New Kensington Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Pittsburgh - Green Tree

$653

per person

Dec 23 - Dec 27

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

Stay at this hotel in Pittsburgh. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acrisure Stadium and PNC Park are located nearby.

Stay Pittsburgh

Save 100% on your flight

$704

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

Stay at this aparthotel in Pittsburgh. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Oakmont Inn

$765

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

Stay at this B&B in Verona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Galleria at Pittsburgh Mills and Three Rivers Heritage Trail are located nearby.

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

Reviewed on Sep 27, 2026

The Westin Pittsburgh, a Marriott Hotel

$820

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Traveler's Rest Hotel

$664

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

Stay at this hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free bicycles on site. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Very unique building. Very nice hosts.

Reviewed on Oct 7, 2026

The Inn on Negley

$724

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

Book a stay at this business-friendly inn in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

This Inn is beautiful, perfectly located within a couple minutes of downtown, very well maintained, breakfast was wonderful, the room was super comfortable with quality linens and a very comfortable batch. Wonderful staff as well, Peter gave us some history of Pittsburgh and some ideas to make our trip back home even better! We plan on coming back to Pittsburgh and staying here again.

Reviewed on Sep 30, 2026

Fairmont Pittsburgh

$772

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

Book a stay at this luxury hotel in Pittsburgh. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.

Hyatt Regency Pittsburgh International Airport

$716

per person

Dec 23 - Dec 27

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the bar in our reviews. Popular attractions The Mall at Robinson and Joe Walton Stadium are located nearby.

Matt the bartender always is welcoming & is excellent at his service

Reviewed on Oct 8, 2026