/10 Very Good! (3,367 reviews)
Great location

Reviewed on Jan 20, 2026

Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from Feb 12 to Feb 13
$127 total
Feb 12 - Feb 13
Total with taxes and fees
8/10 Very Good! (1,120 reviews)
Fast courteous check in

Reviewed on Jan 18, 2026

Pittsburgh Marriott City Center
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
$159 nightly
The price is $182 total per night from Jan 24 to Jan 25
$182 total
Jan 24 - Jan 25
Total with taxes and fees
9/10 Wonderful! (1,919 reviews)
Hotel was very clean and staff was great

Reviewed on Jan 14, 2026

Omni William Penn Hotel
See all 1,864 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 $282 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.