[3] Settlers Green was developed on the site of the former White Mountain Airport, which was purchased in 1985 from Wylie Apte, Jr.

The outlet village began with a 30-store retail square, built at a cost of $8 million and 75 percent leased by November 1988.

[9] OVP Management paid $1.4 million to acquire the shopping center, which was demolished to build Settlers Green Streetside.

[citation needed] Tenants in the center's early years included Banana Republic, Eddie Bauer,[12] and Brookstone, whose first US outlet store opened at Settlers Green in May 1990.

Settlers Green doesn't have anchor tenants, although the 200-room North Conway Grand Hotel serves as a focal point for much of the development.