Southwest Pennsylvania Romantic Vacations 2026

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Top Romantic vacation packages in Southwest Pennsylvania

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

DoubleTree by Hilton Pittsburgh - Green Tree

￥290,259

per person

Sep 25 - Oct 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Pittsburgh (PIT)

8.6/10 Excellent! (1,147 reviews)

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

Downtown Pittsburgh

￥392,980

per person

Sep 25 - Oct 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Pittsburgh (PIT)

8.4/10 Very Good! (1,102 reviews)

Kimpton Hotel Monaco Pittsburgh by IHG

Downtown Pittsburgh

￥448,394

per person

Sep 25 - Oct 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Pittsburgh (PIT)

9.4/10 Exceptional! (1,321 reviews)

The Atterbury Hotel, Autograph Collection

Downtown Pittsburgh

￥434,635

per person

Sep 25 - Oct 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Pittsburgh (PIT)

9/10 Wonderful! (1,010 reviews)

Gorgeous facilities, well maintained. Friendly staff. Rooms are comfortable, spacious clean bathroom. Bar open until 2am. Only complaint was the long wait for service for breakfast.

Reviewed on Aug 23, 2026

DoubleTree by Hilton Washington Meadow Lands Casino Area

￥301,315

per person

Sep 27 - Oct 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Pittsburgh (PIT)

7.8/10 Good! (946 reviews)

The staff were nice and the hotel was clean

Reviewed on Aug 16, 2026

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Top Romantic Southwest Pennsylvania Hotels

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

15 min walk from PNC Park

You and your sweetheart are sure to love the in-room massages and 3 restaurants at this upscale hotel. You'll also appreciate the luxury bedding, 2 bars, and ...

Mansions on Fifth Hotel

5105 Fifth Avenue Pittsburgh PA

11 min drive from PNC Park

Ready for a romantic getaway? Consider this Edwardian hotel, featuring hydromassage showers, a lobby fireplace, and romance packages. Couples will appreciate ...

The Atterbury Hotel, Autograph Collection

107 6th St Pittsburgh PA

6 min walk from PNC Park

Unwind and make time for a romantic getaway at this historic hotel, featuring premium mattresses and onsite dining. Couples will love the luxury bedding and ...

9/10 Wonderful! (1,015 reviews)

"Gorgeous facilities, well maintained. Friendly staff. Rooms are comfortable, spacious clean bathroom. Bar open until 2am. Only complaint was the long wait for service for breakfast."

Reviewed on Aug 23, 2026

See all 3,207 properties in Southwest Pennsylvania

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.