Restaurant Hotels in the Berkshires

    Dining at Berkshires inns ranges from a candlelit 1760 stagecoach stop to a hotel dining room that has fed guests since the 18th century. The Old Inn on the Green in New Marlborough has a dining room lit only by candles and a seasonal menu from chef-owner Peter Platt. The Red Lion Inn in Stockbridge has three restaurants, and Gateways Inn in Lenox serves dinner with live piano music on some nights. In Housatonic, Granville House is run by veterans of the New York restaurant world.

    4 Properties

    Gateways Inn

    Lenox · Inn

    A 12-room inn on Walker Street in Lenox, built in 1912 as the summer estate of Harley Procter, of Procter & Gamble, to a design by McKim, Mead & White. Rooms mix king and queen beds, fireplaces and sitting areas. The restaurant serves dinner, with live piano music on some nights. Past guests include Arthur Fiedler and Norman Rockwell.

    CulinaryHistoricRomantic
    $$View lodge →
    The Red Lion Inn

    The Red Lion Inn

    Stockbridge · Inn

    An inn on Main Street in Stockbridge that has taken guests since 1773. It has 125 rooms, three restaurants, a year-round heated outdoor pool and live music in The Lion's Den. The rooms are furnished with antiques, and the birdcage elevator is still in use. The Norman Rockwell Museum is a short drive.

    CulinaryHistoricWalkable
    $$View lodge →
    Granville House

    Granville House

    Housatonic · Inn / B&B

    A 5-room inn on Division Street in Housatonic, run by Terry and Terri Coughlin, veterans of the New York restaurant world. It is named for George Bailey's house in Frank Capra's It's a Wonderful Life. Rooms mix antiques and modernist furniture with an eclectic art collection. Granville House received a MICHELIN Key in the 2025 guide.

    CulinaryHistoricRomantic
    $View lodge →
    The Old Inn on the Green

    The Old Inn on the Green

    New Marlborough · Inn

    A 1760 stagecoach stop at the center of the historic village of New Marlborough. Eleven rooms have working fireplaces, antique furniture and claw-foot tubs. The dining room is lit only by candles, and chef-owner Peter Platt's seasonal menu is open to diners who aren't staying the night. Gedney Farm is next door.

    CulinaryHistoricRomantic
    $$View lodge →

    View more Culinary properties

    Browse Now →

    What Makes It

    • •Great Barrington's Main Street has a concentration of independent restaurants, so properties within reach of it do not need a full kitchen of their own.
    • •The Red Lion Inn in Stockbridge has served guests on Main Street since 1773, and its three restaurants range from the main dining room to The Lion's Den, which has live music.
    • •Several Berkshires properties source from nearby farms, and the more specific menus name those farms.

    Similar Collections

    Historic Inns of the Berkshires →Walkable Berkshires Hotels →

    Frequently Asked

    The Old Inn on the Green in New Marlborough serves a seasonal menu from chef-owner Peter Platt in a candlelit dining room. The Red Lion Inn in Stockbridge has three restaurants, and Gateways Inn in Lenox serves dinner with live piano music on some nights. Properties near Great Barrington's Main Street can rely on the town's independent restaurants.

    Yes. Great Barrington has a larger concentration of independent restaurants than Lenox or Stockbridge, most of them on or near Main Street, and the town draws both year-round residents and seasonal visitors.

    Yes. Great Barrington works as a base for restaurants, and The Old Inn on the Green, Gateways Inn and the Red Lion Inn each have dining rooms of their own.