The Homestead Bed & Breakfast

The Homestead Bed & Breakfast

391 Boston Post Rd, Madison, CT 06443, Madison, United States

4-star hotel

Guest rating: 4.9 / 5

Overview

The Homestead Bed & Breakfast is a 4-star B&B in Madison, Connecticut, located at 391 Boston Post Rd. It has a strong public reputation with a 4.9/5 rating from 215 reviews, and is frequently described as warm, inviting, and thoughtfully run.

Rooms

Guest feedback highlights spacious accommodations, including large bathrooms and, in some rooms, walk-in closets. Reviews also mention in-room comforts such as individually controlled air-conditioning, very fast Wi‑Fi, mini-fridges, charging stations, electric fireplaces, and record players/phonographs with albums.

Common Spaces & On-site Experience

Reviews emphasize a variety of shared indoor spaces (such as living and dining areas) stocked with things to do on-property—books, magazines, games, musical instruments, and curated collections. Outdoor areas are also a noted feature, with multiple seating spots for relaxing, birdwatching, and a glass firepit; some stays mention access to beach passes and bicycles (availability may vary).

Breakfast

Breakfast is repeatedly described as abundant and varied, with both hot and cold options and a wide range of beverages such as coffee, tea, cocoa, and juices. Guests also mention anytime snacks and drinks, plus water provided in room refrigerators.

Location & Nearby Highlights

The inn is a convenient base for Madison’s town center, restaurants, shopping, and multiple shoreline options, with guests noting that beaches and downtown are a short drive away. Nearby points of interest include Madison Center for Culture & History at Lee's Academy (1.1 km), The Allis Bushnell House (1.9 km), Hammonasset Beach State Park (4.9 km), Jacobs Beach (4.6 km), and Meigs Point Nature Center (6.5 km). It’s also within reach of Bishop's Orchards Farm Market & Winery (6.7 km), Chatfield Hollow State Park (9.9 km), and the Essex Steam Train & Riverboat (19.2 km).

Best for

This B&B is best for couples and leisure travelers who want a cozy, hosted stay with a strong sense of place, highlighted by standout in-room touches (like record players) and inviting common spaces. It also suits beachgoers and day-trippers who want an easy drive to downtown Madison, restaurants, and shoreline spots such as Hammonasset Beach State Park and Jacobs Beach.

Travel tips

Plan on driving: reviews describe beaches and downtown Madison as a short drive from the property, and many nearby attractions (like Bishop’s Orchards and Chatfield Hollow State Park) are easiest by car. If you’re hoping to use extras sometimes mentioned by guests (such as beach passes or bicycles), check availability in advance and consider weather, since outdoor plans can be a key part of the experience.

What guests say

Reviews consistently highlight exceptional hospitality and attentiveness from the team running daily operations, contributing to a welcoming atmosphere. Guests frequently praise the property’s character and comfort, from spacious, spotless rooms and large bathrooms to distinctive in-room touches like record players and strong Wi‑Fi. The common spaces and outdoor seating areas are repeatedly noted as part of the experience, offering plenty to do on-site while still feeling relaxing. Location is another recurring positive theme, with guests citing easy drives to downtown Madison, restaurants, shopping, and multiple beaches. No clear recurring negatives are present in the provided excerpts; some guests note that weather can affect the ability to take advantage of outdoor-oriented extras.

Check availability · Booking links may earn us a commission at no extra cost to you. Affiliate disclosure