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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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.

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

1. Comfort Inn & Suites Pittsburgh Fox Chapel

2.9 km from Shady Side Academy

Angelina

￥13,086

￥14,918 total

includes taxes & fees

Oct 19 - Oct 20

A buffet with labeled containers of omelets and other dishes.

An indoor swimming pool with a shallow water depth of 3 feet and 9 inches, no diving allowed.

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 hotel entrance with a stone facade, glass doors, and a covered area with lights.

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

12.8 km from Shady Side Academy

Kevin

￥19,834

￥22,612 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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.

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

North Side, 12.9 km from Shady Side Academy

Dorothy

￥20,641

￥23,531 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

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

4. Hampton Inn & Suites Pittsburgh/Harmarville

4.4 km from Shady Side Academy

Gary B.

￥24,232

￥27,624 total

includes taxes & fees

Oct 25 - Oct 26

5. Home 6 Mi to Dtwn & Steelers Game! Bring Your Pets

12.7 km from Shady Side Academy

￥19,817

￥55,491 total

includes taxes & fees

Sep 30 - Oct 1

A buffet with various food items and beverages.

A compact kitchen with wooden cabinets, stainless steel appliances, and a small dining area with stools.

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

6. Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

11.8 km from Shady Side Academy

Arasis, Sheidy

￥20,604

￥23,488 total

includes taxes & fees

Oct 27 - Oct 28

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.

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

7. Springhill Suites by Marriott Pittsburgh Mills

8.3 km from Shady Side Academy

Gail

￥18,598

￥21,201 total

includes taxes & fees

Oct 18 - Oct 19

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

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

8. TownePlace Suites by Marriott Pittsburgh Harmarville

4.4 km from Shady Side Academy

Thomas

￥23,922

￥27,272 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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.

9. Comfort Suites Monroeville - Pittsburgh East

14.2 km from Shady Side Academy

doris

￥18,397

￥20,973 total

includes taxes & fees

Oct 26 - Oct 27

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 lobby with a reception desk, seating area, and a large wall mural.

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

10. Courtyard by Marriott Pittsburgh Monroeville

13.1 km from Shady Side Academy

Erin

￥18,598

￥21,202 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

11. The Inn on Negley

Shadyside, 8.9 km from Shady Side Academy

Carrie

￥40,642

￥46,333 total

includes taxes & fees

Oct 7 - Oct 8

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 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.

12. Hyatt House Pittsburgh/Bloomfield/Shadyside

Bloomfield, 8.9 km from Shady Side Academy

Patricia

￥21,233

￥24,205 total

includes taxes & fees

Oct 19 - Oct 20

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

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

An indoor swimming pool with clear water, blue walls, and a tiled edge. There are lounge chairs and a covered area to the right.

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

13. Hampton Inn Pittsburgh/Monroeville

13.8 km from Shady Side Academy

Gopinath

￥18,573

￥21,173 total

includes taxes & fees

Oct 28 - Oct 29

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

A covered porch with a white railing, a table with chairs, and a black sofa.

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

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

14. Oakmont Inn

5.4 km from Shady Side Academy

John

￥36,848

￥42,007 total

includes taxes & fees

Oct 6 - Oct 7

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

A modern indoor space with a seating area, tables, and potted plants.

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

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

15. Home2 Suites by Hilton Pittsburgh / McCandless, PA

North Side, 13.2 km from Shady Side Academy

Frank

￥20,130

￥22,948 total

includes taxes & fees

Oct 18 - Oct 19

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.

16. TRYP by Wyndham Pittsburgh/Lawrenceville

Lawrenceville, 9.2 km from Shady Side Academy

Sydney

￥14,058

￥16,026 total

includes taxes & fees

Oct 28 - Oct 29

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.

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

17. SpringHill Suites by Marriott Pittsburgh Monroeville

14.3 km from Shady Side Academy

William

￥18,583

￥21,185 total

includes taxes & fees

Oct 5 - Oct 6

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

Tammy

￥21,115

￥24,071 total

includes taxes & fees

Oct 18 - Oct 19

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.

