The Best Hotels Closest to Shady Side Academy in Pittsburgh for 2026

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Our top choices for Shady Side Academy hotels

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

A modern lobby with a fireplace, seating area, and a TV.

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

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

1. Comfort Inn & Suites Pittsburgh Fox Chapel

2.9 km from Shady Side Academy

Angelina

SAR 312

SAR 356 total

includes taxes & fees

25 Oct - 26 Oct

A buffet with labeled containers of omelets and other dishes.

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

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

A rectangular indoor swimming pool with a blue tint, tiled edges, and a metal ladder.

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

12.8 km from Shady Side Academy

Lawrence

SAR 473

SAR 539 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A Hampton Inn & Suites by Hilton building with a prominent sign, a well-lit entrance, and a landscaped driveway.

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

3. Hampton Inn & Suites Pittsburgh/Harmarville

4.4 km from Shady Side Academy

Gary B.

SAR 551

SAR 628 total

includes taxes & fees

25 Oct - 26 Oct

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

An indoor swimming pool with clear water, tiled walls, and a tiled floor.

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

4. Springhill Suites by Marriott Pittsburgh Mills

8.3 km from Shady Side Academy

Gail

SAR 444

SAR 506 total

includes taxes & fees

18 Oct - 19 Oct

A buffet with various food items and beverages.

A pool area with a 5 ft depth sign, a pool ladder, and a seating area with chairs and a table.

5. Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

11.8 km from Shady Side Academy

Arasis, Sheidy

SAR 477

SAR 544 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

A modern dining area with round tables and chairs, a sofa, and a large painting on the wall.

6. TownePlace Suites by Marriott Pittsburgh Harmarville

4.4 km from Shady Side Academy

Thomas

SAR 487

SAR 555 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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

A modern living room with blue sofas, a coffee table, and a flat-screen TV mounted on a stone wall.

7. Comfort Suites Monroeville - Pittsburgh East

14.2 km from Shady Side Academy

doris

SAR 440

SAR 502 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

8. Oakmont Inn

5.4 km from Shady Side Academy

John

SAR 1,046

SAR 1,193 total

includes taxes & fees

6 Oct - 7 Oct

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

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

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a wooden cabinet with glass doors.

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

9. The Inn on Negley

Shadyside, 8.9 km from Shady Side Academy

Linda

SAR 950

SAR 1,083 total

includes taxes & fees

14 Oct - 15 Oct

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

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

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 kitchen with a central island, built-in shelves, and a large window.

10. Hyatt House Pittsburgh/Bloomfield/Shadyside

Bloomfield, 8.9 km from Shady Side Academy

Patricia

SAR 496

SAR 565 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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

A hotel room with a large mirror, a bedside table with toiletries, two beds, a wardrobe, and a view of the outside through two windows.

11. TRYP by Wyndham Pittsburgh/Lawrenceville

Lawrenceville, 9.2 km from Shady Side Academy

Sydney

SAR 365

SAR 416 total

includes taxes & fees

25 Oct - 26 Oct

A Courtyard Marriott hotel with a covered entrance, stone pillars, and a landscaped area with potted plants.

A hotel lobby with a seating area featuring sofas and chairs, a carpeted floor, and large windows with curtains.

A hotel room with two beds, a desk with a chair, a television, and a painting on the wall.

A gym with treadmills, elliptical machines, and a water dispenser.

12. Courtyard by Marriott Pittsburgh Monroeville

13.1 km from Shady Side Academy

Erin

SAR 507

SAR 578 total

includes taxes & fees

25 Oct - 26 Oct

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

A room with a large window, a round table, and a blue cushioned bench.

A wooden staircase with intricate metal railings and marble steps.

13. The Maverick by Kasa

East Liberty, 7.9 km from Shady Side Academy

Charline

SAR 488

SAR 556 total

includes taxes & fees

2 Nov - 3 Nov

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

A hotel with a modern facade, a prominent sign reading "Springhill Suites Marriott," and a well-maintained entrance area.

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

14. SpringHill Suites by Marriott Pittsburgh Monroeville

14.3 km from Shady Side Academy

William

SAR 412

SAR 469 total

includes taxes & fees

2 Nov - 3 Nov

A courtyard with brick buildings, outdoor seating, and a red awning.

A garden with a brick wall, a metal fence, and various flowering plants.

A historic red brick building with a prominent central entrance, large windows, and a cross on top.

A hotel room with two armchairs, a sofa, a lamp, and a television.

15. The Priory Hotel

12.7 km from Shady Side Academy

John

SAR 470

SAR 535 total

includes taxes & fees

12 Oct - 13 Oct

A Comfort Inn hotel with a well-lit entrance, multiple floors, and a visible outdoor area.

A modern restaurant with a wooden bar, blue and red chairs, and a large TV screen.

A reception area with a wooden reception desk, a wall-mounted clock, and a sign indicating an emergency exit.

A hotel room with two beds, each with a wooden headboard, white bedding, and a green throw. There is a bedside table with a lamp and a clock, and a window with curtains.

16. Comfort Inn & Suites Pittsburgh South

17.1 km from Shady Side Academy

Mayra

SAR 335

SAR 381 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 modern lobby with a sofa, wooden slats, and a patterned cushion.

An outdoor patio area with a seating arrangement, a stone planter with greenery, and a building facade with windows and a door.

