At 3,491 feet, Mount Greylock is the highest point in Massachusetts. From its peak on a clear day, you can see as far as 90 miles away. No matter when you visit, there's plenty to do and see.

Spring, summer, autumn or winter – we have so much to offer, it is no wonder Lenox is a destination that draws hundreds of thousands of visitors a year. Whether it’s your first visit or 5th, you’ll find many reasons to return again and again.

Centrally located in the region, Lenox is a great place to stay. Our award-winning lodgings offer an unparalleled world-class range of choices, from family-friendly motels to exclusive spas and resorts properties. Well known for its restaurants Lenox is at the center of the locally-grown food movement (check out Berkshire Grown for more info on our region’s farms). The summer home of the Boston Symphony Orchestra is Tanglewood, which spans both Lenox and Stockbridge and attracts fans of great classical and contemporary music to the region. A not-to-miss jewel of Lenox is The Mount, Edith Wharton’s Home, with over 50 beautiful acres, 2 gardens, and a gilded-age historic home and museum.

Jiminy Peak Mountain Resort is the largest ski and snowboard resort in southern New England, summer home to Mountain Adventure Park and the only mountain resort in North America to generate its own energy using alternative wind power.

Jiminy Peak offers extensive lift-served mountain biking in the beautiful Berkshire Mountains of Southern New England. The Grand Slam chairlift provides access to the lower mountain whenever Mountain Adventure Park is open.

Tanglewood is a music venue in the towns of Lenox and Stockbridge in the Berkshire Hills of western Massachusetts. It has been the summer home of the Boston Symphony Orchestra since 1937.

Established in 1934 as the “Berkshire Garden Center” and revered as one of the older public display gardens in the Northeast, Berkshire Botanical Garden is a not-for-profit, membership-supported educational organization encompassing 24 acres of land at the intersection of Routes 102 and 183 in Stockbridge, Massachusetts. The Garden is open year-round for classes, lectures, workshops and exhibits, and the display gardens can be visited daily through Oct. 31, 9 to 5 p.m.

Founded in 1969 with the help of Norman and Molly Rockwell, Norman Rockwell Museum is dedicated to the enjoyment and study of Rockwell’s work and his contributions to society, popular culture, and social commentary. The Museum, which is accredited by the American Association of Museums, is the most popular year-round cultural attraction in the Berkshires.

The Museum houses the world’s largest and most significant collection of Rockwell’s work, including 998 original paintings and drawings. Rockwell lived in Stockbridge for the last 25 years of his life. Rockwell’s Stockbridge studio, moved to the Museum site, is open to the public from May through October, and features original art materials, his library, furnishings, and personal items. The Museum also houses the Norman Rockwell Archives, a collection of more than 100,000 items, including working photographs, letters, personal calendars, fan mail, and business documents.

Hilltop Orchards is where memories are made. Plan a day of cider sipping and wine tasting in the splendor of the Berkshires.

The aroma of freshly made apple cider donuts will greet you as you walk in the door. Hike the rolling hills among the apple trees and on our professionally designed woodland trails. Relax and rejuvenate on our sunny patio or by the cozy, wood-burning fireplace.

Tour our cidery where fresh apples are turned into a delicious golden liquid right here on the property. You can see the entire grow-press-ferment-age-can process right here because, unlike most other cideries, we do every step right here at the orchard.

The Ashuwillticook Rail Trail is an old railroad track converted into a 10-foot wide paved trail. The trail runs 12.7 miles through the towns of Cheshire, Lanesborough and Adams. Cheshire Reservoir, and the Hoosic River offer outstanding views of the scenery and wildlife. Parking lots and restrooms are available at selected locations along the way.