19. The Maverick by Kasa

East Liberty, 7.9 km from Shady Side Academy

Charline

￥19,676

￥22,430 total

includes taxes & fees

Oct 1 - Oct 2

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

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.

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

20. Comfort Inn & Suites Pittsburgh South

17.1 km from Shady Side Academy

Mayra

￥14,025

￥15,987 total

includes taxes & fees

Oct 25 - Oct 26

View all properties

Compare popular hotels close to Shady Side Academy

Property	Star rating	Guest rating
Comfort Inn & Suites Pittsburgh Fox Chapel	5.6 1,032 reviews	View
Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG	9.2 Wonderful 1,005 reviews	View
Fairfield Inn & Suites by Marriott Pittsburgh North/McCandless Crossing	9.4 Exceptional 839 reviews	View
Hampton Inn & Suites Pittsburgh/Harmarville	9.2 Wonderful 746 reviews	View
Residence Inn by Marriott Pittsburgh Monroeville/Wilkins	9.2 Wonderful 59 reviews	View

Top Shady Side Academy Hotel Reviews

Comfort Inn & Suites Pittsburgh Fox Chapel

8/10 Good

"The price was good. Room is clean."

The Maverick by Kasa

10/10 Excellent

"No onsite laundry. But location is great. Quiet, nice views. Walkable to many things."

Oakmont Inn

10/10 Excellent

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

Hampton Inn & Suites Pittsburgh/Harmarville

10/10 Excellent

"Check in was easy, staff were friendly and helpful. Breakfast was very good and very easy to get in and out. I am a coffee drinker and couldn’t have been happier with the roast choices. Place was clean and perfectly located off the PA Turnpike. I would recommend this hotel and I wouldn’t hesitate to stay there again."

Steel City Stay- 4B/2B Getaway

10/10 Excellent

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

Spacious Modern 7BR Retreat ~ 3 Story Gem in Pittsburgh

10/10 Excellent

"I"

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.

See properties

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.

See properties

Benedum Visual Arts Center

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

See properties

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.

See properties

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.

See properties

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.

See properties

Allegheny Islands State Park

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

See properties

Hartwood Acres Mansion

You can spend an afternoon exploring the galleries in Hartwood Acres Mansion during your travels in Pittsburgh.

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 beautiful river views and sporting events. You'll find 226 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 226 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 Three Rivers Heritage Trail and Hartwood Acres Park.

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 ￥14,918

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

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

4. Hampton Inn & Suites Pittsburgh/Harmarville

5. Home 6 Mi to Dtwn & Steelers Game! Bring Your Pets

6. Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

7. Springhill Suites by Marriott Pittsburgh Mills

8. TownePlace Suites by Marriott Pittsburgh Harmarville

9. Comfort Suites Monroeville - Pittsburgh East

10. Courtyard by Marriott Pittsburgh Monroeville

11. The Inn on Negley

12. Hyatt House Pittsburgh/Bloomfield/Shadyside

13. Hampton Inn Pittsburgh/Monroeville

14. Oakmont Inn

15. Home2 Suites by Hilton Pittsburgh / McCandless, PA

16. TRYP by Wyndham Pittsburgh/Lawrenceville

17. SpringHill Suites by Marriott Pittsburgh Monroeville

18. The Landing Hotel at Rivers Casino

19. The Maverick by Kasa

20. Comfort Inn & Suites Pittsburgh South

Compare popular hotels close to Shady Side Academy

Top Shady Side Academy Hotel Reviews

Comfort Inn & Suites Pittsburgh Fox Chapel

The Maverick by Kasa

Oakmont Inn

Hampton Inn & Suites Pittsburgh/Harmarville

Steel City Stay- 4B/2B Getaway

Spacious Modern 7BR Retreat ~ 3 Story Gem in Pittsburgh

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