Quick note: A reader wrote me asking for a good place to propose to his girlfriend. Rather than limit it to my locations knowledge, I asked my readers, and was inundated with lots of great ideas. If you’re looking for a good place to propose in NYC, just check through the comments.

A Scouting NY reader is planning on proposing to his girlfriend, and needs your help!!

Central Park - Wedding

I recently got a letter from a fan of the site telling me that he is planning on proposing to his girlfriend, and is looking for the perfect NYC location to do it. Both he and his girlfriend are huge fans of NY history and enjoy exploring the city together, and he really wants to choose a location that ties the city into his proposal in a unique, intimate and historical way, a locale they will remember for the rest of their lives.

His first thought was Gramercy Park – neither of them has ever been inside, and his hope was to work something out with the Gramercy Park Hotel for access, take her on a tour, then ask the big question when she was least expecting it. Great idea, right?

Of course, it comes as no surprise that the douchiest park in NYC is bordered by the douchiest hotel in NYC. They said the rules are very strict, and that he could only gain access by paying the $500/night room fee, which he can’t afford.

Coming up short on ideas, he wrote me a very thoughtful letter asking if I could suggest any other locations. His only requests were that it be somewhat off the beaten path, pretty, intimate, and historical. My first thought was Bannerman’s Castle, an incredible abandoned castle-like structure located on an island in the the Hudson. Then again, perhaps visiting decrepit ruins on an island in the middle of the freezing winter doesn’t exactly scream romance. Other ideas include Staten Island’s Snug Harbor, Governor’s Island…Bethesda Fountain is probably too cliched, no? Perhaps he could gain access to Grove Court by talking with a neighbor? Gantry State Park in Queens is a pretty amazing location.

Rather than limit the options to my knowledge of the city, I promised I’d turn it over to SNY readers: where should this guy propose?? Historical, intimate, off the beaten path, and New York-centric. Hell, if one of you comes up with something that he uses, maybe I’ll come up with a cool Scouting NY prize for you. Just post your ideas in the comments.

Ready? Go!

-SCOUT

PS – “The park was at one time opened to the public on Gramercy Day (which changed yearly, but was often the first Saturday in May). In 2007, the Trustees of Gramercy Park announced that it would no longer open the park on that day.” Fuck you, Gramercy Park. Seriously, go fuck yourself.

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  1. Phoebe Avatar
    Phoebe

    If he can wait until springtime, the Cherry Walk at the Brooklyn Botanical Garden is absolutely incredible!
    A more quirky one that would definitely require lots of permission is to set up a private tour of the Intrepid and ask her there.
    Another one that would require some careful planning is finding an old theater and getting a tour of that-he could have it set up to walk on stage and have a spotlight hit them and then ask.
    I’ve gotta say, though, the Grand Central idea is pretty awesome!
    Oh, who am I kidding, this is a list of places I’d like to get proposed to!

  2. Sebastian Avatar
    Sebastian

    Was the CCNY campus already mentioned, in Hamilton Heights? Gothic and romantic and I’m sure a tour of the beautiful Sheppard Hall can be arranged for a stained glass surrounded proposal.

  3. matt c Avatar
    matt c

    can anyone recommend a restaurant or venue? something like the defunct Rainbow Room?

  4. JC Frank Avatar
    JC Frank

    Being a Jersey guy, I think the city always looks best from the Jersey side, so I would go with Hamilton Park in Weehawken. On top of the cliff, the city makes an incredible backdrop.

  5. Artie Avatar
    Artie

    The Champagne Room at Rick’s Cabaret!

  6. Chuck Avatar
    Chuck

    Yeah, it’s pretty common, but I proposed at the top of the Empire State building. Born and raised in Manhattan, it was my first and only visit. My wife couldn’t understand why – out of the blue – I wanted her to meet me for a ride to the observation deck. The coolest part was that EVERYONE in the Houlihans in the lobby where I waited for my wife-to-be knew my story. When she showed up a hush fell across the entire restaurant. At the time I was living across from Gramercy Park and had a key. Duh!

