Though Weston was initially a farming town with a few cottage industries, at the turn of the century, Gilded Age titans targeted it as the ideal setting for country estates. The community retains much of this grand and elegant sensibility, and has long been known as the state’s toniest zip code. Weston has more than 2,000 acres of preserved land that residents hike through in fair weather and cross-country ski across in winter, complemented by excellent private and public schools as well as Regis College.
An old-world emphasis on genteel living permeates Weston’s culture. Golfers can tee up to multiple courses, including the Pine Brook Country Club. Meanwhile, the magnificent grounds at Beechwood Stables are an equestrian’s dream.
Residents of Weston prefer to entertain at home, hosting garden cocktail parties and formal dinners. Friends are invited over for weekend croquet games in the summer, and billiards (with a touch of top-shelf Scotch, of course) on winter evenings. The town’s best boutique, Trove, is a requisite stop for hostess gifts like hand-dipped candles and French ceramics, not to mention fine jewelry for special occasions. Those who live in Weston know that life’s luxuries are meant to be savored.
Weston is, in many ways, a community unto itself, without many amenities that would attract non-residents. Since it was one of Massachusetts’ ‘dry’ towns until just a decade ago, Weston has no bars and few restaurants. This means that roads are clear of any late-night revelers, ensuring that Weston gets a peaceful night’s sleep.
Several of the historical mansions and estates that were built in Weston remain, renovated yet intact with the original grounds, gardens, and outbuildings. Generous single-families rest on
Weston’s streets are long, winding, and entirely tree-lined, so New England’s fantastic season changes are on full display at every turn. Land’s Sake, the community farm, does not just offer up fresh produce, but also invites residents to tap maple trees for syrup and plant herbs alongside their farmers. For almost any new interest or hobby, from floral arrangement and plein-air painting to sports photography and app design, there’s a class at the Weston Arts and Innovation Center.