Deals on vacations and trips to Shadyside

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Shadyside flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a computer station, and luggage storage are also on offer.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.
Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

3 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
Self parking is available and the apartment's front desk is staffed around-the-clock. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Free WiFi in public areas is also provided.
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. A lobby fireplace, a communal living room, and WiFi in public areas are also on offer.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.

Top Shadyside hotels deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $169 total per night
$169 total
Jun 16 - Jun 17
Total includes taxes and fees
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
Pool
Pet friendly
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $182 total per night
$182 total
Jun 19 - Jun 20
Total includes taxes and fees
This historic hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Pet friendly
Free WiFi
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

3 out of 5
745 Grant Street, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $116 total per night
$116 total
Jun 8 - Jun 9
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and free buffet breakfast each morning.
Pool
Hot Tub
Wyndham Garden Pittsburgh Airport

Wyndham Garden Pittsburgh Airport

3 out of 5
1 Industry Lane, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $88 total per night
$88 total
Jun 8 - Jun 9
Total includes taxes and fees
A 24-hour gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A fireplace in the lobby and express check-out are also provided.
Breakfast included
Parking included
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
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $144 total per night
$144 total
Jun 22 - Jun 23
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.
Pet friendly
Free WiFi
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
8507 University Blvd, Coraopolis, PA
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $97 total per night
$97 total
Jun 8 - Jun 9
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
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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.

Popular places to visit

UPMC Shadyside

4.5/5(8 reviews)

Though UPMC Shadyside might be what brings you to town, perhaps you'll have a chance to explore more of Pittsburgh while you are here.

UPMC Shadyside

Walnut Street

During your trip to Pittsburgh, you can find the perfect gifts to bring home at Walnut Street. Savor the area's restaurants and bars.

Walnut Street

Mellon Park Tennis Center

You can take time to visit Mellon Park Tennis Center during your travels to Pittsburgh. Visit the area's shops, or simply enjoy its restaurants.

Mellon Park Tennis Center

Frequently asked questions

How much are vacation packages to Shadyside?
Packages, which include hotels and flights in Shadyside, start from $492. Make your travel dreams a reality and secure your trip with Travelocity today.
Where can I get the best vacation package deals for Shadyside?
It’s hard to look past Travelocity when it comes to putting together your Shadyside package deal. There are as many as 400 airlines and 1,000,000 properties around the world to choose from. Secure your trip now and get ready to tick another amazing destination off your must-see list.
Why should I book my Shadyside vacation bundle with Travelocity?
We offer 24/7 support, exceptional service and a Price Match Guarantee. Life is one big journey — and we have enticing destinations for you to journey to all over the world. Travel with us and make your hip pocket happy.
Can I save money on my Shadyside car rental if I book it with hotels and flights?
Booking a Shadyside vacation package with Travelocity is one of the simplest ways to save you money and time. Bundle a flight, hotel and car, or any combination of them, and get access to great discounts. You might also like to add on experiences. After you’ve collected the keys to your rental car, head out of the neighborhood and see what this location has to offer. About 110 mi from Shadyside, Geneva State Park is well worth a road trip.
What is there to do in Shadyside?
As you’re strolling through Shadyside, remember to drop by Walnut Street and Gallerie CHIZ. It’s hard to get bored here!

Photos of local treasures

Browse Shadyside vacation photos for more inspiration

Photo by Hayley Gallagher
Photo by Hayley Gallagher