Lodgings for Leaf Peepers: Massachusetts

Massachusetts Inns and Hotels to Consider for Your Fall Foliage Trip

Red Lion Inn Massachusetts
The Red Lion Inn has been a fixture on Main Street in Stockbridge, Massachusetts, for more than two centuries. If you don't book your fall accommodations there, you may still want to stop in for a cozy meal.

Kim Knox Beckius

Massachusetts offers a bounty of lodging options for leaf lovers looking to stay and play. Here are some Massachusetts fall foliage lodging ideas including hotels, inns and B&Bs that offer autumn getaway packages:


It's one of the finest inns in all of Massachusetts, and it peaks when the leaves do. If you want to leaf peep in style, consider this historic inn, which is worth the splurge during fall foliage season.

Brook Farm Inn

Located in Lenox in the heart of the Berkshires, Brook Farm Inn is a Victorian B&B where guests are treated to an English tea each afternoon. Ask about foliage season rates.

A Cambridge House B&B

If you're looking for a home base from which to explore Boston this fall, you'll feel at home at A Cambridge House. This small inn has been called "Boston's finest gem" by Country Inns Magazine.

Fairfield Inn & Suites Great Barrington

The Berkshires of western Massachusetts are one of the state's top leaf peeping destinations, and for family travelers, this convenient hotel with an indoor heated saltwater pool is a good option.

Cobble View Bed and Breakfast

Interested in doing some fall hiking in Massachusetts? This quiet Berkshires B&B is located within walking distance of the Appalachian Trail.

Dancing Bear Guest House

This affordable Victorian B&B in Shelburne Falls, Massachusetts, is convenient to the Mohawk Trail and a great place to rest after a long day of looking at leaves.

Deerfield Inn

The Deerfield Inn is the perfect place to stay while you're exploring historic Old Deerfield. According to Eleanor Berman in her book Away for the Weekend New York, "Many consider The Street in Old Deerfield, Massachusetts, the loveliest in all New England--and you'll find it at its very best in autumn."

The Kemble Inn

The Kemble Inn in Lenox, Massachusetts, lowers its rates a bit when leaf peeping season rolls around. Choose one of the 13 lovely suites: Each has distinctive features, such as a wood-burning fireplace or a two-person Jacuzzi tub. Foodies will love that the inn's chef, Ron Reda, was Bill Clinton's White House chef.

Kripalu Center for Yoga & Health

The scenic Kripalu campus in the Berkshires is lovely in the fall, and outdoor walks in the crisp air are the perfect complement to your yoga-focused retreat.

Longfellow's Wayside Inn

Located in Sudbury, Massachusetts, this historic inn has welcomed guests since 1716. Once a retreat for literary legends, including poet Henry Wadsworth Longfellow, it now offers a cozy, country atmosphere for guests. Enjoy a firelight dinner before retiring after a day of leaf peeping in the Merrimack Valley.

The Red Lion Inn

Many of Norman Rockwell's all-American images were inspired by his neighbors in Stockbridge. What a great spot to capture fall's glory with your own brush, camera, pen or eyes.

Your Autumn in New England Headquarters

Looking for more New England fall foliage travel inspiration? Start with New England Foliage Central, where you'll find all you need to plan a memorable autumn escape.