Lenox is a town in Berkshire County, Massachusetts, United States. Set in Western Massachusetts, it is part of the Pittsfield Metropolitan Statistical Area. The population was 5,025 at the 2010 census. Lenox is the site of Tanglewood, summer home of the Boston Symphony Orchestra. Lenox includes the villages of New Lenox and Lenoxdale, and is a tourist destination during the summer.

The area was inhabited by Mahicans, Algonquian speakers who largely lived along the Hudson and Housatonic Rivers. Hostilities during the French and Indian Wars discouraged settlement by European colonial settlers until 1750, when Jonathan and Sarah Hinsdale from Hartford, Connecticut, established a small inn and general store. The Province of Massachusetts Bay thereupon auctioned large tracts of land for 10 townships in Berkshire County, set off in 1761 from Hampshire County.

For 2,250 pounds Josiah Dean purchased Lot Number 8, which included present-day Lenox and Richmond. After conflicting land claims were resolved, however, it went to Samuel Brown, Jr., who had bought the land from the Mahican chief, on condition that he pay 650 pounds extra. It was founded as Richmond in 1765. But because the Berkshires divided the town in two, the village of Yokuntown (named for an indigenous chief) was set off as Lenox in 1767. The town was intended to be called Lennox, probably after Charles Lennox, 3rd Duke of Richmond and Lennox (Scottish Gaelic Leamhnachd), but the name was misspelled by a clerk at incorporation.

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