Search Hotels Near Shady Side Academy, Pittsburgh

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21 Dec - 22 Dec
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Our top choices for Shady Side Academy hotels

Lobby
Comfort Inn & Suites Pittsburgh Fox Chapel

Comfort Inn & Suites Pittsburgh Fox Chapel

Comfort Inn & Suites Pittsburgh Fox Chapel
2.5 star property
2.9 km from Shady Side Academy
6.0 out of 10, (1001)
"Glad to have a nice check in experience and a good breakfast. "
United States
Katherine
The price is Rp1.338.325
Rp1.525.691 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn & Suites Pittsburgh Fox Chapel
Free daily continental breakfast
Oakmont Inn

Oakmont Inn

Oakmont Inn
3.5 star property
Plum, 5.4 km from Shady Side Academy
10.0 out of 10, Exceptional, (37)
"We had a WONDERFUL stay at the Oakmont Inn☺️ Staff was friendly and helpful, room was beautiful and comfortable☺️ Highly recommend!"
United States
Jennifer
Oakmont Inn
Exterior
The Inn on Negley

The Inn on Negley

The Inn on Negley
4.0 star property
Shadyside, 8.9 km from Shady Side Academy
10.0 out of 10, Exceptional, (200)
"Lovely stay. "
United States
Joan
The price is Rp4.020.000
Rp4.582.800 total
includes taxes & fees
22 Dec - 23 Dec
The Inn on Negley
Lobby
Hampton Inn & Suites Pittsburgh/Harmarville

Hampton Inn & Suites Pittsburgh/Harmarville

Hampton Inn & Suites Pittsburgh/Harmarville
2.5 star property
4.4 km from Shady Side Academy
9.2 out of 10, Wonderful, (669)
"Room spotless, staff, amenities on point."
United States
Vera
The price is Rp2.216.025
Rp2.526.269 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn & Suites Pittsburgh/Harmarville
Property amenity
TownePlace Suites by Marriott Pittsburgh Harmarville

TownePlace Suites by Marriott Pittsburgh Harmarville

TownePlace Suites by Marriott Pittsburgh Harmarville
3.0 star property
4.4 km from Shady Side Academy
9.2 out of 10, Wonderful, (325)
"Room was clean, the staff was very good and were helpful. Unfortunately with the holiday, we received no maid service during our 4 night stay."
United States
Joseph
The price is Rp2.396.925
Rp2.732.495 total
includes taxes & fees
8 Jan - 9 Jan 2026
TownePlace Suites by Marriott Pittsburgh Harmarville
Front of property
424 Gold Way-Apt. 302

424 Gold Way-Apt. 302

424 Gold Way-Apt. 302
3.5 star property
9.8 km from Shady Side Academy
9.8 out of 10, Exceptional, (23)
"Property has everything you need. Great food and coffee within walking distance "
United States
Tracy
The price is Rp2.244.500
Rp3.608.956 total
includes taxes & fees
28 Dec - 29 Dec
424 Gold Way-Apt. 302
Front of property
424-Apt. 403

424-Apt. 403

424-Apt. 403
3.5 star property
9.8 km from Shady Side Academy
9.6 out of 10, Exceptional, (33)
"The host is wonderful. "
United States
Chaz
The price is Rp1.809.000
Rp3.112.486 total
includes taxes & fees
22 Dec - 23 Dec
424-Apt. 403
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette | Free WiFi
Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
9.7 km from Shady Side Academy
9.6 out of 10, Exceptional, (41)
"Spotless, amazing stay"
United States
Carlos
The price is Rp1.989.900
Rp2.268.486 total
includes taxes & fees
22 Dec - 23 Dec
Melwood Suites Unit 107 Studio
Property entrance
The Maverick by Kasa

The Maverick by Kasa

The Maverick by Kasa
3.0 star property
7.9 km from Shady Side Academy
9.0 out of 10, Wonderful, (850)
"The room was great and it was easy to check in. "
United States
Alesia
The price is Rp1.477.350
Rp1.684.179 total
includes taxes & fees
25 Dec - 26 Dec
The Maverick by Kasa
Front of property
424-Apt. 405

424-Apt. 405

424-Apt. 405
3.5 star property
9.8 km from Shady Side Academy
9.4 out of 10, Exceptional, (12)
"It was perfect!"
United States
Ninway
The price is Rp2.244.500
Rp3.608.956 total
includes taxes & fees
28 Dec - 29 Dec
424-Apt. 405
Terrace/patio
The Priory Hotel

The Priory Hotel

The Priory Hotel
3.0 star property
12.7 km from Shady Side Academy
9.6 out of 10, Exceptional, (1002)
"Would have liked more traditional sit down breakfast but overall, a very lovely place"
United States
Michael
The price is Rp2.095.425
Rp2.388.784 total
includes taxes & fees
22 Dec - 23 Dec
The Priory Hotel
Lobby
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown
3.0 star property
Downtown Pittsburgh, 13.2 km from Shady Side Academy
9.4 out of 10, Exceptional, (2153)
"Great hotel, super friendly staff."
United States
Jacques
The price is Rp1.993.083
Rp2.272.138 total
includes taxes & fees
25 Dec - 26 Dec
Drury Plaza Hotel Pittsburgh Downtown
Exterior
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside
3.0 star property
8.9 km from Shady Side Academy
9.0 out of 10, Wonderful, (1003)
"Always a great stay, great staff."
United States
Eugene
The price is Rp2.378.500
Rp2.711.490 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hyatt House Pittsburgh/Bloomfield/Shadyside
Interior entrance
Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing

Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing

Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing
2.5 star property
North Side, 12.8 km from Shady Side Academy
9.4 out of 10, Exceptional, (728)
"Great place"
United States
Emily
The price is Rp2.144.000
Rp2.444.160 total
includes taxes & fees
23 Dec - 24 Dec
Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing
Property amenity
The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
4.5 star property
10.8 km from Shady Side Academy
9.2 out of 10, Wonderful, (724)
"Great Stay Overall, would recommend for anyone who is visiting Pittsburgh… "
United States
Peris J
The price is Rp2.981.500
Rp3.398.910 total
includes taxes & fees
27 Dec - 28 Dec
The Oaklander Hotel, Autograph Collection
Front of property
424-Apt 304

424-Apt 304

424-Apt 304
3.5 star property
9.8 km from Shady Side Academy
9.2 out of 10, Wonderful, (12)
"Love the location nicely done Will return "
United States
Lamont
The price is Rp1.809.000
Rp3.112.486 total
includes taxes & fees
28 Dec - 29 Dec
424-Apt 304
Exterior
Hampton Inn & Suites Pittsburgh-Downtown

Hampton Inn & Suites Pittsburgh-Downtown

Hampton Inn & Suites Pittsburgh-Downtown
2.5 star property
Strip District, 12.7 km from Shady Side Academy
9.4 out of 10, Exceptional, (1306)
"This place is great! Close to everything, very clean and well maintained. Super friendly front desk. "
United States
melissa
The price is Rp1.909.165
Rp2.176.449 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Pittsburgh-Downtown
Property amenity
Residence Inn Pittsburgh Oakland/University Place

Residence Inn Pittsburgh Oakland/University Place

Residence Inn Pittsburgh Oakland/University Place
3.0 star property
Oakland, 11.7 km from Shady Side Academy
9.2 out of 10, Wonderful, (919)
"It was a great location and the room was nice."
United States
Allen
The price is Rp1.976.500
Rp2.253.210 total
includes taxes & fees
25 Dec - 26 Dec
Residence Inn Pittsburgh Oakland/University Place
View from property
SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square
3.0 star property
8 km from Shady Side Academy
8.8 out of 10, Excellent, (1003)
"The room was in a great location. The room itself was a little dated but still was great. Hotel staff was excellent and the food was great as well!"
United States
Samuel
The price is Rp1.654.063
Rp1.885.631 total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Pittsburgh Bakery Square
Exterior
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG
4.5 star property
Downtown Pittsburgh, 13.4 km from Shady Side Academy
9.4 out of 10, Exceptional, (1269)
"Great stay"
United States
Brandon
The price is Rp2.495.750
Rp2.845.156 total
includes taxes & fees
8 Jan - 9 Jan 2026
Kimpton Hotel Monaco Pittsburgh by IHG
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.
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Top Shady Side Academy Hotel Reviews

Hotels near other Shady Side Academy attractions

OAKMONT, UNITED STATES - Jun 16, 2016: The Oakmont Golf Course Clubhouse at the US Open Golf Championship

Oakmont Country Club

Enjoy a round of golf in Oakmont at Oakmont Country Club. Amble around the area's forests or experience its art scene.
See properties
Three Rivers Heritage Trail which includes a bridge

Three Rivers Heritage Trail

This path winds its way through the center of Pittsburgh and ventures into the leafy suburbs filled with parks and football fields.
See properties

Frequently asked questions

What's the area like around Shady Side Academy?
Shady Side Academy is located in a welcoming area of Fox Chapel known for its stunning river views and sporting events. You'll find 208 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay close to Shady Side Academy?
Comfort Inn & Suites Pittsburgh Fox Chapel is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. It's located 1.8 mi (2.9 km) from Shady Side Academy. Other good choices within a few miles include Pittsburgh PA and The Valley Motel.
How many hotels are there close to Shady Side Academy?
Expedia has 208 hotels and other accommodation options a few miles from Shady Side Academy.
If I need to cancel the hotel reservation for my stay near Shady Side Academy, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to view the best deals available near Shady Side Academy.
What can I see and do near Shady Side Academy?
Sights like Hartwood Acres Mansion and Kelly Strayhorn Theater highlight some of the local culture. You'll have countless hours of family fun at Fun Fest Entertainment Center, Bayernhof Museum and Harmarville Blade Runners Ice Complex. Explore nature at Hartwood Acres Park and Three Rivers Heritage Trail.
How can I get to Shady Side Academy?
Local metro stations include North Side Station and Allegheny Station. If you'd like to explore farther outside of the area, you may want to rent a car for your trip.