If every city has a personality, then isn't it fair to say that we should dress accordingly? We think so, and Chelsea Zalopany, writer and contributing creative fashion content consultant for The Webster and Spring Place, agrees. So we asked her to pair her favorite pieces with her favorite places and the results are 7 packing lists that will make planning your wardrobe for your next trip a piece of cake.


Anyone who knows me, knows that I love a great theme-driven outfit. My penchant for playing dress-up began long before I started at Vogue in 2009. From full-on The Sound of Music when in Austria to an European tourist-inspired ensemble for a trip to my corner bodega—no matter the occasion, destination, or season. I’ve always loved the whole ritualistic nature of dressing. How wonderfully cathartic it is to wake up to a new day, a new idea, a new look. Even better, doing so in a new city. So, what does one wear for a seven day tour through seven cities, in the dog days of summer? 
— Chelsea Zalopany



OOO is on, bags are packed, and TSA pre✓ checked-in. When it comes to traveling — from a well-packed carry on to my plane attire and essential s— I must sanguinely say, I've got a pretty seasoned system going. (Nerdcore, for sure). But really, the one item I can’t live without when it comes to overseas flights, it’s compression socks. I live by them. An SK-II sheet mask is also a game changer. 

shop take off


Hello holiday! Admittedly, I’ve only recently come to understand all the fuss for summertime getaways—and not for lack of a well traveled childhood, but rather because until I went to college, my summer months had been dedicated to sleepaway ballet school. This summer, my first stop is Tuscany. Stay at the Renaissance Tuscany. It’s the perfect dose of quiet-luxury to properly decompress from the daily grind of New York City life.

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A day in the city on a hot Italian day, always feels hotter in Siena. Such a stunning city! My look is streetwear meets my rendition of a Roman (sub: Siena) holiday abroad. 



Is it just me or are the 60s always en vogue when in Capri? Now, that’s a dress code I can get into, especially when shopping via Camerelle. When not sipping Aperol spritzes poolside at The Caesar Augustus, I highly suggest making an evening out of dinner at Da Paolino. The lemon risotto with prawns and homemade limoncello is bene.

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 Views, views, views! Thus, it’s only appropriate to meet your match (aka some of the most breathtaking views of all the Amalfi Coast), and dress the part. You can never go wrong with a classic shirt by Charvet, no matter what destination. You can also never go wrong wit a meal at La Sponda at the Sirenuse hotel. Views of the Marina Grande beach. Another not-to-be-missed restaurant to remember is Zass at Il San Pietro

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 Change of pace, right?! Making a quick stop to see the new Moxy Amsterdam. After all that Italian R&R, figured what better way to head back to reality than with a bang. The new Moxy is located in Houthavens, which  in Amsterdam-speak is the equivalent the Red Hook, Brooklyn. It’s going to be a late night, to say the least. 

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For me, there’s never any shortage of inspiration and ideas; some subtle, others more literal; thoughtful designs (practical and functional) are preferred, but when it comes to an extra-special bijoux bijoux sparkle splurge, I don’t know about you, but in the grand scheme of it all, what’s one day in a slightly too-tight but oh-so-right frock? I would say priceless, but that would be too cheesy. But I do hope that you got a good deal! 

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about chelsea

Chelsea Zalopany is a consultant and freelance writer currently residing in New York City. Presently, she serves as a contributing creative fashion content consultant for Spring Place. Her writing has appeared in a wide range of publications including British Vogue, The Line, MatchesFashion, Domino, as well as T: The New York Times Style Magazine and American Vogue where she worked as a features associate and market editor, respectively. Her consulting interests are diverse in practice—from branding and fashion photoshoot styling to penning fashion news and feature articles and ideating fashion forward content for print and on social media platforms—as are personal interests. Philanthropic outlets vary from the School of American Ballet, the Frick Collection, to the Whitney Museum of American Art.