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Fall in Lenox, MA

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Between spending time in Lincoln at a friend’s house and celebrating our anniversary on Nantucket this week (a surprise!), it seems I’m spending a lot of time exploring and enjoying Massachusetts this month. Funny enough, I was in Massachusetts this same week last year on a New England Road trip and I wanted to revisit our time in Lenox, MA in case any of you are on the hunt for fall color this week. 

LENOX,  MA

Stay – I’ve stayed at 33 Main several times and it is pure bliss. This darling bed and breakfast in the center of Lenox has cheerful decor and a fabulous, multi-course breakfast. The interiors are designed by Annie Selke and feature many of her home decor products from her own collection. I love Annie’s style – especially the way she mixes antique furniture and modern art.  As an added bonus, if you love something you can walk across the street to their shop to purchase it for your own home!

Eat –  I love the casual and convivial vibe at Brava – a wine and tapas bar one block from 33 Main.  Be sure to order a pizza (or two!) from their extensive menu! On your second night head to Nudel, a recent winner of the James Beard Foundation’s Rising Star award. The menu is is designed around hyper-local ingredients and constantly changing so if you did decide to eat here two nights in a row I wouldn’t blame you. 

Do – Tour The Mount – former home of one of America’s greatest authors, Edith Wharton. She penned The Age of Innocence, Ethan Frome, and the House of Mirth as well as books on architecture and decoration, and was the first woman to receive the Pulitzer Prize for Fiction. Her manse is a grandmillenial’s dream and the grounds are especially pretty this time of year. 

Hike Mount Graylock – the highest point in Massachusetts, and have lunch at Bascom Lodge. I love visiting the old National Park Lodges around the country and not only is Bascom beautiful it has a stunning view from their dining room.


OUTFIT DETAILS: 

Outfit One: J.Mclaughlin Sweater (simliar, also this)  // Ralph Lauren Skirt  // Sarah Flint Boots (old, similar) // Mark Cross Bag

Outfit Two: J.Crew Blazer, Cashmere Turtleneck (similar), High-waisted Jeans, Plaid Scarf // Mark Cross Bag // Sarah Flint Rosie Loafer c/o 

Outfit Three: Grayson Flannel Shirt // J.Crew Jeans // Sarah Flint Natalie Flats c/o // Paravel Backpack c/o


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OUTFIT DETAILS: 

Outfit One: J.Mclaughlin Sweater (simliar, also this)  // Ralph Lauren Skirt  // Sarah Flint Boots (old, similar) // Mark Cross Bag

Outfit Two: J.Crew Blazer, Cashmere Turtleneck (similar), High-waisted Jeans, Plaid Scarf // Mark Cross Bag // Sarah Flint Rosie Loafer c/o 

Outfit Three: Grayson Flannel Shirt // J.Crew Jeans // Sarah Flint Natalie Flats c/o // Paravel Backpack c/o


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