Pittsburgh Shady Side Academy Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Shady Side Academy hotels

A lobby with a reception desk, seating area, and an ATM.

An indoor swimming pool with clear water, surrounded by lounge chairs and a covered roof structure.

A bar area with wooden bar counters, black bar stools, and a television screen.

A modern lobby with a reception desk, seating area, and a TV screen.

1. Comfort Inn & Suites Pittsburgh Fox Chapel

2.9 km from Shady Side Academy

Angelina

HK$653

HK$744 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with a stone fireplace, comfortable seating, and a 'Connect & Print' station.

A Fairfield Inn & Suites Marriott hotel with a modern design, featuring a prominent entrance and a stone pillar.

A modern living room with a stone fireplace, a blue sofa, a round coffee table, and a leather armchair.

A gym with exercise equipment, a mirror, and a wooden floor.

2. Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing

North Side, 12.9 km from Shady Side Academy

Dorothy

HK$1,029

HK$1,173 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with two beds, a desk, a mirror, and a large window.

A hotel with a central entrance, multiple parking spaces, and surrounding greenery.

A modern hotel lobby with a curved seating area, a reception desk, and a television mounted on the wall.

3. Springhill Suites by Marriott Pittsburgh Mills

8.3 km from Shady Side Academy

melissa

HK$927

HK$1,057 total

includes taxes & fees

18 Oct - 19 Oct

A modern interior with a dining area, seating, and a clock on the wall.

A snack kiosk with various packaged snacks and beverages, a hanging t-shirt, and a refrigerated display case.

An outdoor patio with stone seating, a fire pit, and a grill area.

A hotel room with a bed, a large mirror, a bathroom with a shower, and a vanity with a mirror.

4. Hampton Inn & Suites Pittsburgh/Harmarville

4.4 km from Shady Side Academy

Gary B.

HK$1,194

HK$1,361 total

includes taxes & fees

25 Oct - 26 Oct

A buffet with labeled containers of omelets and other dishes.

A hotel room with a bed, a blue sofa, a wooden coffee table, and a nightstand with a lamp.

A hotel room with a blue sofa, a small wooden table, a desk with a chair, a standing lamp, and a large window with blinds.

A conference room with a long table, orange chairs, framed artwork on the wall, a flat-screen TV, and a water dispenser.

5. Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG

12.8 km from Shady Side Academy

Lawrence

HK$1,052

HK$1,199 total

includes taxes & fees

5 Nov - 6 Nov

An outdoor seating area with a stone fire pit surrounded by wicker furniture.

A compact hotel room with a kitchenette, a dining area with a table and chairs, and a sofa.

A multi-story hotel with a prominent entrance, a landscaped area with trees, and a clear sky.

A hotel pool area with lounge chairs, a pool, and large windows offering views of the outdoors.

6. TownePlace Suites by Marriott Pittsburgh Harmarville

4.4 km from Shady Side Academy

Thomas

HK$1,052

HK$1,200 total

includes taxes & fees

1 Nov - 2 Nov

A buffet setup with various food items and a coffee station.

A reception area with a wooden counter, stone wall, and a sign indicating a guest room.

A hotel room with a bed, a desk, a chair, a sofa, and a bathroom with a granite countertop.

A hotel room with a large window, a sofa, a small table, and a desk with a chair.

7. Comfort Suites Monroeville - Pittsburgh East

14.2 km from Shady Side Academy

doris

HK$920

HK$1,049 total

includes taxes & fees

2 Nov - 3 Nov

A bar area with a wooden backdrop, a glass display case with bottles, and four black bar stools.

A covered outdoor seating area with tables and chairs, potted plants, and a view of a building in the background.

A spacious lobby with a central staircase, wooden reception desks, and a seating area.

A modern hotel lobby with a coffee machine, snack shelves, and a refrigerator.

8. Courtyard by Marriott Pittsburgh University Center

10.6 km from Shady Side Academy

abby

HK$1,023

HK$1,166 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor seating area with a stone fire pit, cushioned sofas, and a table with chairs.

