Apple Picking – Boston & Western Mass

Apple picking isn’t what it once was. You might remember it as an innocent fall activity as a kid. Now, you can enjoy an Oktoberfest beer or glass of wine while you are taking those apple pics for the Gram. It seems like the new model is “Apple Picking, but make it boozy.”

In this guide, we are talking about three great spots to pick apples and enjoy a drink or two.

Echo Hill

Up in the hills of Western Mass is Echo Hill. On the way there, you will enjoy iconic fall scenery surrounded by the color-changing trees and rolling hills. Your reward for venturing out up here: A sprawling apple orchard, as well as a wine vineyard.

Echo Hill has it all, from acres of apple orchard, to a field of sunflowers (An influencer’s dream photo shoot).

After all of the hard work picking those apples, you can then enjoy some wine. Looking for something a little extra? They also offer homemade moonshine (Of which you can get flights).

We can’t think of anything more fall than some apple pie moonshine on a crisp October afternoon.

Fern Valley

Right down the street from Echo Hill lies another hidden gem of an orchard. Far less commercial than Echo Hill, Fern Valley sits in the foothills of the mountains. As you drive up a winding dirt road, you will feel miles away from society and completely surrounded by nature.

Every weekend, Fieldcrest Brewing sets up a tent dishing out some delicious and refreshing fall beers, including a very drinkable Oktoberfest. You can BYOF, but they also have a grill setup that is known to serve up some extremely juicy burgers (And crispy fries to go with them).

Look Out Farm

If you aren’t looking to make the journey all the way to the hills of Western Mass, just 30 minutes outside of Boston is Look Out Farm. Their slogan should be “All the wonder of Western Mass in your own backyard.”

Here you can enjoy not only apple picking, but they also have a vineyard of grapes which drape over a beautiful walkway. Look Out Farm also brews their own beers and ciders (However, you will have to make a separate reservation if you want to get food and drinks). Since Look Out Farm is so close to Boston, reservations are tight, so make sure to book well in advance!