Adventures in The Berkshires: Standing at the Top of Massachusetts

From time to time Adventure Yum is provided with travel products and services for review purposes. We were guests of The Berkshires for a weekend, all opinions are my own.

We live in the little state of Rhode Island, and we’re neighbors of Massachusetts. As close as we are to the border, the amount of things to do there  never ceases to amaze me. From Cape Cod, the city of Boston and our recent favorite… the Berkshires. It’s simply one corner to discover to another and they are all so unique. Up until a few years ago, I didn’t even realize this place existed until we drove through on our way to Vermont.  We noticed the beautiful mountain area on our way through and wondered what adventures awaited there. Fast forward a few years and we finally had a chance to venture out for a few days and I am so glad we did.  And not only because we stood at the top of Massachusetts but because the area has many outdoor adventures, history to consume and an all around unique feel to it.


My favorite thing to do while there was hands down drive to the top of Mount Greylock! It was my first time as an adult driving up to the top of a mountain, so it was pretty exciting.  After the 8 mile trek from the visitor’s center and a really icky accidental side trip up a narrow dirt road because I listened to my GPS and overlooked an obvious sign with a big arrow….we literally stood at the top of Massachusetts or at least the highest natural point in the state. How cool is that? Also a good note that although GPS units can be amazing, sometimes a little common sense will serve you well! 😉 Note taken!

mount greylock

Sign on top of Mount Greylock: elevation 3,491 feet

Right at the top of the summit, there is a War Memorial tower that stands 93 feet tall. It’s a wonderful site standing atop the mountain and while you feel on top of the world while you are there, this tower reminds you that you are not!


Mount Greylock War Memorial Tower (93 ft tall)

I was only disappointed that visibility was so poor while we visited, so pretty photos weren’t gonna happen. But, I tried anyway, just so you could get a feel. It is said that you can see over five states from Greylock! We need to go back again sometime on a clear day. Isn’t the view still pretty though?


Aside from the potentially amazing views, there are other reasons to visit including this pretty water spring that we noticed on our way back down the mountain (below) and awesome trees like the vibrant balsam fir that was so rich on top of the summit.


Then of course there is the Appalachian Trail and the Bascom Lodge where you can stay or fine dine near the summit! Yes, you can stay and eat near the top of the mountain! It must be such a wonderful experience!

appalacian trails

Also nearby for the outdoor and fitness lovers is the Ashuwillticook Rail Trail which is was previously a railroad corridor that has been converted to a paved trail that runs over 11 miles. Take a walk or a bike ride to enjoy the great outdoors in The Berkshires!

While we visited the area, we stayed and played at Jiminy Peak. Not only was it a comfortable and pleasant place to stay it also has awesome activities to appeal to the whole family! My son had a blast at their Mountain Adventure Park that is located right on the premises.  We could see the park from our room, it was super cool! I would recommend staying if you visit the area.


Kid Climb at Jiminy Peak Mountain Adventure Park

Looking for more in The Berkshires?

For a taste of history, there is a tremendous amount of things to do in area!  You can tour the Norman Rockwell Museum or take part in the  Hancock Shaker Village Tour. If shopping is your thing, you should totally head over to the Lee Premium Outlets with over 60 designer stores!

Find all the information you need for your Berkshires visit at!


Have you ever visited (or heard of) the Berkshires?


  1. Those are beautiful photos, Dawn! And I agree with you completely about the GPS after my adventures in Houston where I wound up everywhere except the hotel. lol Until I started reading your posts I had never had a huge desire to visit the Northeast but now I can imagine all kinds of trips up there. This looks like another fun place to visit.

    • Thanks 😉 Right? It is always good to have a little sense of where you are headed… or real maps on hand for those just in case moments!

      I hope you do get to visit someday, New England is very rich in nature, fun and history! I think you will love!

      • Well, I do love history, although the kids, –not so much. They don’t want me to make a vacation “educational.” lol However, I think they would like the ziplining and rock climbing that your son has been doing.

  2. Love these pictures. I can’t wait for my boys to be old enough to go travel like this. So much fun.

    • Definitely! My son is finally at the age where he wants to try everything! He even went zip lining last week! Lol! He is more adventurous than us now!

  3. What a gorgeous place! I love that tower picture, very cool! I’ve been to a lot of places in Mass., but I don’t think I’ve ever been there.

    • Thanks 😉 It was such an awesome site! Hope you can visit next time you are in the area! It’s definitely worth stopping by!

  4. I grew up not far from here but have never been there to visit. I would like to see the Norman Rockwell museum though!

  5. I haven’t heard of it no. But OH MAN!! Gorg!! Those photos are amazing!! I am in the desert here in Vegas and everything is so brown… just the green… amazing!

  6. Blessie Nelson says:

    Wow! This place is like a dream to visit! I would love to see it some time!

  7. Richard Hicks says:

    We visited Boston several years ago. Wish we had to to have seen the berkshires!