Glassport Vacations from $250

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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 - Cranberry

DoubleTree by Hilton Pittsburgh - Cranberry

4 out of 5
Price was $335, price is now $250 per person
$250
per person
Jan 30 - Feb 2
found 17 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
8.8/10 Excellent! (913 reviews)
Besides the trash cans in lobby and outside needing emptied. Absolutely beautiful hotel. The lobby was gorgeous. Staff super friendly. Rooms were spotless!! 10 out of 10!!!

Reviewed on Nov 29, 2025

TownePlace Suites by Marriott Pittsburgh Cranberry Township

TownePlace Suites by Marriott Pittsburgh Cranberry Township

3 out of 5
Save 100% on your flight
Price was $567, price is now $320 per person
$320
per person
Jan 30 - Feb 2
found 17 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
9.2/10 Wonderful! (416 reviews)
The building is in good shape. One piece of furniture in our room was in poor shape but the rest of the room was fine and our stay was good. The breakfast is basic but sufficient.

Reviewed on Aug 17, 2025

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
Price was $518, price is now $370 per person
$370
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,211 reviews)
So close to the stadium for the game, clean and friendly service

Reviewed on Dec 1, 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was $499, price is now $362 per person
$362
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,253 reviews)
Great hotel, excellent location.

Reviewed on Nov 25, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was $383, price is now $280 per person
$280
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8/10 Very Good! (1,003 reviews)
The room was very clean and the staff was extremely pleasant!

Reviewed on Dec 2, 2025

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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 Dec 19 to Dec 20
$127 total
Dec 19 - Dec 20
Total with taxes and fees
8/10 Very Good! (3,233 reviews)
Good, as usual.

Reviewed on Dec 1, 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
$159 nightly
The price is $181 total per night from Jan 1 to Jan 2
$181 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (1,797 reviews)
Excellent stay at the Omni William Penn, as always! Iconic Pittsburgh hotel, centrally located in downtown. Festively decorated for Christmas, which adds an extra touch of class.

Reviewed on Nov 28, 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $105 total per night from Dec 21 to Dec 22
$105 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,401 reviews)
Room was perfect for the trip and clean and staff was very helpful

Reviewed on Nov 27, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,808 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 $250 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.