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

12.3 km from Shady Side Academy

Anvar

SAR 477

SAR 544 total

includes taxes & fees

18 Oct - 19 Oct

A Hampton Inn hotel with a modern design, featuring a prominent sign, a covered outdoor area, and a nearby Outback Steakhouse restaurant.

A modern dining area with a long counter, multiple tables, and chairs. There are framed pictures on the walls and a sofa with cushions.

A gym with treadmills, elliptical machines, and weight equipment.

A refrigerated display case with snacks and beverages, and a wall sign indicating a treats section.

18. Hampton Inn Pittsburgh/Monroeville

13.8 km from Shady Side Academy

Gopinath

SAR 427

SAR 487 total

includes taxes & fees

2 Nov - 3 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 modern living room with a large window offering a scenic view of a lake and hills. There is a sofa set and a small coffee table with a remote control on it.

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

19. The Landing Hotel at Rivers Casino

14.7 km from Shady Side Academy

Tammy

SAR 504

SAR 575 total

includes taxes & fees

18 Oct - 19 Oct

A spacious living room with a wooden ceiling, large windows with curtains, a leather sofa, a dining table, and a kitchen area.

A room with wooden paneling, a fireplace, a mirror, and a wardrobe.

A room with a sofa, a bed, a framed painting, a lamp, and a window with curtains.

A brick building with a wooden door labeled "Southside Traveler's Rest."

20. Traveler's Rest Hotel

South Side Flats, 14.2 km from Shady Side Academy

Amber

SAR 366

SAR 417 total

includes taxes & fees

2 Nov - 3 Nov

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Compare popular hotels close to Shady Side Academy

Property	Property class	Guest rating
Comfort Inn & Suites Pittsburgh Fox Chapel	5.6 1,011 reviews	View
Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG	9.2 Wonderful 1,006 reviews	View
Hampton Inn & Suites Pittsburgh/Harmarville	9.2 Wonderful 747 reviews	View
Springhill Suites by Marriott Pittsburgh Mills	8.6 Excellent 9 reviews	View
Residence Inn by Marriott Pittsburgh Monroeville/Wilkins	9.2 Wonderful 60 reviews	View

Top Shady Side Academy Hotel Reviews

The Maverick by Kasa

10/10 Excellent

"Every time I visit Pittsburgh, I stay at the Maverick. It's always clean and the rooms are so nice. I have yet to experience the bar/restaurant, but I look forward to it some day. The rooms feel more like an apartment than a hotel thanks to the spacious layout."

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 ♡"

Comfort Inn & Suites Pittsburgh Fox Chapel

8/10 Good

"There were a several spots that I felt could be spiffed up. Dishes were not cleaned up after a conference. Our room was clean and decorated nicely. We will stay again."

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"

4-bedroom modern house in charming Oakmont - close to Country Club and Bakery!

8/10 Good

"Location OutstandingBedroom’s Mattresses OutstandingDownstairs Amenities OutstandingBathrooms Very goodShuffle board best time ever!!Great vibe. Recommendation:I would invest in a High Chair and Stroller to make it the ultimate family friendly dwelling."

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

You can take time to visit Three Rivers Heritage Trail during your travels to Pittsburgh. Amble around this vibrant area's riverfront or attend a sporting event.

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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 savor the restaurants and bars.

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Bayernhof Museum

You can spend an afternoon browsing the exhibits at Bayernhof Museum during your trip to 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 exploring the galleries in Hartwood Acres Mansion during your travels in 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 beautiful river views and sporting events. You'll find 220 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place 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 traveler 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 should I expect to find close to Shady Side Academy?

Expedia has 220 hotels and other accommodations 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, most hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you may still be able to cancel and get a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to get the best deals near Shady Side Academy.

Where can I learn more about changing or cancelling my trip in the area near Shady Side Academy?

To find more details about updating your stay near Shady Side Academy or cancelling it, go to https://www.expedia.com/service/.

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 around the area nearby, you may want to rent a car for your trip.

Find hotels near Shady Side Academy, Pittsburgh from SAR 356

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Shady Side Academy hotels

1. Comfort Inn & Suites Pittsburgh Fox Chapel

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

3. Hampton Inn & Suites Pittsburgh/Harmarville

4. Springhill Suites by Marriott Pittsburgh Mills

5. Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

6. TownePlace Suites by Marriott Pittsburgh Harmarville

7. Comfort Suites Monroeville - Pittsburgh East

8. Oakmont Inn

9. The Inn on Negley

10. Hyatt House Pittsburgh/Bloomfield/Shadyside

11. TRYP by Wyndham Pittsburgh/Lawrenceville

12. Courtyard by Marriott Pittsburgh Monroeville

13. The Maverick by Kasa

14. SpringHill Suites by Marriott Pittsburgh Monroeville

15. The Priory Hotel

16. Comfort Inn & Suites Pittsburgh South

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

18. Hampton Inn Pittsburgh/Monroeville

19. The Landing Hotel at Rivers Casino

20. Traveler's Rest Hotel

Compare popular hotels close to Shady Side Academy

Top Shady Side Academy Hotel Reviews

The Maverick by Kasa

TownePlace Suites by Marriott Pittsburgh Harmarville

Comfort Inn & Suites Pittsburgh Fox Chapel

Oakmont Inn

Steel City Stay- 4B/2B Getaway

4-bedroom modern house in charming Oakmont - close to Country Club and Bakery!

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