The Homestead - Madison

$$$$||View on mapMadison, United States of America391 Boston Post Road, Madison, Connecticut, United States of America, 06443|
9.7
Perfect
|75 photos
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Rooms and Guests2 Guests, 1 room
The Homestead - Madison
391 Boston Post Road, Madison, Connecticut, United States of America, 06443·View on map
$$$$
Overall Score
Perfect
9.7Perfect
Free WiFi10.0
Staff9.9
Cleanliness9.8
Facilities9.8
Comfort9.7
Who stays here
Couples42%
Families30%
Groups13%
Solo9%

Overview

Overall Score
Perfect
9.7Perfect
Free WiFi10.0
Staff9.9
Cleanliness9.8
Facilities9.8
Comfort9.7
Who stays here
Couples42%
Families30%
Groups13%
Solo9%

3-star bed and breakfast in Madison with a free breakfast and personalized music in every room

Rooms & Suites

The Homestead in Madison offers family rooms connected by a bathroom, as well as two-queen guestrooms with fireplaces. Each room includes a private bathroom with heated towel warmers and vitamin-infused shower heads. Guests can select vinyl records from an extensive collection to play on in-room turntables.

Dining & Breakfast

The Homestead Madison serves a daily buffet breakfast with local specialties, fresh pastries, and made-to-order egg dishes. Snacks, popcorn, coffee, tea, and juice are available 24 hours a day in the dining room. A glass of port wine is offered in the evening for guests.

Activities & Amenities

Madison Homestead provides complimentary bicycle rentals, beach chairs, towels, and sunscreen for guests. Outdoor seating areas with gas fire pits, a croquet set, and disc golf equipment are available on the property. The inn also supplies board games, puzzles, and a popcorn machine in the game room.

Pet-Friendly & Family Features

The Homestead Bed & Breakfast accommodates dogs for an additional fee and has a resident house dog named Heartman. Family rooms connect via a shared bathroom, and the inn provides high chairs and beach passes for nearby Hammonasset Beach. Children can enjoy the record players, lawn games, and the popcorn machine.

Location

The Homestead Madison is located on Route 1, less than two miles from Hammonasset Beach State Park. Bishops Orchard and Winery and Chamard Vineyards are within a 15-minute drive. Thimble Islands and Yale University are 21 and 18 miles away, respectively.

  • Rooms: 12 guestrooms with in-room turntables and vinyl record libraries
  • Dining: Free breakfast with local specialties, fresh pastries, and made-to-order egg dishes
  • Activities: Complimentary bicycle rentals, beach chairs, and gas fire pits
  • Pet-Friendly: Dogs allowed with additional fee; resident house dog Heartman on site
  • Location: Less than 2 miles from Hammonasset Beach State Park
  • Special Feature: Personalized welcome gifts and curated music selections pre-arrival
Good to know
Check-in/Check-out
from 15:00-20:00
until 11:00
Amenities
Wireless internet is available in the entire hotel for free.
Other information
Pets
Pets are allowed on request.
Building
Number of rooms:11
Price calendar
Check availability and prices for your dates now!

Rooms and availability

King Room
  • Room size:

    220 sq. feet

  • Bed options:
    1 King Size Bed
  • Shower
  • Heating
First Floor King Room
  • Room size:

    220 sq. feet

  • Bed options:
    1 King Size Bed
  • Shower
  • Heating
Private First Floor King Room
  • Room size:

    260 sq. feet

  • Bed options:
    1 King Size Bed
  • Shower
  • Heating
Show 8 more room typesLess

Facilities

Main facilities

Wi-Fi
Free parking
Baggage storage
24-hour services
Food/ Drinks

Outdoor dining area

Snack bar

Picnic area/ Tables

TV

Flat-screen TV

Check-in/ Check-out

VIP check-in/ -out

Sports activities

Cycling

Sports & Fitness

  • Cycling

Dining

  • Snack bar
  • Outdoor dining area
  • Picnic area/ Tables

Business

  • Fax/Photocopying

Children

  • Board games

Spa & Leisure

  • Beach umbrellas
  • Sun loungers
  • Sun terrace
  • Garden area
  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Dressing area
  • Patio
  • Terrace
  • Garden furniture

Bathroom

  • Free toiletries

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
Show all facilitiesHide facilities

Essential information about The Homestead

💵 Lowest room price 330 US$
📏 Distance to center 200 yd
✈️ Distance to airport 16.5 mi
🧳 Nearest airport Tweed-New Haven, HVN

Location

391 Boston Post Road, Madison, Connecticut, United States of America, 06443
Address
The address has been copied.
391 Boston Post Road, Madison, Connecticut, United States of America, 06443
Map view
391 Boston Post Road, Madison, Connecticut, United States of America, 06443
  • City landmarks
  • Nearby
  • Restaurants
853 Boston Post Rd
Allis-Bushnell House and Museum
200 yd
13 Surf Club Rd
Surf Club Beach
100 yd
Madison
Madison Green Historic District
200 yd
Surf Club
100 yd
West Wharf
200 yd
Restaurant
M & J Beach Grille and Seafood
100 yd

Reviews of The Homestead

The essence·from guest reviews·past 2 years

We read 269 guest reviews so you don’t have to

One honest summary, pulled from every verified stay—no scrolling through hundreds of reviews.

Guests say: exceptional stay
rated 9+
5.0/ 5
63 reviews
9.7/ 10
103 reviews
4.9/ 5
80 reviews
9.9/ 10
23 reviews
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Rooms and Guests2 Guests, 1 room