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, and large windows offering views of the outside.

A modern kitchen with a central island, bar stools, a flat-screen TV, and a seating area with a sofa and a lamp.

A modern bar area with a flat-screen TV, bar stools, and shelves stocked with bottles and glasses.

9. Hyatt House Pittsburgh/Bloomfield/Shadyside

Bloomfield, 8.9 km from Shady Side Academy

Patricia

HK$1,028

HK$1,172 total

includes taxes & fees

3 Nov - 4 Nov

A white building with a porch, a sign for The Inn on Negley, and a brick staircase leading up to the entrance.

An outdoor patio with tables and chairs, blue umbrellas, and potted plants.

A person holding a plate of food in a room with a painting of fruits and a lamp.

A residential building with a front porch, steps leading to a door, and a white picket fence.

10. The Inn on Negley

Shadyside, 8.9 km from Shady Side Academy

Linda

HK$2,134

HK$2,433 total

includes taxes & fees

19 Oct - 20 Oct

A kitchen with white cabinets, a stainless steel range hood, and a countertop with fruits and a basket.

An aerial view of a large house with a well-maintained lawn, a fenced yard, and a visible driveway.

A spacious living area with hardwood flooring, a large patterned rug, and a dining area with chairs and a table.

A bedroom with a large bed, a television, a fireplace, a window with curtains, and a desk with a chair.

11. Oakmont Inn

5.4 km from Shady Side Academy

John

HK$2,187

HK$2,493 total

includes taxes & fees

11 Oct - 12 Oct

A double door with a stone frame and a decorative arch above it.

A wooden staircase with intricate metal railings and marble steps.

A restaurant with a herringbone floor, large windows, and a central seating area with orange booths and tables.

12. The Maverick by Kasa

East Liberty, 7.9 km from Shady Side Academy

Charline

HK$981

HK$1,118 total

includes taxes & fees

19 Oct - 20 Oct

A reception desk with a curved design, a green wall with a pattern, and a wooden floor.

An outdoor patio area with wicker furniture, a table, and chairs.

A hotel breakfast area with a coffee machine, fruit display, and various food containers.

13. SpringHill Suites by Marriott Pittsburgh Monroeville

14.3 km from Shady Side Academy

William

HK$860

HK$981 total

includes taxes & fees

2 Nov - 3 Nov

A table set with candles and a bouquet of flowers, overlooking a cityscape at night.

An outdoor patio area with tables and chairs, potted plants, and string lights.

A multi-story brick building with a sign indicating it is the Washington Education Center.

A spacious bar area with high ceilings, large windows, and a variety of seating options.

14. TRYP by Wyndham Pittsburgh/Lawrenceville

Lawrenceville, 9.2 km from Shady Side Academy

Sydney

HK$840

HK$958 total

includes taxes & fees

12 Oct - 13 Oct

A Courtyard by Marriott hotel with a central entrance, flag, and a parking lot.

A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a stone facade.

A hotel room with two beds, a desk, a chair, a TV, and a large window with curtains.

A modern living room with a sectional sofa, a glass coffee table, and a TV mounted on the wall.

15. Courtyard by Marriott Pittsburgh Monroeville

13.1 km from Shady Side Academy

Erin

HK$1,061

HK$1,209 total

includes taxes & fees

25 Oct - 26 Oct

A modern dining area with wooden tables and chairs, a flat-screen TV, and pendant lights.

A modern hotel room with a large bed, a flat-screen TV mounted on the wall, a wooden cabinet, a yellow chair, and a small desk.

A hotel reception area with two reception desks, a large wall map, and a wooden reception desk.

A modern lobby with a sofa, wooden slats, and a patterned cushion.

16. Holiday Inn Express Pittsburgh East - Mall Area by IHG

12.3 km from Shady Side Academy

Anvar

HK$957

HK$1,091 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio area with stone pillars, a fire pit, and wicker furniture.

A modern hotel room with a grey sofa, a brown ottoman, a large bed, a mirror, and a kitchen area.

A modern kitchen with a built-in dishwasher, a stainless steel refrigerator, and a microwave above the sink.

