The Homestead Bed & Breakfast

The Homestead Bed & Breakfast is an award-winning, boutique bed and breakfast located at 391 Boston Post Road in Madison, Connecticut. Family-operated by the Guardiano family, the property blends historic charm with modern, extensive renovations. It ...

The Homestead Bed & Breakfast is an award-winning, boutique bed and breakfast located at 391 Boston Post Road in Madison, Connecticut. Family-operated by the Guardiano family, the property blends historic charm with modern, extensive renovations. It was ranked No. 4 in USA Today's 2026 10Best Bed & Breakfasts. 2 individually decorated rooms featuring private baths, luxury 1000-thread-count sheets, vitamin-infused showerheads, towel warmers, bidet toilet seats, mini-fridges, and vintage record players with an album library.