Cuddy Vacations from $474

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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.
DoubleTree by Hilton Pittsburgh Airport

DoubleTree by Hilton Pittsburgh Airport

4 out of 5
Price was $586, price is now $474 per person
$474
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,013 reviews)
Clean convenient room.

Reviewed on Nov 12, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $940, price is now $674 per person
$674
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,004 reviews)
Just average. Rooms dated

Reviewed on Nov 3, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $838, price is now $645 per person
$645
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Pittsburgh (PIT)
8.2/10 Very Good! (3,079 reviews)
Great location, friendly staff

Reviewed on Nov 12, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was $614, price is now $478 per person
$478
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Pittsburgh (PIT)
8/10 Very Good! (1,014 reviews)
Their breakfast deal was a wonderful meal at their in house restaurant.

Reviewed on Nov 7, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $619, price is now $498 per person
$498
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Pittsburgh (PIT)
8.4/10 Very Good! (1,378 reviews)
Loved the lobby and unique decor. Server at Millhouse was exceptional.

Reviewed on Nov 11, 2025

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Cuddy 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
$104 nightly
The price is $119 total per night from Dec 4 to Dec 5
$119 total
Dec 4 - Dec 5
Total with taxes and fees
8/10 Very Good! (3,126 reviews)
Great.

Reviewed on Nov 11, 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
$167 nightly
The price is $191 total per night from Nov 16 to Nov 17
$191 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,760 reviews)
Rooms were clean and comfortable, availability of hotel restaurants/ tap room great, location to PPG and T perfect.

Reviewed on Nov 12, 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
$125 nightly
The price is $142 total per night from Nov 20 to Nov 21
$142 total
Nov 20 - Nov 21
Total with taxes and fees
8.4/10 Very Good! (1,383 reviews)
Good stay

Reviewed on Nov 10, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,686 properties in Cuddy
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

How much does a Cuddy vacation package cost?
Offering great value package deals from $474 on Expedia, you'll be surprised at how little a vacation to Cuddy costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cuddy?
December, January and February are great times to look for cheap Cuddy vacation packages. Opting to travel in less busy periods means you can typically find better prices on flights and accommodations.
How many days is enough for Cuddy?
The ideal duration of your Cuddy vacation depends on what you'd like to do and see. Generally, a few days to a week will give you time to tick off all the top sights and explore some hidden treasures along the way.
How to find the best Cuddy package deals?
Use Expedia's filters to find some great Cuddy package deals. When you begin your search, just 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 Cuddy package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Cuddy vacation as a package?
You can enjoy significant savings on your Cuddy escape by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value 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 Cuddy?
If you're planning a spur-of-the-moment Cuddy vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Cuddy vacation packages?
If you're anything like us, you love discovering new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Cuddy vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great 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.