A modern hotel lobby with a reception desk, seating areas, and a large screen.

17. Home2 Suites by Hilton Pittsburgh / McCandless, PA

North Side, 13.2 km from Shady Side Academy

Frank

HK$931

HK$1,062 total

includes taxes & fees

1 Nov - 2 Nov

A spacious indoor area with multiple tables and chairs, a bar area with televisions, and large windows offering a view of greenery outside.

A bar with a glass of iced drink with a lemon slice and straw, and shelves of bottles in the background.

A hotel room with a large window offering a view of a body of water and greenery, a bed with white linens, a small round table, and a blue sofa.

A modern hotel lobby with a large window offering a city view, a unique ceiling design, and a seating area.

18. The Landing Hotel at Rivers Casino

14.7 km from Shady Side Academy

Timothy

HK$1,053

HK$1,201 total

includes taxes & fees

18 Oct - 19 Oct

An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

A multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

A modern outdoor seating area with tables and chairs, a bar with shelves of bottles, and a view of buildings in the background.

19. HYATT house Pittsburgh-South Side

South Side Flats, 12.7 km from Shady Side Academy

Jonathan

HK$997

HK$1,136 total

includes taxes & fees

2 Nov - 3 Nov

A modern bar area with a marble countertop, bar stools, and a bookshelf filled with books and decorative items.

A modern hotel with a prominent entrance, multiple floors, and a tall adjacent building.

A modern living room with a dark wood floor, a sectional sofa with decorative pillows, a round coffee table, and a fireplace.

A modern hotel lobby with a reception desk, a bar area, and a patterned floor.

20. The Oaklander Hotel, Autograph Collection

10.8 km from Shady Side Academy

Sidharth

HK$1,594

HK$1,817 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Compare popular hotels close to Shady Side Academy

Property	Property class	Guest rating
Comfort Inn & Suites Pittsburgh Fox Chapel	5.6 1,015 reviews	View
Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing	9.4 Exceptional 844 reviews	View
Springhill Suites by Marriott Pittsburgh Mills	9.0 Wonderful 12 reviews	View
Hampton Inn & Suites Pittsburgh/Harmarville	9.2 Wonderful 748 reviews	View
Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG	9.2 Wonderful 1,000 reviews	View

Top Shady Side Academy Hotel Reviews

Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh

10/10 Excellent

"The house is great and we would stay there again. The communication with the host was excellent. The best touch was the cut live flowers in the house."

Holiday Inn Express Pittsburgh North by IHG

8/10 Good

"The bed was worn and dated. Other than that, the room was nice. -"

The Maverick by Kasa

10/10 Excellent

"Loved the location being so central to the entire city. I wish I could have been able to connect my phone to the TV. There appears to be a way, but for some reason my phone couldn't connect and the TV did not have the streaming services I use so I had to watch stuff on my phone. The fridge has a good amount of space and keeps things cold. I like that there was a code to be able to get into the building outside of operation hours of the bar/restaurant in the lobby. For the price I paid, I felt I got my money's worth."

The Valley Motel

8/10 Good

"Clean comfortable room with a small refrigerator and the staff was great. A good value for the overnight we were there. We were in the area to play a concert at the Oaks Theatre (which is great by the way). All other hotels in the surrounding area were much more expensive or had bad reviews."

TownePlace Suites by Marriott Pittsburgh Harmarville

10/10 Excellent

"It was in a very nice location. Rooms were very nice and clean. The staff was wonderful! My son got married yesterday and they accommodated us with an early check in to get settled in and a late checkout. Breakfast was excellent! I didn't want get get out of the shower this morning. Water was nice and hot and strong water pressure. I highly recommend this place. It was absolutely exceptional. Thank you for allowing a grrat night sleep on the most comfortable mattress ♡"

Oakmont Inn

10/10 Excellent

"Very quiet and incredibly clean! We absolutely loved the place!"

