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Propose like your future depends on it

City Paper will be giving one lucky reader the chance to pop the question in the pages of our weekly

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CP PHOTO ILLUSTRATION BY JAKE MYSLIWCZYK
  • CP photo illustration by Jake Mysliwczyk

Look no further if you’re planning to propose in the near future. City Paper will be giving one lucky reader the chance to pop the question in the pages of our weekly. Write and tell us how your loved one’s eyes will light up when flipping through their favorite publication, or how they told you they’d say “no” if your proposal wasn’t over the top. Send your pitch to raddison@pghcitypaper.com by Feb. 28. The winner will be announced in March. 

And in case your submission is passed over, here are some proposal destinations in Pittsburgh sure to wow your partner. 

Randyland

There have been a few proposals (and even two weddings) at this colorful and playful spot, in the Mexican War Streets, on the North Side. If you’re planning on proposing here, let Randy and his team know in advance so they can help make it perfect.

Schenley Bridge

For this romantic gesture, you’ll need a ring and a lock. While your partner clicks the lock with your initials into place onto this Oakland bridge, get down on one knee and wait for them to turn around. 

West End Overlook

The West End Overlook offers one of the most iconic views of Pittsburgh, but with more privacy than Mount Washington. While your loved one is entranced by the city skyline, slip the ring from your pocket and pop the question.

Ice Rink at PPG Place

Before attempting this, make sure both you and your partner know how to ice skate. Don’t risk proposing to somebody who may fracture a tailbone in the process.


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