Hotels in Shadyside, Pittsburgh

KAYAK searches hundreds of travel sites at once for hotels in Shadyside

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best hotels in Shadyside (Pittsburgh)

Mansions on Fifth - Pittsburgh - Lounge
Mansions on Fifth
1.2 km from Shadyside, Pittsburgh, United States
8.5Very Good(703)
Free Wi-Fi
Pet friendly
$389+
Check availability
The Inn on Negley - Pittsburgh - Patio
The Inn on Negley
0.4 km from Shadyside, Pittsburgh, United States
10Wonderful(1)
Free Wi-Fi
$469+
Check availability
Walk to Walnut St Pet-Friendly Pittsburgh Home! - Pittsburgh - Living room
Walk to Walnut St Pet-Friendly Pittsburgh Home!
0.8 km from Shadyside, Pittsburgh, United States
9.4Wonderful(48)
House
Free Wi-Fi
Pet friendly
$345+
Check availability
Family-Friendly Shadyside Gem Near Dtwn Pittsburgh - Pittsburgh - Bedroom
Family-Friendly Shadyside Gem Near Dtwn Pittsburgh
0.7 km from Shadyside, Pittsburgh, United States
10Wonderful(12)
House
Free Wi-Fi
$726+
Check availability
Shadyside, Pittsburgh, Modern and Bright 1 Bedroom Unit4 with Free Parking - Pittsburgh - Living room
Shadyside, Pittsburgh, Modern and Bright 1 Bedroom Unit4 with Free Parking
0.2 km from Shadyside, Pittsburgh, United States
9.5Wonderful(21)
Apartment
Parking
Free Wi-Fi
$278+
Check availability
Shadyside, Pittsburgh, Modern and Cozy 1 Bedroom Unit3 with Free Parking - Pittsburgh - Living room
Shadyside, Pittsburgh, Modern and Cozy 1 Bedroom Unit3 with Free Parking
0.1 km from Shadyside, Pittsburgh, United States
9.3Wonderful(2)
Apartment
Parking
Free Wi-Fi
$257+
Check availability
Shadyside, Central !4 Stylish and Central Studio With Free Parking - Pittsburgh - Bedroom
Shadyside, Central !4 Stylish and Central Studio With Free Parking
0.1 km from Shadyside, Pittsburgh, United States
8.1Very Good(5)
Apartment
Parking
Free Wi-Fi
$243+
Check availability
Shadyside, Pittsburgh, Modern and Accessible 2 Bedroom Unit2 with Free Parking - Pittsburgh - Living room
Shadyside, Pittsburgh, Modern and Accessible 2 Bedroom Unit2 with Free Parking
0.1 km from Shadyside, Pittsburgh, United States
9.9Wonderful(9)
Apartment
Parking
Free Wi-Fi
$300+
Check availability
Near Upmc, Cmu, Pitt & Walnut And Free Parking - Pittsburgh - Living room
Near Upmc, Cmu, Pitt & Walnut And Free Parking
0.3 km from Shadyside, Pittsburgh, United States
9.0Wonderful(17)
Apartment
Parking
Free Wi-Fi
Pet friendly
$498+
Check availability
Industrial modern 3 bedroom Shadyside home - Pittsburgh - Kitchen
Industrial modern 3 bedroom Shadyside home
0.2 km from Shadyside, Pittsburgh, United States
10Wonderful(4)
House
$654+
Check availability
Shadyside Inn - Pittsburgh
Shadyside Inn
0.9 km from Shadyside, Pittsburgh, United States
9.1Wonderful(794)
Apartment
Free Wi-Fi
$148+
Check availability
Shadyside, Central 3a Modern And Spacious Private Bedroom With Shared Bathroom And Free Parking - Pittsburgh
Shadyside, Central 3a Modern And Spacious Private Bedroom With Shared Bathroom And Free Parking
0.3 km from Shadyside, Pittsburgh, United States
9.2Wonderful(1)
Homestay
Parking
Free Wi-Fi
$120+
Check availability
Shadyside, Central 3C Spacious & Modern Private Bedroom With Shared Bathroom and Free Parking - Pittsburgh
Shadyside, Central 3C Spacious & Modern Private Bedroom With Shared Bathroom and Free Parking
0.2 km from Shadyside, Pittsburgh, United States
8.3Very Good(1)
Homestay
Parking
Free Wi-Fi
$120+
Check availability
