Cuddy Vacations from $518
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Your Cuddy Vacation
Say farewell to the hassle of planning and hello to a Cuddy vacation package. With everything organized before you leave, you can focus on discovering every inch of this city, starting with Downtown Pittsburgh, which is good for markets, dining and views. Any trip to Cuddy needs a well-crafted itinerary. Fill yours with major attractions like South Hills Village, Pittsburgh Botanic Garden and Printscape Arena at Southpointe. A couple of clicks is all it takes to create the ideal Cuddy vacation on Expedia.
The Latest Cuddy vacation packages
Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh
Downtown Pittsburgh
Save 100% on your flight
Price was $926, price is now $598 per person
$598
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (302 reviews)
I traveled to Pittsburgh for a Pirates game with a friend back in June. This place was perfect for us. We rented 3D. It was a clean, a two bedroom, two bath apartment, and six twin beds with an easy 15-minute walk to the PNC Park. Crossing the Roberto Clemente bridge was a blast with all the fans. Also Stay Pittsburgh is walking distance to the Monongahela Incline (drops you off in Mount Washington) and the Market Square where I relaxed with a Primanti Bros sandwich.
The price was way better than a single hotel room. Truth be told it’s not a Ritz Carlton but like I said it’s walking distance to everything.
Some issues we experienced – their “About this property” promotes Street parking available, so we thought FREE street parking. This is not the case, just an FYI you can park on the street but it’s very expensive. They should update their “About this property” to state PAID street parking available or state there are many parking garages in the area that you can park for $25-$30 dollars a night which is not bad but people should know.
Although the place is clean, and an awesome location, things like the towels and pots and pans seem like they are from the 1970s. Also, some aging towel racks and faucets. I didn’t mind just something you should beware.
Overall, if I ever return to Pittsburgh I would definitely stay there again even with my wife, of course with an apartment that does not have twin beds. Remember location, location, location is key!
Reviewed on Jul 13, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $1,337, price is now $972 per person
$972
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
Great location! Convenient to everything in town.
Reviewed on Jul 12, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $778, price is now $583 per person
$583
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,551 reviews)
Fun space. Good location
Reviewed on Jul 14, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $794, price is now $628 per person
$628
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (146 reviews)
Property was beautiful! Easy to get to from m
Reviewed on Jul 13, 2026
Cuddy Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $151 total per night from Jul 19 to Jul 20
$151 total
Jul 19 - Jul 20
Total with taxes and fees
8.2/10 Very Good! (3,653 reviews)
"Great location - walked everywhere."
Reviewed on Jul 14, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Jul 21 to Jul 22
$154 total
Jul 21 - Jul 22
Total with taxes and fees
9.4/10 Exceptional! (1,974 reviews)
"Great water pressure! Very clean! Walking distance to Stage AE"
Reviewed on Jul 14, 2026
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Jul 26 to Jul 27
$148 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (804 reviews)
"Nice service, very clean and adjacent to the Pitt campus."
Reviewed on Jul 12, 2026
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 Cuddy Vacation Packages
Cuddy Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Top Sights | Andy Warhol Museum, Point State Park and Sandcastle Water Park |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
