Berkshires.
The Berkshires hotel scene is dominated by Main Street Hospitality Group, which owns Red Lion Inn, Williams Inn, Race Brook Lodge, The Porches, and Briarcliff / Little Lion — five-plus properties under one management. Our ≤5-property rule excludes them. What's left is more interesting: Tourists, the Ben Svenson / Wilco-adjacent design project in North Adams; Granville House's Michelin Key in Great Barrington; Doctor Sax House's 1874 speakeasy revival in Lenox; Stonover Farm's intimate six-room stay near Tanglewood.
Granville House
Five rooms, Michelin Key, run by former New York restaurant pros. George Bailey's house, sort of.
Stonover Farm
A restored farm near Tanglewood — three rooms in the main house, a cottage, a schoolhouse. Quiet.
Tourists
A 1960s motel reimagined by Wilco's bassist and a Brooklyn design crew. Sea Ranch on the Hoosic River.
Birchwood Inn
An 1857 Greek Revival on Hubbard Street, relaunched in 2022 by Seth Johnson and Russell Lange.
ButtonBall Inn
Tucked into the historic village of South Egremont. Cozy meets curious.
Doctor Sax House
A 1874 Prohibition speakeasy turned nine-room boutique, run by Kelly and Bryan Binder. Café on the ground floor.
Garden Gables Inn
An 18-room classic on five acres walking distance from Lenox Village, recently freshened up.
Mezze Guesthouse
Five rooms above one of the Berkshires' serious restaurants — Mezze Bistro + Bar. The Clark next door.
Rookwood Inn
An 1885 painted-lady Victorian on Old Stockbridge Road, relaunched in 2022. Sister property to the Birchwood.
East Rock Inn
Eighteen-room boutique motel at the base of East Rock Mountain, minutes from downtown Great Barrington.