The Vermont State Fair Grandstand is the headline entertainment stage at the Vermont State Fairgrounds in Rutland, VT — one of the oldest state fairs in the nation. Each year the grandstand hosts major touring artists as part of the Fair’s entertainment lineup. Rutland sits in southern Vermont, roughly 70 miles north of the Mass border and within driving distance for North Country and Capital Region audiences. Early ticket purchases prior to August 18 include Fair admission.