Weekday dinners are prepared by a chef. The Colony has two buildings - the Steepletop Barn that houses four residents, and the new Main Building that has two resident suites and a common kitchen, dining and living room area, music room, darkroom, and utility rooms. The Main Building features universal design elements to comfortably accommodate artists with disabilities. The Millay Colony is the repository for an extensive art library that was donated by the late sculptor Nancy Graves, and is available for residents' use in the administrative office. The Millay Colony does not charge a residency fee.
Residents are responsible for the costs of transportation and incidental expenses.
More than 1300 artists have journeyed to Steepletop since its founding in 1973. Millay residents come from all over the United States, and occasionally from abroad. May. Artists are invited to the Colony based strictly on the merit of their work, which is reviewed by a committee of peers in the same discipline. Throughout the year the Colony hosts events to share the work of artists who have benefited from a residency at Steepletop. Four times a year the Colony hosts a salon in New York City at which two former residents present their work to other artists and supporters of the Colony.