TRAVEL GUIDE: THE BERKSHIRES
There’s nothing quite like October on the East Coast, especially during peak leaf season! This month has been flying by and with lots of upcoming travels still, Meghan and I decided to do a quick 24 hours in The Berkshires to soak up all the fall glory and I’m SO glad we did! This was my first time to The Berkshires (about a 3 hour drive from the city) and I already can’t wait to go back next fall. The area is filled with farm stands, cozy restaurants and some of the best colors I’ve seen in the fall. Excited to share my travel guide to The Berkshires with you all!
WHERE TO STAY
Meghan and I booked a night at the newly opened Life House hotel in Lenox, MA. I had dined at their property in Nantucket and really loved our stay here. The property just opened two months ago and features a chic bar and lounge area called The Club Room, where we grabbed drinks and dessert during our stay. The hotel is a former motel that they fully redid and our room was the perfect size for us two (and very comfortable beds!) complete with Le Labo products. Can’t wait to come back!
WHERE TO EAT
We stopped in Great Barrington for lunch and had the best cozy meal thanks to their insane grilled cheeses! They had so many amazing looking sandwiches so definitely need to come back and try more on our next visit. Make sure to visit their cheese shop next door too!
Meghan raved about High Lawn Farm’s ice cream and it did NOT disappoint. This local dairy farm in Lee, MA has some of the best ice cream I’ve ever had as well as other dairy favorites to take home.
Located inside our hotel, The Club Car has a chic bar that makes seasonal cocktails and lots of delicious small plates and desserts. Definitely recommend stopping in even if you’re not staying there!
This Berkshires establishment is located in Stockbridge and along with its charming inn, features an old school restaurant and tavern. It feels like you’ve been transported back in time and it was the coziest place to enjoy dinner on a rainy night.
This adorable coffee shop in West Stockbridge is a local favorite and for a good reason thanks to their coffee made on site and lots of seasonal pastries.
No joke, this may be the best apple cider donut I’ve ever had. Best of all, they give them to you hot and fresh and there truly is nothing better in the fall!
We drove farther out to North Adams our second day to visit TOURISTS and so glad we did! This newer boutique hotel has a cozy lodge area where you can enjoy coffee or lunch and breakfast by the fire. They also have a restaurant on property that I’d love to try our next visit!
WHAT TO DO
Explore The Local Orchards And Farms
A favorite of fall for me is visiting the orchards and pumpkin patches and The Berkshires is definitely not lacking in them! Along with the ones above, we also stopped at Windy Hill Farm in Great Barrington. So many cute spots for apple picking, cider and pumpkins!
Shop The Downtowns
What I loved about The Berkshires is that it’s composed of a lot of small towns so you can really explore the area and the local favorites of each town! We stopped in so many cute boutiques and shops (loved Scout House in Great Barrington!) along our drive.
A must visit is spending an hour or so at The Clark Art Institute in Williamstown. Not only do they have a great collection of art including Monet and Degas but they also have a ton of land for hikes and incredible views! It was so stunning to walk up to the top and see the incredible fall colors.
And speaking of incredible fall colors, a car is a must to get around not only to get you place to place but for seeing all of the fall colors! We even drove 30 min into Vermont to see some more trees and it was truly breathtaking to see the trees at peak!