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Keeping date night fresh and fun can be a challenge. We all get roped into the rut of eating at our favorite restaurant or going to see a movie. If you are looking for a more adventuresome date night, here are some ideas for fun couple activities around the city. These activities are great whether it’s just the two of you or a group of couples. Step outside your usual date night standards and have an adventure this weekend in Pittsburgh.

Pittsburgh Winery
2815 Penn Ave.
Pittsburgh, PA 15222
(412) 566-1000
www.pittsburghwinery.com

Whether you are a wine lover or tasting for the first time, you are sure to love Pittsburgh winery. The tasting room is cozy and beautiful with wine barrel accents throughout. At Pittsburgh winery you can enjoy a full, guided wine tasting to find something you love. The venue also hosts a variety of shows and concerts for the perfect evening of wine and music. Take a look at their website to see what is happening this weekend.

Arcade Comedy Theater
811 Liberty Ave.
Pittsburgh, PA 15222
(412) 339-0608
www.arcadecomedytheater.com 

Laughter is a great way to reduce stress and enjoy your time as a couple. The Arcade Comedy Theater hosts a variety of comedy shows, from open nights for brand new performers to more well-known professional acts. Take a look at Comedy Arcade Theater’s website to see shows and times. Who knows, you just might stumble upon a new favorite comedian.

Phipps Conservatory
One Schenley Park
Pittsburgh, PA 15213
(412) 622-6914
www.phipps.conservatory.org

There is nothing quite as romantic as taking a quiet stroll through the beautiful gardens at Phipps Conservatory. This Pittsburgh staple is often overlooked as a great place to spend the evening, but they have late hours on Friday night, which makes it a great date night spot. No matter the weather, Phipps is always warm and beautiful for walking, talking and quiet contemplation among a variety of plant life that you don’t get to see every day in Pittsburgh.

Related:  Best Grab And Go Food Places In Pittsburgh

Eleven Contemporary Kitchen
1150 Smallman St.
Pittsburgh, PA 15222
(412) 201-5656
www.elevenck.com

If you would like a unique and glamorous culinary experience, make a special date night at Eleven Contemporary kitchen. This restaurant in the strip district has a modern, fresh and upscale feel, perfect for a special night out. Excellent options abound on the menu, but for a truly special experience try Chef Steven’s nightly tasting menu, especially prepared for you.

Escape Room Pittsburgh
569 Greenfield Ave.
Pittsburgh, PA 15207
(412) 742-4645
www.escaperoompgh.com

A teamwork activity, such as Escape Room Pittsburgh, is a great way to become closer as a couple, and it’s also a very fun activity to do with a group of couples. You can choose from Mad Scientist or Prison escape scenarios where you are “trapped” in a room and must work with clues to figure out how to escape. Don’t worry, the game ends after an hour, even if you haven’t figured out the escape, and you are sure to have fun getting to know each other better.

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Jennifer Stockdale is a native of the greater Pittsburgh, PA area. She is a restaurant marketer and wine enthusiast and one of the hosts of the East Coast Wine Geeks Podcast. Her work can be found at Examiner.com.