Last updated: 2025-03-21
From catching a show at Pittsburgh Improv in the Strip District to sipping craft brews in a converted church at Church Brew Works, the Steel City offers distinctive date experiences. The Duquesne Incline provides sweeping views of the three rivers, perfect for romantic moments.
Couples can explore quirky spots like Randyland’s colorful courtyard or take a tropical escape at Phipps Conservatory. For adventure-seekers, Escape Room Pittsburgh and evening Tiki Cruises along the Monongahela offer unique ways to bond in the ‘Burgh.
Discover yinzer-approved date spots in our guide below!
Featured Date Night Spots in Pittsburgh
- Duquesne Incline
- Kennywood (West Mifflin)
- Pittsburgh Symphony Orchestra
- National Aviary
- Phipps Conservatory
- Tiki Cruise
- Carnegie Science Center
- Escape Room Pittsburgh
- Museum of Illusions
- The Milkshake Factory
Romantic Dinner in Pittsburgh
Church Brew Works
What to Expect
Historic church-turned-brewpub
Description
Church Brew Works is a unique brewpub located in a restored Roman Catholic church. It features stunning stained-glass windows and soaring ceilings, offering a distinctive atmosphere. The menu combines diverse culinary styles, and the brewery crafts a variety of beers, including the Pipe Organ Pale Ale and Pious Monk Dunkel. This setting provides a memorable backdrop for a date night, blending history with contemporary dining and craft beer.
Where: Pittsburgh | More Info: Church Brew Works
Cinderlands Warehouse
What to Expect
Massive brewery with games
Description
Cinderlands Warehouse offers a vibrant atmosphere with a massive 15bbl production brewery and a scratch kitchen. The space features two long bars, a variety of beer styles, and hearty dishes. It includes games like Bocce and shuffleboard, along with a covered patio offering views into the brewery. This setting makes it an excellent choice for a lively date night.
Where: Pittsburgh | More Info: Cinderlands Warehouse
Pittsburgh Entertainment Activities
Pittsburgh Improv
What to Expect
Comedy club in Waterfront area
Description
Pittsburgh Improv offers a dynamic comedy experience with a diverse lineup of comedians, providing an engaging atmosphere for laughter and entertainment. Located in the thriving Waterfront area, it is a standout venue for comedy enthusiasts. Its lively setting makes it an excellent choice for a fun and entertaining date night.
Where: Pittsburgh | More Info: Pittsburgh Improv
Pittsburgh Symphony Orchestra
What to Expect
Renowned classical music performances
Description
The Pittsburgh Symphony Orchestra is a renowned American orchestra based in Pittsburgh, Pennsylvania. It is resident at Heinz Hall in the Cultural District. With a rich history spanning over 120 years, the orchestra has been led by notable conductors such as Fritz Reiner, William Steinberg, and Manfred Honeck. It is particularly noted for its artistic excellence and commitment to premiering new American works, making it a sophisticated choice for a date night.
Where: Pittsburgh | More Info: Pittsburgh Symphony Orchestra
Shorty’s
What to Expect
Retro games with Latin street food
Description
Shorty's in Pittsburgh offers a unique blend of retro games like duckpin bowling, shuffleboard, and pinball, alongside modern elements such as a vintage-style photo booth. The venue serves Latin-inspired street food and features camp-style fire pits for a cozy outdoor experience. It combines entertainment with social dining, making it a great spot for a lively date night.
Where: Pittsburgh | More Info: Shorty’s
Steel City Improv Theater
What to Expect
Long-form improvisational comedy
Description
Steel City Improv Theater is Pittsburgh's original home for long-form improvisational comedy. It offers weekly shows, comprehensive improv classes, and corporate training. The theater's unique approach to comedy involves creating entire shows from a single audience suggestion, making each performance unique. This dynamic setting makes it an engaging and unpredictable choice for a date night, offering laughter and entertainment.
Where: Pittsburgh | More Info: Steel City Improv Theater
Creative Experiences in Pittsburgh
Pittsburgh Glass Center
What to Expect
Hands-on glassmaking workshops
Description
Pittsburgh Glass Center offers a unique blend of art, education, and hands-on creativity. Visitors can explore a contemporary glass gallery, watch live glassmaking demonstrations, and participate in classes or workshops. The center provides an inclusive environment where anyone can learn and create glass art, making it an engaging activity for couples looking for a creative date night experience. It features interactive glassmaking sessions where participants can craft their own glass pieces.
Where: Pittsburgh | More Info: Pittsburgh Glass Center
Other Activities in Pittsburgh
Carnegie Science Center
What to Expect
Interactive Science Exhibits
Description
Carnegie Science Center offers a unique blend of interactive science exhibits and activities, making it an engaging destination for date nights. Explore space exploration in Mars: The Next Giant Leap, witness live science demos, and enjoy after-hours events like 21+ Nights, which feature themed parties and deeper science content. The center also includes attractions like the Buhl Planetarium and Highmark SportsWorks.
