4 Great Fall Hikes in the Berkshires

Berkshire Hills in Autumn

It’s official, fall is here and it is beautiful outdoors which is why I want to share these 4 Great Fall Hikes in the Berkshires with you.

Pleasant Valley Audubon Sanctuary offers multiple hikes from a very easy trail around a pond complete with beaver dams to the strenuous trail to the fire tower atop Lenox Mountain. Each trail is clearly marked. The visitors center has a printed map with trail information as well as the approximate time it takes to complete each of the hikes.

Bartholomew’s Cobble in Tyringham is another great hike. After a short drive to the quaint town of Tyringham, passing Santarella (a fairy-tale house with an undulating thatched roof), you arrive at the Cobble. This hike requires sturdy shoes as you begin by crossing a field of rocks. The trail loop is about 2.1 miles and is mostly moderate although it may be strenuous at times. It meets up with the Appalachian Trail for a while too.  The climb is well worth the effort as you will pass by fields of wildflowers, blackberries, blueberries and wild strawberries. Vast views of the Tyringham Valley are unbeatable. Bring along a picnic because the field of wildflowers at the summit is a perfect spot.

Monument Mountain in Great Barrington is a favorite hike among locals and tourists alike. It is steeped in history and romantic lore. From the top views of Mount Greylock to the north, south to Connecticut, west to New York’s Catskill mountains and east to Beartown State Forest the views make this one of the best hikes.

Mount Greylock is the tallest mountain in Massachusetts and from its summit on a clear day one can see five states: Massachusetts, Connecticut, New York, Vermont and New Hampshire. There are multiple trails to the visitor’s center at the top complete with a restaurant and viewing tower (thought to be the site of the Ilvermorny School of Witchcraft & Wizardry, training school for characters from Harry Potter. Every Columbus Day, before the mountain closes for the winter season, thousands of people participate in the Greylock Ramble. The hike to the summit is about 6.6 miles and not for the faint of heart.

Do you have a favorite fall foliage hike? Please share it with us and make sure to reserve your next Rookwood getaway today!