Flight
Our recommendation is Bradley International Airport in Connecticut! This is the easiest airport for commuting to and from Lenox MA. Boston Logan International Airport is another option although it can be extremely busy and is twice the commute.
Hotel
Here is a new hotel we recommend located in Lenox! We STRONGLY urge you to book your hotels NOW. Hotels and accommodations in Lenox and the surrounding towns of the Berkshires will book up quickly and DRASTICALLY increase in price.