In the early years of the Berkshire Highlanders, the band had approached the Boston Symphony Orchestra about the possibility of playing at the BSO’s Tanglewood summer concert festival. After the Lenox parade, the BSO called, and engaged the Highlanders to play at its Tanglewood-on-Parade celebration. This became a cherished band performance for more than 25 years. Other major band performances at Tanglewood have included a Celtic night with the Boston Pops and a broadcast with Garrison Keillor on his Prairie Home Companion show on the National Public Radio network. In other classic performances, the band entertained music lovers at the Annual Gala of the Saratoga Performing Arts Center (in conjunction with the New York City Ballet), and at the Lincoln Center for the Performing Arts in New York City. Other special concerts have been at the Clark Art Museum in Williamstown, Naumkeag in Stockbridge, and the United States Military Academy, West Point.