Deals on vacations and trips to Shadyside

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Top Shadyside hotels deals

Mansions on Fifth Hotel

Mansions on Fifth Hotel

4 out of 5
5105 Fifth Avenue, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $179 per night
$179
per night
Jun 24 - Jun 25
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.
Parking included
Free WiFi
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
The price is $151 per night
$151
per night
Jul 14 - Jul 15
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.
Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

3 out of 5
1410 Smallman Street, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $144 per night
$144
per night
Jul 2 - Jul 3
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free on-the-go breakfast each morning.
Pool
Breakfast included
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
The price is $161 per night
$161
per night
Jul 14 - Jul 15
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
Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
250 Forbes Avenue, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $152 per night
$152
per night
Jul 2 - Jul 3
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a business center, and express check-in are also offered.
Pet friendly
Free WiFi
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
The price is $127 per night
$127
per night
Jun 28 - Jun 29
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
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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

Image for UPMC Shadyside

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
Image for Walnut Street

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
Image for Gallerie CHIZ

Gallerie CHIZ

You can spend an afternoon studying the exhibits at Gallerie CHIZ during your trip to Pittsburgh. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.

Gallerie CHIZ

Photos of local treasures

Browse Shadyside vacation photos for more inspiration

Photo by Hayley Gallagher
Photo by Hayley Gallagher

Frequently asked questions

How much are vacation packages to Shadyside?
Prepare to be pleasantly surprised — you can vacation in Shadyside for a paltry . At Travelocity, we save you money and stress with our awesome vacation packages. With flights, hotels and tours all ready to be snapped up, why wait any longer?
Where can I get the best vacation package deals for Shadyside?
One word — Travelocity. With 400 air carriers and 1,000,000 properties worldwide, it’s easy to find a Shadyside package deal that appeals to your wanderlust.
Why should I book my Shadyside vacation bundle via Travelocity?
The three S’s — savings, support and a stress-free booking — are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you’re getting the best deal available.
Can I save money on my Shadyside car rental if I combine it with a hotel or flight?
You sure can — and booking one of our Shadyside vacation packages is a smart way to do this. Bundle any combination of a hotel, car, flight and experience and enjoy terrific discounts. The more you bundle, the more you’ll save. There are so many landmarks in Shadyside to put on your bucket list, including Geneva State Park (110 mi from Shadyside). Nothing tops exploring places like this with the freedom of your own set of wheels.
What is the best time of year to go to Shadyside?
Visiting in the quietest months of the year, August, September and December, comes with a swag of benefits — think better-value hotels and flights and less grappling with tourist crowds. But there’s a real charm to the destination during the peak season. More events are likely to be on and more attractions will be open in March, April and June. If you’re watching your budget, typically has the lowest hotel rates. Expect to pay more for a room in .
What is there to do in Shadyside?
Get out your itinerary and make time for Walnut Street and Gallerie CHIZ. They’re two of the most popular sights in Shadyside.