Shadyside Holidays

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Your Shadyside Holiday

Your next big adventure is calling out to you with a holiday package to Shadyside. Food, fun and nonstop good times — you're bound to find it in this neighbourhood. Begin your trip to Shadyside by heading to nearby attractions such as University of Pittsburgh, Carnegie Mellon University and Pittsburgh Zoo and PPG Aquarium. Stop daydreaming and start doing. When you're ready to book your holiday to Shadyside, Expedia is here to help.

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 Allegheny County Courthouse 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

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 £102 per night from 17 Aug to 18 Aug
£102
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (2,960 reviews)
"Great stay quiet comfortable service was"

Reviewed on 30 Jul 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
The price is £123 per night from 20 Aug to 21 Aug
£123
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,585 reviews)
"Parking was a nightmare."

Reviewed on 3 Aug 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 £111 per night from 10 Aug to 11 Aug
£111
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,334 reviews)
"Great hotel with a very friendly staff"

Reviewed on 28 Jul 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,744 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Shadyside travel package cost?
Our Shadyside travel packages, which start at just , are an easy way to save precious money. Choose your preferred hotels, flights and more to create your dream getaway.
If I'm not able to travel, can I cancel my Shadyside travel package?
It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Shadyside travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.
How do I get a cheap travel package to Shadyside?
Combine your flights and hotels, toss in extras such as activities or a rental car, and save with a Shadyside travel package. You won't just land amazing discounts on your getaway — you'll have a world of choice too. When you book through Expedia, you'll have your pick of over 550 airlines and 1,000,000 properties throughout the world. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Shadyside holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your budget. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all types of budgets, so you can book that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Shadyside?
Travellers come from all over the world to see Acrisure Stadium and University of Pittsburgh in Shadyside. Stay within walking distance of these wonderful attractions and visit them at your leisure.
What are the top hotels in Shadyside?
If it's your first time in Shadyside, secure a room at Hyatt Regency Pittsburgh International Airport or Doubletree by Hilton Pittsburgh Greentree. Both hotels will make you feel at home and are favourites with many savvy travellers.
How far in advance should I book my Shadyside holiday?
Your best bet is to book early. Air carriers usually advertise flights up to a year in advance, and this is a great opportunity to score some rock-bottom prices. Just been told you should take all your holiday days next month? No sweat. Expedia are never short on fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Shadyside travel package include?
Flights, rental cars and hotels, or any combination of the three — it's your choice. Whether you're venturing to Shadyside with the kids or adventuring solo, there's a package to match every style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking a Shadyside travel package?
Discover deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save loads just by combining your bookings. Whether you're taking off on a ski adventure or venturing someplace warm, your ideal holiday is only clicks away.
Can I choose my airline with a Shadyside Expedia travel package?
Expedia offers access to more than 550 airline partners globally, so you definitely can. Simply choose the airline you want and craft the perfect Shadyside getaway.

Popular places to visit

UPMC Shadyside

If UPMC Shadyside is what brings you to town, hopefully you'll have a chance to explore more of Pittsburgh.

UPMC Shadyside

Things to do

Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

£33
per adult
Whiskey Rebellion & Prohibition Tour
Pittsburgh: Golden Triangle Guided Walking Tour at Sunset

Pittsburgh: Golden Triangle Guided Walking Tour at Sunset

£21
per adult
Pittsburgh: Golden Triangle Guided Walking Tour at Sunset
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

£44
per adult
100% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
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. Flight-inclusive packages are ATOL protected.