October, peak foliage season for the Massachusetts Berkshires, is just weeks away. If you’re an unabashed leaf-peeper, now is the time to plan your Berkshires fall foliage getaway!

There is always something to see or do in the Berkshires but few things exceed the beauty or popularity of our colorful fall foliage. Bright displays of leafy color under a crisp, blue autumn sky are inspiring, drawing you out of doors to soak up their magnificence.

One of the best ways to immerse yourself in the Berkshires fall foliage is with a short road trip. The scenic byways of the Berkshires offer endless possibilities but a few favorites come to mind.

Jacob’s Ladder Trails
Route 20 from Lee to Russell, MA – 30 mile
Jacob’s Ladder Trail Scenic Byway is one of the most popular Berkshires fall foliage drives and starts off right here in Lee, MA. This scenic rural roadway runs through foothills, open fields, small towns, and along the Westfield River. The route provides plenty of opportunities for hikes in the Chester-Blandford State Forest. You’ll also be passing by Jacob’s Pillow Dance, Tanglewood, Edith Wharton’s The Mount, and Ventfort Hall.

Mount Greylock Scenic Byway
Along Rockwell and Notch roads through Mount Greylock, then Reservoir Road to North Adams
Lanesborough to North Adams, MA through Mount Greylock – 16 miles
This route starts off from Mount Greylock State Park in Lanesborough, about 20 miles north of our Berkshires B&B in Lee, MA. Mount Greylock is the highest point in Massachusetts, with an elevation of 3,491 feet. This vantage point provides dramatic, sweeping views of not just Berkshires fall foliage but those of five states! The trail ends at Western Gateway Heritage State Park, in North Adams.

Mohawk Trail Byway
Route 2, Greenfield to Williamstown, MA – 65 miles
The Mohawk Trail Byway is probably the most famous and popular of the Berkshires fall foliage drives. It is one of the oldest roads in the nation, named after an ancient Mohawk trade route. Not only is it an amazingly scenic drive, it also offers over 100 attractions to see, including old pilgrim churches, and the Bridge of Flowers in Shelburne Falls. The start of the trail in Williamstown, MA is around an hour from Applegate Inn.

The Berkshires remain a hive of fun activity in autumn, with numerous seasonal events occurring throughout the region. The annual Fall Foliage Parade in North Adams on Sunday, October 1st comes to mind. Then there’s the Berkshire Botanical Garden Harvest Festival in Stockbridge, on October 7th and 8th.

Accommodations for your Berkshires Fall Foliage Getaway

Applegate Inn is a Select Registry property, offering modern conveniences in the warmth of a traditional setting. Our Gilded Age inn is on 6 park-like acres just a half mile’s walk from historic downtown Lee. Our eleven suites include private baths, fireplaces, and spa tubs. Let us help to make your Berkshires fall foliage getaway the best it can be with top-tier amenities and an insider’s knowledge of the area. Book your stay at Applegate Inn today.