Shadyside Vacation Packages

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Top Holiday Package Deals in Shadyside

Price found within the past 48 hours. Click for updated prices.
The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
per person
Aug. 18 - Aug. 23
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (350 reviews)
The historic architect remains, nice sleek decor design nice staff.

Reviewed on May 27, 2024

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
per person
Aug. 18 - Aug. 23
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
9/10 Wonderful! (1,326 reviews)
No clear smoking area. Shower set up was cheap looking for such a beautiful hotel.

Reviewed on May 28, 2024

Wyndham Pittsburgh University Center

Wyndham Pittsburgh University Center

3.5 out of 5
Oakland
per person
Aug. 18 - Aug. 23
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
7.6/10 Good! (1,304 reviews)
I wasnt informed that the pool was closed and the lounge was closed until i got there. Woke up in the morning the coffee pot didnt work. Went to shower and the handle fell in the tub. Went downstairs to get the coffee free in the lobby from 7 to 10 and it wasnt there. Not the greatest stay

Reviewed on May 28, 2024

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
per person
Aug. 18 - Aug. 23
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,001 reviews)
The convenience of having the Marriott next to arena was great. Access from the parkway off the exit was simply the best . Decreases the travel time and eliminates stress in avoiding city traffic. The staff at the hotel were very nice and check in efficient and took very little time. The hotel room was old and could use a face lift . It was very clean .! All in all it was a great experience staying at this hotel site.

Reviewed on May 26, 2024

EVEN Hotel Pittsburgh Downtown, an IHG Hotel

EVEN Hotel Pittsburgh Downtown, an IHG Hotel

4 out of 5
Downtown Pittsburgh
per person
Aug. 18 - Aug. 23
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,002 reviews)
Very convenient location downtown. A little beat up but pretty clean. Staff was very courteous. Cute little bar area too.

Reviewed on May 27, 2024

Where to stay in Shadyside

Find the best Shadyside areas and neighborhoods for the activities you enjoy most. Learn more about Shadyside
Downtown Pittsburgh which includes a bridge and a river or creek

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(187 area reviews)

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

Find hotel + flight trips in Downtown Pittsburgh

Shadyside Hotel Deals

Mansions on Fifth Hotel
Mansions on Fifth Hotel
4 out of 5
5105 Fifth Avenue, Pittsburgh, PA
The price is CA $244 per night from Jun. 2 to Jun. 3
CA $244
CA $278 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (912 reviews)
"Beautiful restored mansion."

Reviewed on May 28, 2024

Mansions on Fifth Hotel
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
The price is CA $196 per night from May 30 to May 31
CA $196
CA $223 total
includes taxes & fees
May 30 - May 31
7.4/10 Good! (2,720 reviews)
"Fantastic location, walkable to a lot of restaurants and the stadiums. We had a beautiful view of the river. The only complaint was the hotel was extremely busy the weekend and we had to wait in long lines for the elevator. Walls seemed thin too, we could hear our neighbors alarm clock."

Reviewed on May 27, 2024

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
The price is CA $265 per night from Jun. 19 to Jun. 20
CA $265
CA $302 total
includes taxes & fees
Jun 19 - Jun 20
9/10 Wonderful! (1,333 reviews)
"A classic hotel conveniently situated in the heart of downtown Pittsburgh. Its elegance made our visit extra special. We did not know much about the hotel before we booked it, but after staying there, we will definitely return to the Omni William Penn on any future visits to the Iron City."

Reviewed on May 27, 2024

Omni William Penn Hotel
See all 1,559 properties in Shadyside
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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Family Vacations

Frequently asked questions

How much does a Shadyside vacation package cost?
From just CA $943. Yes, you read that correctly. Our Shadyside vacation packages are the quickest way to make your dollars go much further. Combine your favorite hotels, flights and car rentals and explore this lively destination.
How do I get a cheap travel package to Shadyside?
Booking a Shadyside vacation package with Expedia is a great way to save. We have access to more than 550 partner airlines and 1,000,000 hotels across the globe. With such a broad range to pick from, you’ll have no hassles creating your ideal escape.
Where should I stay in Shadyside?
Make sightseeing a breeze by staying someplace just a stone’s throw away from Shadyside’s biggest attractions. Acrisure Stadium and PNC Park are two traveler favorites.
What are the top hotels in Shadyside?
If it’s your very first time in Shadyside, reserve a room at The Inn On Negley or Mansions on Fifth Hotel. Both hotels offer friendly service and are favorites among many savvy travelers.
How far in advance should I book my Shadyside vacation?
It can be tricky to know exactly when the best time is to book your Shadyside vacation. But typically the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year before departure. If you’re eager to escape on a last-minute getaway, no need to worry! There are terrific bargains advertised on Expedia every day.
What does an Expedia Shadyside travel package include?
Flights, car rentals and hotels — we connect you to the best deals. All you’ll have to do is pick and choose your favorite combination. After you’ve made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to put together an unforgettable Shadyside trip.
What should I know before booking a Shadyside travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you’ve made your booking, add on fun stuff like tours and activities. Your next awesome vacation is only a few clicks away.
Can I choose my airline with a Shadyside Expedia vacation package?
Yes, you’re in charge. We offer more than 550 airlines worldwide, so you can tailor your Shadyside escape according to your travel preferences.
If I'm not able to travel, can I cancel my Shadyside vacation package?
We totally get that life can throw you the odd curveball. If you’ve booked a Shadyside vacation package and have to cancel or amend it, we can help. We suggest having a look at our Customer Service Portal first for information. But in general, if you’ve booked your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it’s been more than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Shadyside

Image for PNC Park

PNC Park

4.5/5(67 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
Image for Acrisure Stadium

Acrisure Stadium

4.5/5(94 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium
Image for University of Pittsburgh

University of Pittsburgh

4.5/5(36 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh

Things to do

Image for Pittsburgh's Hidden Treasures Tour

Pittsburgh's Hidden Treasures Tour

CA $80
Per adult
Pittsburgh's Hidden Treasures Tour
Image for Pittsburgh's Hidden Treasures Tour

Pittsburgh's Hidden Treasures Tour

CA $68
Per adult
Pittsburgh's Hidden Treasures Tour
See all activities in Pittsburgh

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.