Date Nights in Pittsburgh

Romance is in the air all year long in the Cultural District. Whether you're planning a first date or a special anniversary, check out these date night ideas in Downtown Pittsburgh!

Catch a Show

From the old-world glamour of the Benedum Center and Heinz Hall to the sleek modern appeal of the O’Reilly Theater and Liberty Magic, the Cultural District brings innovative and exciting entertainment to Pittsburgh almost every night of the year. Check out the fall and winter calendar to see what’s on stage in the Cultural District this season.

Create Your Own Gallery Crawl

You don’t have to wait for the next Gallery Crawl to roam the exhibitions hand in hand with your sweetheart. Our galleries are free and open to the public Wednesday to Sunday, allowing you to interpret art and take Instagram-worthy photos together anytime you want. Take a break from the hustle and bustle at the Trust Oasis, then head around the corner to Wood Street Galleries. Keep the art exploration going with a stop at SPACE, 707 Gallery, or 820 Gallery.

a couple enjoys a work of art together at a gallery in Pittsburgh

Cozy Up With Coffee & Conversation

With the right ambiance, low-key coffee dates can be just as romantic as extravagant dinners. Adda Coffee & Tea House (725 Penn Ave) is the perfect stop for a warm drink and local goods, and the upstairs of Rock’n’Joe (524 Penn Avenue) is also a quiet and inviting space for a midday break.

Warm Up With a Whiskey Tour

Pittsburgh is the birthplace of American whiskey, and it’s enjoying a spirited revival in the city it calls home. Warm up with your partner this winter by going on a whiskey tour of Downtown. A perfect starting place is the Omni William Penn Hotel, has a basement level Speakeasy.

From there, you’re a short walk from several Cultural District bars with excellent whiskey selections, including Butcher and the Rye (212 6th Street) and Braddock’s American Brasserie (107 6th Street).

Strike the Right Note With Live Music

If you’re looking to liven up your evening, consider checking out the rich music scene of Downtown Pittsburgh. Grab dinner and drinks while taking in the tunes at Revel (242 Forbes Avenue) for their Friday Night Live music series. Or, pay a visit to Con Alma Downtown (613 Penn Avenue) for their always soulful, almost nightly jazz performances.