The list.
12 hotels matching your filter · 83 in total
East Rock Inn
Eighteen-room boutique motel at the base of East Rock Mountain, minutes from downtown Great Barrington.
Greyfinch Chatham Inn
A quietly restored inn in the middle of Chatham, leaning clean New England rather than nautical.
Hotel Kinsley
A 42-room hotel scattered across four historic Kingston buildings.
Hudson Whaler
A restored Hudson historic, 2024's Best of Hudson Valley winner.
Martin's Guest House
Thirteen rooms on Centre Street, family-run for decades. Breakfast on a porch overlooking a garden.
Mezze Guesthouse
Five rooms above one of the Berkshires' serious restaurants — Mezze Bistro + Bar. The Clark next door.
Rivertown Lodge
A 1920s Hudson cinema reborn as the town's most quietly confident hotel, via Workstead.
Sea Street Inn
Nine rooms, four-season, somebody actually cooks your breakfast. The opposite of a Cape Cod Comfort Inn.
The Edgartown Inn
A 1798 whaling captain's house where Hawthorne and Webster both stayed. Still operating. Still quiet.
The Henson
A 2024 16-room reimagining of a 1918 Windham hotel — by the team behind Contra and Wildair.
The Reform Club
Seven rooms and a private-club energy in the middle of Amagansett. The rare Hamptons hotel that actually feels like a clubhouse.
Wm. Farmer & Sons
A 15-room boarding & barroom on South Front — Hudson's quiet farm-to-table classic since 2015.