Vacations Close To Shady Side Academy

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Shady Side Academy Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

3 out of 5
Lawrenceville
Price was $776, price is now $705 per person
$705
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)
The hotel use to be a school and they kept a lot of the history incorporated into the design

Reviewed on Oct 2, 2026

The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
Price was $942, price is now $809 per person
$809
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)
Not needed

Reviewed on Oct 1, 2026

DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Price was $898, price is now $775 per person
$775
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)
The location is very good. Clean and quite. The facility needs big updates.

Reviewed on Oct 1, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $1,102, price is now $958 per person
$958
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)

Residence Inn by Marriott Pittsburgh North Shore

Residence Inn by Marriott Pittsburgh North Shore

3 out of 5
North Shore
Price was $1,171, price is now $1,034 per person
$1,034
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)
Love staying at this hotel. Easy parking and convenience of location. They are doing some renovations which of course is always a little messy but can’t wait to see it when those are completed.

Reviewed on Sep 30, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,269, price is now $1,136 per person
$1,136
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)

Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
Price was $875, price is now $787 per person
$787
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)

Wingate by Wyndham Cranberry

Wingate by Wyndham Cranberry

2.5 out of 5
Price was $790, price is now $717 per person
$717
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Pittsburgh (PIT)

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Best Lodging Options Near Shady Side Academy

Comfort Inn & Suites Pittsburgh Fox Chapel

Comfort Inn & Suites Pittsburgh Fox Chapel

2.5 out of 5
180 Gamma Drive Pittsburgh PA
2.86 km from Shady Side Academy
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Valley Motel

The Valley Motel

2.5 out of 5
2571 Freeport Road Pittsburgh PA
3.45 km from Shady Side Academy
Stay at this motel in Pittsburgh. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Harmarville Blade Runners Ice Complex and Galleria ...
Hampton Inn & Suites Pittsburgh/Harmarville

Hampton Inn & Suites Pittsburgh/Harmarville

2.5 out of 5
2805 Freeport Road Pittsburgh PA
4.37 km from Shady Side Academy
Stay at this hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
TownePlace Suites by Marriott Pittsburgh Harmarville

TownePlace Suites by Marriott Pittsburgh Harmarville

3 out of 5
2785 Freeport Road Pittsburgh PA
4.37 km from Shady Side Academy
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn & Suites Pittsburgh Harmarville

Quality Inn & Suites Pittsburgh Harmarville

2.5 out of 5
8 Landings Dr Pittsburgh PA
4.77 km from Shady Side Academy
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harmarville Blade Runners Ice ...
Holiday Inn Express Pittsburgh North by IHG

Holiday Inn Express Pittsburgh North by IHG

2.5 out of 5
10 Landings Drive Pittsburgh PA
4.86 km from Shady Side Academy
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Oakmont Inn

Oakmont Inn

3.5 out of 5
300 Rte 909 Verona PA
5.44 km from Shady Side Academy
Stay at this B&B in Verona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harmarville Blade Runners Ice Complex and Galleria at Pittsburgh ...
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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.