East Pittsburgh Vacation Packages

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Your East Pittsburgh Vacation

The stress-free way to experience this interesting city is with a custom-made East Pittsburgh vacation package. Base yourself in the neighborhood of Squirrel Hill South, which is great for cycling, golfing and dining or go someplace else — our packages are all about you. A trip to East Pittsburgh is an excellent opportunity to take in the sights. Check out popular attractions like Carnegie Mellon University, Kennywood and The Waterfront. Expedia has what you need to escape your routine. Tailor your vacation to East Pittsburgh to match your travel style, whatever that may look like.

Top East Pittsburgh Vacation Deals

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

DoubleTree by Hilton Pittsburgh - Cranberry

CA $813
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Bangor (BGR) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh
CA $1,412
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Bangor (BGR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Convenient location

Reviewed on Oct 11, 2026

Stay Pittsburgh

Stay Pittsburgh

Downtown Pittsburgh
CA $892
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Bangor (BGR) to Pittsburgh (PIT)
8/10 Very good! (334 reviews)
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

Downtown Pittsburgh
CA $1,093
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Bangor (BGR) to Pittsburgh (PIT)
8.2/10 Very good! (1,330 reviews)
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

CA $1,471
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
9/10 Wonderful! (1,793 reviews)
The building and room were clean. The check in staff was nice and very helpful. The only difficulty we encounter with the staff was the night before we were to leave. My husband and I stopped by the front desk to check shuttle times because we had a flight the next day at 5:20 am. When my husband asked the elderly gentleman what time did the shuttle run, he answered very curtly every 15 minutes. It was like my husband was bothering him. The other problem iI had with them was that I paid for some upgrades from my last visit and didn't receive them. If you stay here, don't upgrade.You will only be disappointed. Read reviews on their website.

Reviewed on Oct 15, 2026

Ready to book your vacation to East Pittsburgh?

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East Pittsburgh Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $176
CA $201 total
Nov 2 - Nov 3
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $156
CA $178 total
Nov 15 - Nov 16
includes taxes & fees
The Landing Hotel at Rivers Casino
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $145
CA $165 total
Nov 8 - Nov 9
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
See all 1,889 properties in East Pittsburgh
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 an East Pittsburgh vacation package cost?
You'll find cheap prices from CA $813 on Expedia for your East Pittsburgh break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to East Pittsburgh costs.
What are the cheapest months to go to East Pittsburgh?
You can usually find reduced prices and better availability in January, February and March. Explore our cheap East Pittsburgh vacation packages and you could land some great off-season discounts.
How many days is enough for East Pittsburgh?
We recommend booking an East Pittsburgh vacation for at least 2 days. This gives you enough time to check off key attractions such as Bakery Square and Monroeville Mall, and also explore neighbourhoods like West Homestead and Squirrel Hill. You might even be able to make time for one or two day trips outside of East Pittsburgh.
How to find the best East Pittsburgh package deals?
Start your search for an East Pittsburgh package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal East Pittsburgh package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your East Pittsburgh escape underway.
Is it cheaper to book an East Pittsburgh vacation as a package?
You can enjoy significant savings on your next East Pittsburgh retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to East Pittsburgh?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment East Pittsburgh adventure.
How to plan a trip to East Pittsburgh?
  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to East Pittsburgh.
  2. Set a budget: Factor in expenses like flights, transportation and food when working out how much to set aside for your trip to East Pittsburgh. Then, choose a property that fits your budget, whether that's an affordable stay or a lavish retreat.
  3. Decide how long to go away for: Now that you're more familiar with East Pittsburgh, you can figure out the perfect length of your break. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick an East Pittsburgh vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.