Where: Pittsburgh | More Info: Carnegie Science Center
Duquesne Incline
What to Expect
Historic Funicular with Panoramic Views
Description
The Duquesne Incline is a historic funicular offering panoramic views of Pittsburgh's skyline from 400 feet above the city's three rivers. It features original wooden cable cars and an observation deck, making it a standout attraction for a scenic and nostalgic date night. The incline is part of Pittsburgh's transportation system and includes a museum showcasing the city's history.
Where: Pittsburgh | More Info: Duquesne Incline
Escape Room Pittsburgh
What to Expect
Immersive Puzzle Challenges
Description
Escape Room Pittsburgh offers immersive puzzle games filled with riddles and gadgets. Teams have 60 minutes to solve mysteries and escape. Recommended for ages 15 and older, it requires problem-solving and creativity, making it a challenging and engaging activity for date nights.
Where: Pittsburgh | More Info: Escape Room Pittsburgh
Kennywood (West Mifflin)
What to Expect
Historic amusement park with scenic river views
Description
Kennywood offers a blend of classic and modern attractions, including eight roller coasters and themed areas like Thomas Town. Its historic charm and scenic views of the Monongahela River make it a standout for a fun and nostalgic date night. With a variety of dining options and seasonal events, Kennywood provides a lively atmosphere for couples.
Where: West Mifflin | More Info: Kennywood
Museum of Illusions
What to Expect
Interactive Illusion Exhibits
Description
Museum of Illusions Pittsburgh offers over 80 interactive exhibits that challenge perception and provide a unique visual and educational experience. Visitors can engage with three-dimensional illusions, making it an intriguing spot for a date night filled with interactive fun and memorable photo opportunities. It features a blend of classic and innovative illusions, ensuring a thought-provoking experience.
Where: Pittsburgh | More Info: Museum of Illusions
National Aviary
What to Expect
Immersive bird habitats
Description
The National Aviary in Pittsburgh offers a unique date night setting with immersive bird habitats and interactive experiences. Visitors can explore the Tropical Rainforest, Wetlands, and Grasslands exhibits, featuring over 500 birds from around the world. The aviary provides opportunities for close encounters with birds, including penguin and owl interactions. It is a standout venue for nature lovers and those seeking a memorable, educational experience.
Where: Pittsburgh | More Info: National Aviary
Phipps Conservatory
What to Expect
Immersive Tropical Forest exhibit
Description
Phipps Conservatory offers an intimate look at nature through exhibits like the Tropical Forest and Butterfly Forest. It features stunning seasonal flower shows, renowned orchid and bonsai collections, and sustainable architecture. This makes it an ideal setting for a serene and educational date night.
Where: Pittsburgh | More Info: Phipps Conservatory
Randyland
What to Expect
Vibrant outdoor art installation
Description
Randyland is a vibrant outdoor art installation featuring colorful murals, whimsical sculptures, and playful art pieces. It transforms a once-dilapidated building into a community hub, showcasing the beauty of upcycling and found object art. This eclectic space offers a unique backdrop for photos and interactions, making it a standout for creative date nights. Features interactive art exhibits.
Where: Pittsburgh | More Info: Randyland
Robot Hall of Fame
What to Expect
Robotics and Science Fiction Exhibits
Description
The Robot Hall of Fame, located within the Carnegie Science Center, honors both real and fictional robots that have inspired innovation and imagination. It features iconic robots like R2-D2 and Hal 9000, alongside pioneering machines such as Unimate and Sojourner. This exhibit offers a unique blend of science, technology, and pop culture, making it an engaging visit for those interested in robotics and science fiction. It features interactive exhibits that highlight the impact of robots on society.
Where: Pittsburgh | More Info: Robot Hall of Fame
The Milkshake Factory
What to Expect
Handcrafted milkshakes and gourmet chocolates
Description
The Milkshake Factory offers handspun milkshakes made with homemade ice cream and gourmet chocolates, creating a delightful treat for any evening. Located in multiple spots across Pittsburgh, including Downtown and the South Side, it provides a sweet and casual setting ideal for a date night. The Milkshake Factory supports local charities and has a strong community presence.
Where: Pittsburgh | More Info: The Milkshake Factory
Tiki Cruise
What to Expect
Floating Tiki Bar Cruises
Description
Cruisin' Tikis Pittsburgh offers relaxing sightseeing cruises on the Three Rivers. Each cruise accommodates up to six people and features a Coast Guard certified captain, a Bluetooth stereo system, and opportunities to capture iconic Pittsburgh landmarks. Guests can bring their own beverages and snacks, making it a personalized experience. The cruise provides a unique perspective on the city's scenic views, ideal for a leisurely date night.
Where: Pittsburgh | More Info: Tiki Cruise
Trundle Manor
What to Expect
Macabre art and taxidermy collection
Description
Trundle Manor is a macabre art museum featuring cryptozoology, vintage taxidermy, and jarred specimens. It offers tours and hosts events like taxidermy classes and comedy shows. Visitors can contribute to the collection as part of their tour experience. This unusual attraction provides a memorable and unconventional experience, making it a standout for those seeking something different on a date night. It features interactive exhibits and a unique atmosphere that combines art and the bizarre.
Where: Pittsburgh | More Info: Trundle Manor
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