About The Inn

The Homestead is a boutique hotel & bed and breakfast with character, nestled along the beautiful New England coastline, in the shadow of Long Island Sound. This luxury lodging is located in the small, inviting beach town of Madison, Connecticut. Just a few hours from New York City and Boston, it offers easy access to sunny beaches, distinctive shopping, and delightful restaurants.

Inside, you'll find twelve spacious guest rooms designed to wrap you in comfort. Each room features a private bathroom with luxury touches you won’t find elsewhere. For travelers who don’t want to leave their furry friend behind, we offer pet-friendly guest rooms, some with private entrances. The inn has several welcoming public spaces, including a warm living room with a crackling fireplace, a cozy dining room, and a bright sunroom for unwinding.

Outside, enjoy our expansive grounds with inviting patios, two cozy fire pits, and a spacious deck—ideal spots for relaxation and gathering.

We believe in genuine hospitality—being available when needed while respecting your space to ensure a private, relaxing experience.

Open year-round, our cozy hotel welcomes couples seeking a romantic getaway, families looking for a special place to stay together, and groups celebrating special occasions. Many businesses also love our home as the perfect spot for unforgettable corporate retreats.

The Guardiano family has lovingly operated The Homestead for over 30 years, spanning three generations. Originally built in 1958, the property has recently undergone thoughtful renovations that enhance its charm. Today, it offers a beautiful setting for your wedding preparations, family gatherings, or individual stays.

We look forward to welcoming you and making your visit special!