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A Weekend in the Berkshires with Jane Iredale 🌿✨

  • Writer: Victoria Lyn
    Victoria Lyn
  • Aug 27
  • 4 min read

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Discovering the Berkshires

Before this trip, I didn’t even know the Berkshires existed — but stepping into this hidden gem of Massachusetts felt like walking into a storybook. I have always loved the east coast and how beautiful the upstate area looks. As a floridian, I love seeing seasons in different states. This would be my first time seeing what summer is like in Massachusetts. Nestled in the rolling hills, it has this peaceful charm that instantly made me slow down and take it all in. Truly, Lenox MA is like a movie set for a romcom. The cutest little coffee shops, boutiques and bookstores like the streets. You won't find hotels in this area, but cozy inns or a bed and breakfast that will steal your heart. This ended up being the perfect setting for a brand trip with Jane Iredale — a brand that has always celebrated effortless, natural, and empowering beauty! There’s something about the air, the scenery, and the feeling of being somewhere new that makes me come alive. I couldn’t wait to see what the next few days would bring.



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Arrival in Lenox

After landing in Albany, a bus full of content creatros drove through winding, green-lined roads until we arrived at The Whitlock, a charming and cozy boutique inn that instantly felt like home. Its warmth and charm set the tone for what was going to be such a memorable trip.

That evening, we all gathered for a welcome dinner at Boema, a chic little spot just a short walk away. It was the perfect way to kick things off — meeting other creators, sharing stories, and laughing over some of the best pizza and appetizers. I remember thinking, this is going to be something really special.




Meeting Jane Iredale

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One of the biggest highlights was meeting Jane herself. She has this presence — calming yet powerful — that makes you want to lean in and listen to every word. Hearing her talk about building her brand from the ground up was beyond inspiring.

What really stuck with me was her passion for creating makeup that not only looks beautiful but also supports healthy skin. She is the OG pioneer of clean beauty. She also shared stories from her early days in film and TV casting, speaking about how she used to see Sarah Jessica Parker walk in for auditions with her little braids! She shared stories about seeing the damage makeup would cause for actors/actresses skin. This made he want to change the world of cosmetics and combine both skincare and makeup. Those moments made her story feel so real and reminded me of the magic that happens when women turn ideas into reality. She is everything and more!


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The Masterclass

We also had the chance to take part in a masterclass with Jane and her team. It was so eye-opening to learn more about the skin-nourishing ingredients in the products and to see techniques that celebrate natural beauty. There’s also a very exciting product launch coming up (it’s still under embargo, so I can’t share details yet!) — but I can say it’s in one of the biggest trending categories right now, and it’s absolutely gorgeous. More than just tips and tricks, the class was about embracing individuality, confidence, and radiance — all the things that make beauty feel personal and real. Loved trying the new product too!


Lunch in Jane's Garden
Lunch in Jane's Garden

Mornings & Moments

Our mornings always began slow at The Whitlock — coffee in hand, breakfast with friends, and those unhurried conversations you only seem to have when you’re away from the rush of daily life. The Kemble is a stunning historic estate that became the heart of our experience.

This estate was so stunning, I can only dream of maybe getting married here one day :)


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Spa Day

One of the most unforgettable parts of the trip was our spa day at Miraval. It was hands down the most beautiful spa I’ve ever been to — the kind of place that feels like a dream. We were treated to facials using Jane Iredale products, which felt so full-circle since they’re safe to use even after skin treatments. It was peaceful, restorative, and the ultimate girls’ day experience. I mean, check out the pic below. I think that's proof enough of how great of a time we had here :)


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The Outfits I Wore

My outfits reflected the effortless charm of the setting—light colors, feminine, and perfect for the season! I mainly gravitated toward dresses, each one was enough to transition from cozy daytime activities to chic evening gatherings. To tie every look together, I paired each outfit with my Ray-Ban Metas, which became the signature accessory of the trip. They added a touch of modern edge because I can easily take pictures with them and they pulled each outfit together seamlessly. Shop my outfits here: https://liketk.it/5lWhI


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Makeup I Wore

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For my makeup in the Berkshires, I leaned into a light, bronzey look that felt fresh yet polished against the natural backdrop. I kept my eyes soft with subtle shadow for definition without overpowering the glow, letting the warmth of bronzer do most of the work. For lips, I wore Jane Iredale’s Siren Gloss layered with a classic red liner and Scarlet lipstick, creating a timeless bold red lip! I was asked for this lip combo the entire trip :) The combination felt effortless yet striking—simple enough for daytime moments but strong enough to carry into the evening!


Shop my makeup here:






A Lasting Impression

As I packed my bag to leave, I carried more than just my new favorite Jane Iredale products — I carried the memory of sitting in a room with Jane herself, soaking up her wisdom, and feeling inspired by her journey. I carried the incredible conversations I shared with amazing, creative and inspiring women. I left with amazing new friends. This Berkshires trip wasn’t just about makeup; it was about storytelling, resilience, and remembering why I fell in love with beauty in the first place! I would love to go back and spend a weekend in this gorgeous area again. It was truly a magical time. Until next time, XOXO


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My Vlog of the trip <3


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