Shadyside Holidays

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Where to stay in Shadyside

Find the best Shadyside areas and neighborhoods for the activities you enjoy most. Learn more about Shadyside
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Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(15 area reviews)

Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Benedum Center might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.

Find hotels in Downtown Pittsburgh

Top hotels in Shadyside

Mansions on Fifth Hotel
Mansions on Fifth Hotel
4 out of 5
5105 Fifth Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is €177 per night from 20 Jan to 21 Jan
€177
includes taxes & fees
20 Jan - 21 Jan
8.8/10 Excellent! (970 reviews)
A great place, and very unique!
"A really cool, really unique place! The room was wonderful, very large, and the place felt nicely old school, but up to date in terms of amenities and comfort. Parking is free, it's close to many things, and the experience was great. One drawback was that they were hosting a wedding the next day, ..."

Reviewed on 12 Jan 2025

Mansions on Fifth Hotel
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 €185 per night from 30 Jan to 31 Jan
€185
includes taxes & fees
30 Jan - 31 Jan
9/10 Wonderful! (1,381 reviews)
Historical property
"An historical property expertly maintained as such."

Reviewed on 17 Jan 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
The price is €131 per night from 20 Jan to 21 Jan
€131
includes taxes & fees
20 Jan - 21 Jan
8/10 Very Good! (1,044 reviews)
"Easy Stay. Valet was great. Room wonderful"

Reviewed on 14 Jan 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,706 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.

Frequently asked questions

How much does a Shadyside holiday package cost?
From just . Yes, you read that correctly. Our Shadyside holiday packages are the quickest way to make your dollars go much further. Combine your favourite hotels, flights and car rentals and explore this lively destination.
How do I get a cheap travel package to Shadyside?
Booking a Shadyside holiday 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 traveller favourites.
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 favourites among many savvy travellers.
How far in advance should I book my Shadyside holiday?
It can be tricky to know exactly when the best time is to book your Shadyside holiday. 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 favourite 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 holiday is only a few clicks away.
Can I choose my airline with a Shadyside Expedia holiday 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 holiday package?
We totally get that life can throw you the odd curveball. If you’ve booked a Shadyside holiday 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.

Things to do

Admire astonishing Tokyo views in your private tour

Private City Kickstart Tour: Tokyo

€116
per adult
Private City Kickstart Tour: Tokyo
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

€13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Love in the City: Pittsburgh’s Enchanting Romantic Walk

Love in the City: Pittsburgh’s Enchanting Romantic Walk

€20
per adult
Love in the City: Pittsburgh’s Enchanting Romantic Walk
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.