  7. Osmotw Avatar
    Osmotw

    I proposed to my wife while walking down 10th street on our way to a birthday party at Cowgirls. Sounds tacky? It wasn’t. It was December, the street dark, lit only by twinkle lights that were strung across the sidewalk. They created a great canopy of starlight against a background of fantastic NY architecture. I paused, bent on one knee and proposed as other couples walked by.

    The truth is that anywhere in New York can be the perfect background for your life. It’s a city full of magic 🙂

  8. Erin Avatar

    What about this little secret garden which was the backdrop of a gorgeous wedding? http://www.maxwangerblog.com/?p=1797

  9. Ben Avatar
    Ben

    Wikipedia claims that residents of the buildings looking onto Gramercy Park along with Calvary Church have access to the keys for the park. I think, if anything, you should swing by the church and have a chat with someone. I doubt you’d be turned town access for a day considering your story.

    http://en.wikipedia.org/wiki/Gramercy_Park

  10. Michele Avatar

    Being a huge fan of NYC history, I would say St. Paul’s chapel. I could be wrong but I think it is the oldest building in Manhattan dated 1764.

    Perhaps something along the lines of – May our love last like this church has, through good times and challenging ones.

    Whatever you decide, congrats!!!

  11. DrunkBrunch Avatar

    Once upon a time, I had an amazingly romantic dinner at Terrace in the Sky: http://www.terraceinthesky.com. Wonderful views.

  12. lemonsugar Avatar
    lemonsugar

    that is the most beautiful proposal I have ever seen. You are both so very lucky!!! Bless you both.

  13. Liesl Avatar

    If he needs a photographer to hide and take pictures when he proposes let me know! I’d love to do it!

  14. Raina Avatar

    Since it’s winter and perhaps too cold to be outside, what about a little excursion to Roosevelt Island then popping the question in the Tramway while on the way back into Manhattan? You can’t beat that view.

  15. R J Keefe Avatar

    I’ll second the vote for Fort Tryon Park, although at this time of year something indoors might be nicer — how about the lobby stairs in Radio City? Maybe Scout could get them in.

  16. Karen Avatar
    Karen

    I suggest Straus Park at 106th St and West End. It is dedicated to Isidor and Ida Straus, the couple on the Titanic who preferred to die together than be split apart by lifeboats. The Strauses originally lived at 105th and West End, so there’s the local history. Their death is romantic and a testament to true love. They’re a real NY couple–Isidor Straus was a partner at Macy’s and the Straus in Abraham & Straus. And the park is lovely:

    http://en.wikipedia.org/wiki/Straus_Park

  17. Walter Avatar
    Walter

    Go to the Rose Hill Campus of Fordham University up in the Bronx. There’s a few spots too. One is in front of the main classroom building, Keating Hall, on the steps that commemorate visits from heads of state. Another is near the University Church and Queens’ Court dorms, dating back from 1841. Now with the construction of the new dorms there, I’m not sure how it will mess up the west portion of the campus, but on a nice spring day there are few areas of the city that are as beautiful, and the guards should let you in with a little prodding.

  18. Erik Springer Avatar
    Erik Springer

    How about some place that they have been to before, but was personally special to them rather than just being “Historical, intimate, off the beaten path, and New York-centric.” Having proposed twice in my life If the place has some special personal meaning to both of y’all that would be the first filter, Then I’d filter the decision through the rest of the criteriia. NYC has scads of historical places. This is one of the things that keeps me coming back to NYC. It like finding a bit of greenery that you like. Mine just happens to be Sheridan Square.

  19. ann Avatar
    ann

    SVA has a dorm in gramercy park. all the students who live there have access. bet you could arrange something with one of them.

  20. sarah Avatar

    Fort Tryon Park/The Cloisters is lovely. I love the Little Red Lighthouse idea that someone suggested.

    Or what about the High Line?