The best of the Berkshires, via Instagram

July 24, 2014 in Connecticut,Places,United States

Bold statement, but I think the single best thing that my boyfriend has introduced me to is the Berkshires. He’s a New York City native (such a rare breed!) who grew up on the Upper West Side, but spent summers at a lake house in the Berkshires (near Lakeville!). There’s something so delightful about being able to hop in the car in the middle of bustling, chaotic, never-sleeps Manhattan, and two hours later be in the middle of rolling hills and cornfields and nary a phone signal to be found.

The best of the Berkshires, Mass.

We spent a fantastic weekend away at Interlaken Inn back in April, and we were lucky enough to go back for a weekend at a house with a pool near Millerton for 4th of July and then for another weekend at a lake house outside of South Egremont. I am obsessed with this little pocket of borders–New York, Connecticut, Massachusetts–and the dozens of lakes, farmers markets and open spaces that it holds. Here’s a peek at a few of my favorite things about the Berkshires!

The best of the Berkshires, Mass.

TENNIS! File under things that are impossible, expensive and/or impossibly expensive in New York City: finding an open tennis court. The Hotchkiss School courts in Lakeville are pristine and open to public. Game, set, match, thankyouverymuch.

The best of the Berkshires, Mass.The best of the Berkshires, Mass.The best of the Berkshires, Mass. Growing up in California’s Central Valley, I learned how to swim in pools: the ocean can be a bit too treacherous, lakes can be a little too murky. There aren’t many options to swim outside in New York City (rooftop pools seem like an urban myth!), so I was in heaven with a pool to swim in and a chaise lounge to lounge in.The best of the Berkshires, Mass.The best of the Berkshires, Mass.The best of the Berkshires, Mass.  Another thing I miss about the suburbs: playing golf! Even though I hit balls at Chelsea Piers last summer, I still miss having a set of clubs and spending spare afternoons at the driving range. We played nine holes at Egremont Country Club, and while I was super rusty the first weekend, I started to get in a little bit of a groove the second time. Now I just need to practice!The best of the Berkshires, Mass.  This was the view from the backyard of the lake house. SWOON. We took a canoe around Prospect Lake each morning, played badminton in the afternoon, made a fire for s’mores at night. Every spare moment I could find, I was sitting out in a deck chair reading my book and relishing the silence with that gorgeous view.The best of the Berkshires, Mass.We found this little cove off the main lake and nicknamed it the “Arctic Lagoon”: the temperature dropped so dramatically that our bare feet were suddenly freezing in the bottom of the canoe. We saw a beaver and a stork just a couple of feet from the canoe, and plenty of turtles and rabbits. So much wildlife!The best of the Berkshires, Mass.  One afternoon, we drove over to Bash Bish Falls: I can’t resist a good waterfall, and this one was gorgeous!The best of the Berkshires, Mass.Great Barrington might just be the most adorable small town: there is literally an intersection of Main and Pleasant Streets. We went in to town exclusively to use the Wifi at Fuel Coffee one morning (the rest of the time, we were completely offline!), and stumbled across Rubiner’s Cheesemongers & Grocers. Among other things, they have cheese and butter samples. WELL WORTH A STOP.The best of the Berkshires, Mass.What’s your favorite photo of the Berkshires? 

Note: special thanks to my boyfriend’s family for inviting me along! 

  • HippieInHeels

    Looks like a cool place. I’ve only heard of it once before when the real housewives went there ha ha, I do love that show- guilty pleasure

  • Audrey

    That’s so great that you can easily escape the city on a weekend. One thing I noticed when I was taking the train from Canada to NYC is that there is so much green space literally right outside the city. Lakes, forests, and waterfront mansions. Who knew?!

  • Briel79

    Sounds like an awesome way to spend a weekend! Everything from swimming to going out in the canoe to playing badminton sounds so fun! Also, I just realized that I never really knew how to spell badminton! I spelled it badmitton. :)

    Fav pic is the view from the backyard. Lovely!

  • camorose

    Haha I’m super surprised they went to the Berkshires–much less fancy than the Hamptons!

  • camorose

    So much! It’s amazing how much space there is just a couple of hours from the city!

  • camorose

    Yes! I wish I could go back again–such a gorgeous place!

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  • Beautiful photos! As a Massachusetts native, the Berkshires is one of my favorite places and a great escape from the bustling city. I am hoping to make it there this fall for a peaceful weekend of watching the leaves change! Thanks for sharing – has my wanderlust (for my own state) going crazy right now!

  • camorose

    Yes–I’m hoping for a little fall getaway to see the leaves changing!

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