What's the tallest mountain in MA? This one! And good news -- you can drive right up to the top. The views of New England are incredible from the summit!

From the highest mountain in Massachusetts, let's move to the tallest single drop waterfall: Bash Bish! Just make sure to follow my advice in this linked article if you go, because there are two different entrances with very different hiking experiences in the state park -- and I don't want you to make the same mistake we did!

Watching vibrantly colored small planes take off is one of our family's favorite pastimes in the Berkshires. Walter J. Koladza Airport is a friendly, fascinating spot that is well worth an afternoon stop.

This sprawling building redefines what a museum can be, showing modern art of all sizes and forms. You could spend a full day here -- or more -- and satisfy kids and adults alike. Don't miss the musical instrument room!

This famed historic hotel is the definition of unique. Every inch of the building is packed with character and curios. Learn the full story and see pictures here -- and consider stopping by for outdoor patio dining.

Want to see the very desk where Herman Melville wrote the classic whale novel, Moby Dick? Tour his Arrowhead home, just outside of Pittsfield!

With fine art upstairs, a children's play area downstairs, and an aquarium in the basement, the Berkshire Museum in Pittsfield, MA truly has something for everyone.

The town of Pittsfield, MA is centrally located in the middle of the Berkshires region, so it's an ideal base for exploring Western Massachusetts -- but has lots of wonderful attractions, itself. I particularly recommend its theatre company, as well as its unique shopping and historic architecture.

FLUFFY ALPACAS!!! Watch the wonderful beasts munch grass for free, and pick up some fresh maple syrup (or alpaca wool socks) at the sweet store on site.

One of the most famous museums in Western Massachusetts is The Clark: a collection of art which soothes the soul and makes the imagination soar. I wrote this article about how visiting it with my brother helped bring us closer together -- and it might do the same for you and your loved ones.

This country store knocked our socks off with its delicious sandwiches, pizza, and outdoor seating -- with mountain views! It's an ideal place to eat with kids, too.

Are you a book lover? You MUST see the photos of this quirky book barn in Upstate New York, just over the border from the Berkshires.

Learn about Cheshire Cobbles: a relaxed hike with an outlook near Cheshire, MA. This article also describes the Bed and Breakfast nearby which we loved, and though it's now under new management, it still gets great reviews.

The Ashuwillticook Rail Trail in Western Massachusetts is ideal for renting a bike (or bringing your own) to pass pastoral views and country stores.

Though the focus of this article is Western Massachusetts, if you're driving from Boston you'll pass through Hampshire County after two hours, and I can't resist recommending a peek around the charming town of Northampton.

From the Eric Carle Museum of Picture Book Art, to a free and fabulous indoor playground and farm (Mill 180 Park), to epic apple cider donuts, consider at least one of these attractions in Hampshire County an hour from the Berkshires.

Some of the best Barbecue I've ever eaten is found in Sturbridge, en route to Western Massachusetts. See where to find it here, along with a fascinating optical museum and great coffee in nearby Southbridge.

For those driving from Boston to the Berkshires, remember that just an hour outside the city sits famed Old Sturbridge Village: the absolutely charming 18th century town and farm which is an interactive outdoor museum to delight all ages. I was stunned by how moving and beautiful I found it!