Steel City Stay- 4B/2B Getaway

10/10 Excellent

"Great spot! Well located and nice neighborhood. It worked perfectly for our needs"

Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

10/10 Excellent

"Host was very hospitable and the property and building was very clean and cozy. Would totally recommend"

Serene and Secluded Hilltop Hideaway. Hot Tub, Fire Pit

10/10 Excellent

"We stayed here for a family vacation with 7 adults and a dog. Everything was better than we hoped. Even the cobblestone path leading to the house felt special. It felt like we were leaving our normal, everyday life and entering a mysterious and magical fairy tale. The host was friendly and helped me with whatever I needed during the booking and post-booking process. Highly recommend!"

Other attractions near Shady Side Academy

A yellow bridge with a river underneath and tall buildings in the background.

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.

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A historic stone building with a tower and a covered bridge.

Hartwood Acres Park

Explore the great outdoors at Hartwood Acres Park, a lovely green space in Pittsburgh. Make some time to visit the shops while you're in the area.

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Benedum Visual Arts Center

Enjoy an outing to Benedum Visual Arts Center during your stay in Fox Chapel.

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Regional Industrial Development Corporation Industrial Park

Regional Industrial Development Corporation Industrial Park is just one of the places to see in Pittsburgh, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savour the restaurants and bars.

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Bayernhof Museum

You can spend an afternoon studying the exhibits at Bayernhof Museum during your travels in Pittsburgh. Amble around this vibrant area's riverfront or attend a sporting event.

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Harmarville Blade Runners Ice Complex

Catch an event at Harmarville Blade Runners Ice Complex during your trip to Pittsburgh. Stroll along the riverfront or attend a sporting event in the area.

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Allegheny Islands State Park

You can take time to visit Allegheny Islands State Park during your travels to Pittsburgh.

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Hartwood Acres Mansion

You can spend an afternoon browsing the exhibits at Hartwood Acres Mansion during your trip to Pittsburgh.

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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 220 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 The Valley Motel and Hampton Inn & Suites Pittsburgh/Harmarville.

How many hotels are there close to Shady Side Academy?

Expedia has 220 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 Benedum Visual Arts Center, Fun Fest Entertainment Center and Bayernhof Museum. 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.

Pittsburgh Shady Side Academy Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Shady Side Academy hotels

1. Comfort Inn & Suites Pittsburgh Fox Chapel

2. Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing

3. Springhill Suites by Marriott Pittsburgh Mills

4. Hampton Inn & Suites Pittsburgh/Harmarville

5. Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG

6. TownePlace Suites by Marriott Pittsburgh Harmarville

7. Comfort Suites Monroeville - Pittsburgh East

8. Courtyard by Marriott Pittsburgh University Center

9. Hyatt House Pittsburgh/Bloomfield/Shadyside

10. The Inn on Negley

11. Oakmont Inn

12. The Maverick by Kasa

13. SpringHill Suites by Marriott Pittsburgh Monroeville

14. TRYP by Wyndham Pittsburgh/Lawrenceville

15. Courtyard by Marriott Pittsburgh Monroeville

16. Holiday Inn Express Pittsburgh East - Mall Area by IHG

17. Home2 Suites by Hilton Pittsburgh / McCandless, PA

18. The Landing Hotel at Rivers Casino

19. HYATT house Pittsburgh-South Side

20. The Oaklander Hotel, Autograph Collection

Compare popular hotels close to Shady Side Academy

Top Shady Side Academy Hotel Reviews

Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh

Holiday Inn Express Pittsburgh North by IHG

The Maverick by Kasa

The Valley Motel

TownePlace Suites by Marriott Pittsburgh Harmarville

Oakmont Inn

Steel City Stay- 4B/2B Getaway

Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

Serene and Secluded Hilltop Hideaway. Hot Tub, Fire Pit

Other attractions near Shady Side Academy

Three Rivers Heritage Trail

Hartwood Acres Park

Benedum Visual Arts Center

Regional Industrial Development Corporation Industrial Park

Bayernhof Museum

Harmarville Blade Runners Ice Complex

Allegheny Islands State Park

Hartwood Acres Mansion

Frequently asked questions