Unique Date Nights in Pittsburgh

Celebrate the one you love with these unique Pittsburgh date night ideas!

If you're like me, Pittsburgh is your one true love. With so many fun and romantic things to do in the city, Valentine's Day is a great excuse to get out and try something new! Whether you're looking to shake things up or keep it simple, celebrating with friends or a significant other, there are plenty of ways to make it a lovely day.

Hands-On Activities

Sit Back and Relax

Soak in the City

Valentine's Date Night Events

Hands-On Activities

Get creative, make something to remember or just have some fun creating something or being active:

Still need to shop for Valentine's Gifts? Skip the box of chocolates and flowers and get your someone special something high quality, local and handmade at I Made It! Market Feb. 7 at The Block Northway.
Take a class at the Pittsburgh Glass Center for a one-of-a-kind, hands-on experience with some truly talented artisans. For Valentine's Day, try their Make-It-A-Date events and create a stained glass heart on Feb 14.
Be a Paint Monkey! Fun for private parties, groups or a romantic evening, this class makes it easy to be an artist! Guests are welcome to bring wine, beer and snacks. Check out their Valentine's Open Studio with a bottle of wine and your sweetheart to paint couples' paintings, pre-sketched canvases, and more.
Create a custom flower arrangement with Root + Bloom (TBA 2026), that includes instruction and all materials. BYOB, too!
Love a little friendly competition with your date? Head to Ace Axe Throwing (Homestead) or Lumberjaxes (Millvale, Mt. Lebo, Cranberry) and let your axe satisfyingly slam into wooden targets. Coaches help train you before your session to make this activity fun for all skill levels.
Ice skate with your loved one under the stars on Valentine's Day at Schenley Park Skating Rink for their Valentines on Ice event, which is 18+ and goes from 7-9 p.m.

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Sit Back and Relax

Enjoy a special experience while someone else does the work with one of these mesmerizing activities.

Health, wellness, and peace of mind are essential at Evolve Wellness Spa in Shadyside. Treat yourself and your partner to a luxurious and rejuvenating couple's massage, yoga, aromatherapy or a skin treatment for a day of pure relaxation.
Soldiers & Sailors will do live readings of original love letters from the museum's collection written by men and women separated by conflict for their I'll Be Seeing You event on Feb. 7. The night also includes a Valentine's Day-themed exhibit, strolling violinist, charcuterie, champagne, and desserts.
If beer and a movie are more your speed, check out the adjacent Row House Cinema and Bierport in Lawrenceville. Pick up some craft brews (they'll even chill the beers for you!) and take them over to see a film.

The exteriors of Row House Cinema and Bierport in Pittsburgh, PA.

Credit |

Bierport Facebook Page

Soak in the City

It's always a great time to embrace Pittsburgh's beautiful skyline, but especially with your special someone by your side.

Experience a unique dining experience like no other from atop Mount Washington at Monterey Bay Fish Grotto, featuring impeccable views and mouthwatering seafood. Insider Tip: Take the Duquesne Incline up and enjoy the views on your walk over to Shiloh St. for more great dining options like Coughlin's Law and Gordo's Tacos.
Put on your dancing shoes and bring your sweetheart (and their appetite) to an enchanting evening of Valentine's cruises care of Gateway Clipper. Set the mood on the water with options for a romantic dinner cruise on Feb. 13 and 14, 2026.
Combine date night with international cuisine, history and a relaxed city hike with a Burgh Bits and Bites tour. Strip District food tours are available Feb. 9 and 13 with additional Brookline and Lawrenceville tours Feb. 14, 2026.

2026 Valentine's Date Night Events

If your idea of a fun night out is getting dressed up to mix and mingle, check out one of the 'Burgh's hottest events this Valentine’s Day.

Enjoy dining specials from a variety of Downtown Pittsburgh restaurants this Valentine's Day.
Enjoy specialty cocktails and line dancing at The Pittsburgh Honky Tonk presents "Heartbreak Hotel" on Feb. 14.
Believe in a thing called love at Howl at the Moon's Heartthrob Throwbacks Party on Feb. 13, complete with drink specials, giveaways, live music, and more. Date night table packages are available, too!
Enjoy a Cupcake & Beer Pairing combining Inner Groove Brewing with Oakmont Bakery for a can't-miss night of cupcakes, beer and vinyl at both locations or available as a carry-out bundle.
Dine on a special menu at Gaucho Parrilla Argentina for their St. Valentine's Dinners—TBA 2026.
Seeing a show is the best way to hold hands and share a special experience together. This year, enjoy performances throughout the Cultural District such as Romero and Juliet, a zombie rock musical inspired by Shakespeare and 80s glam, Feb. 13-14 at Greer Cabaret Theater.
Join City Winery Pittsburgh for the Mamma Mia! Abbafabulous Brunch ft. The Neon Queen on Feb 14.