The Berkshires are one of Tara and I’s favorite weekend getaway destinations because they are the perfect place to unwind, have some quiet, and spend time outdoors. We mainly focused on the R&R this trip — getting coffee, going swimming, and walking around the cute downtown areas (but if you want to see some of the activities we’ve done in the past check out: End of Summer Berkshires Weekend, Canoeing and Cliff Jumping in the Berkshires, & XC Skiing the Berkshires). One of our favorite stops was Lenox Coffee for a Chai Tea Latte and a Cappuccino. The drinks were an A+ and after both trying the cappuccino, we kept raving about it. And believe me, we’ve had some good NYC ones!
As New Yorkers, we have a ton of snow most years and wanted to make the most of it! We love cross country skiing (after going a handful of times when we were younger) and had the random urge to go this month! Our friend Kbray is all about skiing these days too, so she joined in on the fun! We decided to head to the Berkshires (in Massachusetts) since it’s one of our favorite mountain areas! Usually, we go there in the summer for their chill lakes, locally owned coffee shops, and great music and museum options! (Hit us up for recommendations on any of these – seriously!) We actually had never been to the Berkshires during the winter months, but a cool guy named James Taylor once sang, “…The Berkshires seemed dreamlike on account of that frosting…,” and so going there for a snow-related activity just made sense. He was right, by the way – totally dreamlike.
When looking up things to do near our cabin I saw that there was a 300 ft. deep quarry filled with water that was perfect for cliff diving! We had to hike a bit to get there, but once we got to the quarry we had the place to ourselves! There were a few heights to dive from, the highest being 60 ft (!!!), but since it is an old quarry there are old wires and scrap metal at the bottom of it so we had to be careful and not jump from too high. We spent a few hours there and it was so cool to be jumping into this swimming hole basically in the middle of the forest.
Since college Cailin and I have been giving each other experience presents compared to actual gifts for our birthdays. This year I got Cailin a weekend at a cabin in the Berkshires! My parents pitched in to make it a full family getaway. Our check-in was at 3pm so on the way there we stopped at No Six Depot Roastery Cafe. It is a super cute cafe with a delicious drink and food menu. We planned a big dinner at the cabin, so we only got drinks. Together we got a iced latte, Mocha Latte, Mexican Hot Chocolate and lemonade. Everything was great and if you’re in the area while it’s still warm get the lemonade. It was the perfect combo of tart and sweet.