Hotels near Middlebury College.

Reopened June 2024. A restored 1840s farmhouse on 13 acres, minutes from Killington.

A lakeside 1856 farmhouse lodge on the Appalachian Trail at the foot of Killington — the low-key, dog-and-kid base for the mountain.

Sinclair Lewis's old farm on 300 private acres — twenty cottages and rooms, all-inclusive, adults-only, no menu because you just say what you want.

The von Trapp family's 2,500-acre Stowe estate — 96 rooms, Bavarian-revival architecture, fourth-generation family-run.

An 1833 brick-and-clapboard inn in the village center — 100 rooms across original buildings + cottages.

120 acres at the base of Mount Mansfield — 121 rooms, the Spa at Topnotch, family-owned.

A 1939 manor on 38 mountainside acres — 25 rooms, dressage stables, Vermont country-house perfection.

The Rockefeller-owned inn on Woodstock's green — a 142-room, single-property institution that quietly runs the whole town's outdoor life.

The Eastwind trio's Adirondack project — seventeen rooms in the main house, eight new-build cabins on the Chubb River.

Forty rooms across from the Olympic Speed Skating Oval — the downtown Adirondack option.

An 1822 stagecoach inn in a hamlet south of Woodstock — a swimming pond out front, a tavern that draws locals in ski season.

Hunting-lodge aesthetic at resort scale — a 94-suite Adirondack retreat with serious lodge-y bones.