Shadyside, Pittsburgh !B Modern and Bright Private Bedroom with Shared Bathroom - Pittsburgh
Shadyside, Pittsburgh !B Modern and Bright Private Bedroom with Shared Bathroom
0.3 km from Shadyside, Pittsburgh, United States
10Wonderful(2)
Homestay
Parking
Free Wi-Fi
$115+
Check availability
Shadyside, Pittsburgh !E Modern and Bright Private Bedroom with Shared Bathroom - Pittsburgh
Shadyside, Pittsburgh !E Modern and Bright Private Bedroom with Shared Bathroom
0.3 km from Shadyside, Pittsburgh, United States
9.7Wonderful(1)
Homestay
Parking
Free Wi-Fi
$117+
Check availability
Shadyside, Pittsburgh !C Modern and Bright Private Bedroom with Shared Bathroom - Pittsburgh
Shadyside, Pittsburgh !C Modern and Bright Private Bedroom with Shared Bathroom
0.3 km from Shadyside, Pittsburgh, United States
9.6Wonderful(4)
Homestay
Parking
Free Wi-Fi
$118+
Check availability
Shadyside, Pittsburgh !D Modern and Bright Private Bedroom with Shared Bathroom - Pittsburgh
Shadyside, Pittsburgh !D Modern and Bright Private Bedroom with Shared Bathroom
0.3 km from Shadyside, Pittsburgh, United States
9.3Wonderful(3)
Homestay
Parking
Free Wi-Fi
$117+
Check availability
Shadyside, Pittsburgh !G Modern and Bright Private Bedroom with Shared Bathroom - Pittsburgh
Shadyside, Pittsburgh !G Modern and Bright Private Bedroom with Shared Bathroom
0.3 km from Shadyside, Pittsburgh, United States
10Wonderful(1)
Homestay
Parking
Free Wi-Fi
$144+
Check availability
Shadyside, Pittsburgh !I Modern and Bright Private Bedroom with Shared Bathroom - Pittsburgh
Shadyside, Pittsburgh !I Modern and Bright Private Bedroom with Shared Bathroom
0.3 km from Shadyside, Pittsburgh, United States
10Wonderful(1)
Homestay
Parking
Free Wi-Fi
$144+
Check availability
Shadyside, Pittsburgh !F Modern and Bright Private Bedroom with Shared Bathroom - Pittsburgh
Shadyside, Pittsburgh !F Modern and Bright Private Bedroom with Shared Bathroom
0.3 km from Shadyside, Pittsburgh, United States
5.0Fair(1)
Homestay
Parking
Free Wi-Fi
$119+
Check availability
Booking Insights

KAYAK’s insights for hotels in Shadyside

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Shadyside with confidence.

Which month has the cheapest hotel rates in Shadyside?

Hotels are cheapest in Shadyside in April, with average rates of $92. In comparison, July is the most expensive month, with prices at $433.

What is the cheapest day of the week to book a hotel in Shadyside?

Saturday offers the lowest rates in Shadyside, with an average nightly price of $159. The highest prices are found on Thursday, with average rates at $510.

Find deals

How much is a Shadyside hotel?

Here are our most popular & best value hotels

Top tips for finding a hotel deal in Shadyside

  • Not sure just how much there is to see and do in Shadyside? KAYAK users usually book their hotel here for 2 days.

FAQs when booking a hotel in Shadyside

  • What are the best hotels in Shadyside?

    Shadyside is a great part of Pittsburgh to make your base. If you’re staying in Shadyside area then Mansions on Fifth, Shadyside, Central 3a Modern And Spacious Private Bedroom With Shared Bathroom And Free Parking, and The Inn on Negley are all recommended on KAYAK.

Where to stay in Shadyside?

Our map will help you find the perfect hotel in Shadyside, Pittsburgh by showing you the exact location of each hotel.

Everything you need to know for your stay in Pittsburgh