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What to Do in The Berkshires, MA: 18 Ideas for Fun!

Western Massachusetts Getaways…

In ten years of running this Boston-based travel blog, my articles about vacations and day trips in the Berkshires, MA Mountains have proven mighty popular. Now that so many of us are yearning for fresh air and nature, it seems the perfect time to compile these together into 14 travel ideas of what to do in the Berkshires.

Browse this list of my favorite Berkshires, MA attractions for ideas on what to do and see, ranging from “Of course!” picks like the tallest mountain in Massachusetts (Mount Greylock), to the tallest waterfall (Bash Bish Falls!), to surprising hidden gems like a certain tiny planes airport, or fluffy, fabulous alpacas.

What to do in the Berkshires
So much to do in Western Massachusetts!

What to Do in the Berkshires, MA

Western Massachusetts offers delights for all ages! Many of these ideas for what to do in the Berkshires are outside in nature and provide lots of fresh air... and most are FREE! See what's on offer...

Berkshires, MA Hotels and Rentals

Ok, so these articles have convinced you to visit the Berkshires… so where to stay? Here are some suggestions (in the form of affiliate links which you may choose to use to provide a commission at no extra cost to you) of Berkshires, MA hotels and rentals. The first option is to browse these ratings of hotels to see if any fit your location, cost, and style desires.

While I’ve enjoyed many a hotel and inn in Western Massachusetts, my current favorite option now that I have young kids is to rent a whole house (click here to see the company I use) so that extended family can all stay together. It often ends up being much more affordable and convenient than a hotel, though each has its perks. 

What Do YOU Like to Do in The Berkshires, MA?

These ideas only scratch the surface of the MANY wonderful things to do and see in Western Massachusetts, and the MANY answers to the query: “What to do in the Berkshires???” I didn’t even touch yet on Tanglewood, the Norman Rockwell Museum, charming small towns, hidden lakes, and goat yoga — but it’s a start! What are your votes for attractions in this area? Do share!

What to Do in the Berkshires MA
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Saturday 18th of July 2020

I’ve never been to Massachusetts but I’ve heard a lot about it. I see there’s so much to see and do! Thanks for all this ideas.

Lillie Marshall

Monday 20th of July 2020

Love my state! It may be smaller than some, but has so much to offer, from ocean to mountains!

Jennifer Brommer

Tuesday 14th of July 2020

These are fantastic ideas! My kids would LOVE the alpaca farm! I'm sure that the gift shop there is cool too!

Lillie Marshall

Tuesday 14th of July 2020

It's just dangerous because you want to buy ALL the fluffy things!

Harmony, Momma To Go

Monday 13th of July 2020

I've only been to Lenox, and that was a for a girls weekend like 15 years ago! This would be an easy trip from NY, but you would feel so far away

Lillie Marshall

Monday 13th of July 2020

Yes -- such a doable drive from NYC or Boston, but a world of relaxation away! I love Lenox and actually have an article on it coming soon...

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