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Top Milwaukee Wedding Proposal Spots

Milwaukee may not have a reputation for being the most romantic city in the world, but it has no shortage of romantic spots to take that special someone! Once you find that person you want to spend forever with, you want forever to start as soon as possible. While we're all about wedding dresses at Miss Ruby, the whole process starts with one big question. Here are a few of our favorite proposal spots in the cream city.


As a popular wedding venue, the Botanical Gardens are no stranger to romance! If it isn't the perfect spot for your big day, you should consider it as the place to pop the question. Is there anything that says Hallmark Movie Proposal like being surrounded by flowers?


If the great outdoors aren't quite your thing, we've still got you covered. Take your person out for a classy evening with the Milwaukee Symphony Orchestra! While we definitely don't condone jumping up on stage midway through a Mozart masterpiece, it's a stunning place to propose before or after a performance.


Whether it's brunch or dinner, the Italians have always done romance right. Onesto is a staple of Milwaukee's Third Ward, and the perfect location if you're looking to do the traditional dinner proposal.


Disclaimer: this is not a spot for the uncoordinated to propose! No one wants a ring falling in the water. However, if you trust your boating skills, the swan boats in Veterans Park are one of the cutest places for any date - especially a proposal!


This one's for our vintage-loving couples! Located in Milwaukee's Public Museum, The Streets of Old Milwaukee are a step back in time. Quaint, cute, and always equipped with mood-lighting, it's impossible to not feel the love walking down the cobblestone.


It may be a few minutes outside of Milwaukee, but Wauwatosa Village is an adorable spot for a starlit stroll. Full of cafes, restaurants, and shops, these streets are endlessly dreamy, and there's no wrong spot to get down on a knee.


This is where it all begins! We love hearing all of our brides' love stories, and the proposal is one of our favorite chapters. Once the question is popped, your Miss Ruby team is here to help you through the rest - down the aisle and beyond!

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