The Berkshires

Picturesque farmland, forests, lakes, and mountains define the Berkshire landscape, setting the stage for the holiday you’ve been dreaming of! Enjoy a day of music, fine art, or local history. Hike, bike, or ski on a mountain trail. Swim, paddle, or fish in our lakes and streams. Pamper yourself at a wellness retreat. Discover spectacular views from the highest summit and tallest waterfall in Massachusetts. Dare to try something new, and then top it off with an evening of live theatre, an outstanding meal made with Berkshire-grown ingredients, and a good night’s rest at our one-of-a-kind hotels. Boasting more than 100 world-class cultural attractions, superior outdoor recreation, and a famous farm-to-table food scene, the Berkshires promises an unforgettable experience.

From the northern tip to the southern tail, you can drive across Berkshire County in about one and a half hours.

Lenox

Discover beautiful Lenox, MA nestled in the scenic Berkshire Hills of Western Massachusetts.

Lenox is alive with everything from culture to wellness, high fashion to antiques, fine art to handcrafted goods. Whether you’re looking for fine dining or a picnic lunch, there is something for everyone. Historic downtown Lenox is a pleasant walking village with great shopping, restaurants, parks and municipal buildings.

In summer, picnic on the lawn at Tanglewood, the Boston Symphony Orchestra’s summer home. Saddle up and ride through Kennedy Park or visit the Mount, Ventfort Hall. In autumn, when foliage peaks, take to the hiking and biking paths of the Pleasant Valley Sanctuary to immerse yourself in the vibrant colors of the mountains.

Winter visitors enjoy skiing at a number of resorts and cross-country trails, and in spring, hikers and golfers practice their pastimes in splendid settings.

Williamstown

One of the loveliest communities in New England, picturesque Williamstown, is a historic town where great art is housed in intimate settings. In addition to being the home to Williams College, it is also ranked fourth in the Top 25 Foliage Towns.

Hiking and biking trails abound in the Berkshires, which are famous for their gorgeous autumns. Summers in the Berkshires are just as enjoyable, though, as mild air and lush green hills provide a perfect pastoral backdrop to any outdoor excursion.

Enjoy a round of golf on Waubeeka Golf Links or stroll down Spring Street in the heart of the town and home to restaurants, art galleries, and shops.

Stockbridge

Stockbridge, a lovely village in the Berkshire Hills of western Massachusetts, is peacefully situated in the heart of a quiet and beautiful valley.

The spectacular Berkshire countryside provides a stunning backdrop with numerous trails and back roads for hiking, cycling, bird watching, cross country skiing and snowshoeing. Guided tours and local train rides are offered during the summer season.

Boutiques, galleries, and charming shops line the streets of Stockbridge, a picturesque village that still looks much the way it did when artist Norman Rockwell was working in his studio overlooking Main Street.

Hotels In The Berkshires

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Superior Deluxe	Among the finest the world has to offer, hotels in this category are exclusive, lavish and indulgent. Needless to say, you will enjoy the highest service levels, superb accommodation and outstanding facilities and public areas.
Deluxe	This will be an outstanding hotel, offering many of the features of Superior Deluxe, though on a scale which will be a little less grand.
Moderate Deluxe	This will be a Deluxe standard property, although some of the accommodation and public areas may offer a less pronounced degree of luxury. In other instances, the hotel may be a famous name with a well-established reputation.
Superior First Class	More often than not, this will be a superior modern hotel or an older property which is exceptionally well maintained. All offer very comfortable and well-furnished accommodation and public areas.
First Class	A dependable and comfortable hotel with standardised rooms. These are the ideal choice for travellers who don not require deluxe facilities or special services.
Moderate First Class	Essentially a First Class hotel with comfortable but sometimes simple accommodations. Public areas may be limited but generally provides all the essentials a guest requires.
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The Berkshires

Lenox

Williamstown

Stockbridge

Hotels In The Berkshires

Hotel on North, Pittsfield

Kemble Inn, Lenox

The Williams Inn, Williamstown

The Red Lion Inn, Stockbridge

The Arlington Inn, Arlington

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The Berkshires

Lenox

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Stockbridge

Hotels In The Berkshires

Suggested Itineraries

Massachusetts Destinations

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