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Living a Cultural Center Lifestyle in Lenox, Massachusetts

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Where to Retire in Lenox and Home Prices

There are some active communities, CCRCs, and assisted living facilities that might interest baby boomers in Lenox, with more in the area.  In the heart of the downtown there is a large brick retirement home - it looks great with a fabulous location. There are resorts like Canyon Ranch and Cranwell, as well as the world famous yoga and retreat center Kripalu. Zillow reports the median home value in Lenox was $370,811 in late 2020.

What Is Special about Lenox

There is a lot special about Lenox, starting with the amazing music programs at Tanglewood. Shakespeare & Co., Cranwell, Canyon Ranch, Kripalu, the Edith Wharton House, and Ventfort Hall are all interesting and special. Add to that a nice downtown with some good restaurants and the beauty of the Berkshires - it's pretty nice! Kennedy Park is very large and has hiking trails.

What Is Not Special about Lenox

The biggest drawbacks to Lenox are the price of real estate and the fact that it is very quiet in the winter. It is also a bit remote.

Climate and Physical Environment

Lenox is in western Massachusetts in the Berkshire Mountains.  Pittsfield, Lee, Stockbridge, and Williamstown are not far. Vermont and New York states are close. The average Jan temp is in the low 20s and the average July temp is about 70.

Restaurants & Cultural Scene

There are numerous nice restaurants in the compact downtown, most with outdoor seating. Many of them provide box lunches for Tanglewood picnics.  Tanglewood itself has a new restaurant that is on the expensive side but the food is good. The Tanglewood music scene is one of the top programs in the country. Many of the concerts are put on by the "Fellows", elite students who have come here to study and be mentored. For live jazz music and cocktails, visit the Gateways Inn & Restaurant lounge at 51 Walker St. Shakespeare & Co. puts on plenty of plays. The library is well-funded.  The Mount and Ventfort Hall have interesting exhibits.  Nearby Williamsburg has 2 fabulous art museums.


The crime rate is low.

Medical Facilities

Pittsfield offers the nearest medical facilities. Albany (NY) and Hartford/Springfield are the closest bigger hospitals.


Albany (NY) and Hartford/Springfield are the closest big airports. The Ashuwillticook Rail Trail in nearby Pittsfield is fun for running/walking/biking.

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