Lenox is your stepping-stone to the heart of the Berkshires with all that it has to offer – nature, culture, entertainment, relaxation, and fresh air.

Historic Lenox

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.

The Mount

Lenox is also about history. Visiting The Mount, Pulitzer-prise winning novelist Edith Wharton’s home and gardens, is a must. Ventfort Hall, the most expensive private home built in Lenox during the Gilded Age of the 1890’s has been restored to its former splendor and offers frequent events, tours and lectures. The Frelinghuysen Morris House & Studio is a unique glimpse into the origins of the Modern movement. A drive around Lenox will reveal its history to the inquisitive – from the historic downtown area, the many monuments and markers, the Church on the Hill with its historic cemetery, and stunning pastoral views virtually unchanged in hundreds of years. Nearby, a visit to the Norman Rockwell Museum and Chesterwood, home of Sculptor Daniel Chester French connect visitors to the creativity and impact of these talented artists.

Pleasant Valley

If you are a city-dweller seeking a peaceful walk in the woods and a bit of fresh air, make sure to visit Pleasant Valley Wildlife Sanctuary – a property of Mass Audubon. With miles of extensive trails through a 1300 acre wilderness, it offers views, forests, wetlands, rare species, and terrain both friendly and challenging for walkers and hikers. Kennedy Park – a town conservation property – is easily accessed from downtown Lenox by a moderate walk up past the Church on the Hill or via trail access from the Arcadian Shop parking lot. Trails here are open to dogs, mountain bikes, XC Skiers and snowshoers in the winter and is a great place for a traffic-free run. Maps are available at Arcadian Shop and Town Hall.

Autumn

Historic downtown Lenox is a pleasant, walking village with great shopping, restaurants, parks and municipal buildings. The Lenox Library is a landmark structure that has been frequented over the century and more. In its collection is an apology note from Edith Wharton for returning a book late. The Church on the Hill, Trinity Church and St. Ann’s are classic examples of a diverse approach to ecclesiastical architecture that show the different faiths of Lenox over the years. In the summer months, the Town fills up quickly with vacationing families, second home-owners and Tanglewood visitors – reservations are a must! Many locals will tell you that the best time of the year is really the fall – late September into early November with peak foliage usually hovering mid-October. Lenox is spectacular in the fall.

Caroling Festival

Unlike many seasonal New England towns, Lenox does not shut down in winter but thrives. An active regional arts scene anchored by Cultural Pittsfield and Berkshire Creative keeps the social calendar busy. Skiing at regional downhill resorts such as Bousquet, Butternut and Jiminy Peak is always popular, and snowshoeing and cross-country skiing when conditions are favorable can be a magical way to access the deep woods in town.

Lenox is a festival town – the Apple Squeeze in fall, the Tub Parade and Gilded Age Weekend, The Caroling Festival at holiday -time, and many other craft fairs, parades and events make it a lively town year-round. Lenox truly is “For All Seasons”!
Here’s a TripAdvisor map of some of the top places in Lenox –