Nestled in Madison Center, The Homestead offers a warm welcome with continental breakfast and a firepit for cozy gatherings. Explore the surrounding area on bicycles or relax in the garden while staying connected with free WiFi.
Hammonasset Beach State Park - 5 min drive - 4.3 km
Clinton Crossing Premium Outlets - 9 min drive - 10.7 km
Hammonasset Beach - 10 min drive - 7.5 km
Clinton Town Beach - 12 min drive - 10.7 km
Stony Creek - Thimble Islands Historic District - 13 min drive - 13.8 km
Getting around
New Haven, CT (HVN-Tweed - New Haven Regional) - 22 min drive
New London, CT (GON-Groton - New London) - 42 min drive
Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 45 min drive
Oxford, CT (OXC-Waterbury - Oxford) - 69 min drive
Fishers Island, NY (FID-Elizabeth Field) - 103 min drive
Westhampton, NY (FOK-Francis S. Gabreski) - 175 min drive
East Hampton, NY (HTO) - 29.1 miles/46.9 km
Guilford Station - 8 min drive
Clinton Station - 13 min drive
Madison Station - 30 min walk
Restaurants
Cumberland Farms - 3 min drive
Starbucks - 3 min drive
Bradley & Wall - 3 min drive
Christy's Madison Inne - 17 min walk
Madison Coffee House - 3 min drive
About this property
The Homestead
Located near a train station, The Homestead is a great choice for a stay in Madison. Guests looking to stay active can check out the nearby hiking/biking trails and kayaking, and free perks include WiFi, self parking, and continental breakfast daily between 8:00 AM and 10:00 AM. A snack bar/deli, free bike rentals, and a terrace are other highlights. Fellow travelers say great things about the helpful staff.
At a glance
DONE
Hotel size
10 rooms
DONE
Arriving/Leaving
Check-in start time: 3:00 PM; Check-in end time: 8:00 PM
Express check-out available
Late check-in subject to availability
Minimum check-in age: 21
Check-out time is 11:00 AM
Contactless check-out available
DONE
Special check-in instructions
There is no front desk at this property
Guests must contact the property in advance for check-in instructions; your host will greet you
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 8:00 PM please contact the property in advance using the information on the booking confirmation
DONE
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
DONE
Children
No cribs (infant beds)
DONE
Pets
Pets allowed (dogs only, 1 total, up to 30 lbs per pet)*
Service animals welcome
Specific rooms only*
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms
LOCAL_PARKING
Parking
Free onsite self parking
Electric vehicle charging point on site
DONE
Other information
Smoke-free property
Property amenities
Food and drink
Free continental breakfast each morning 8:00 AM–10:00 AM
Snack bar/deli
Water dispenser
What to do
Public winery tours
Private beach nearby
Hiking/biking trails nearby
Kayaking nearby
Services
Hair salon
Wedding services
Multilingual staff
Free bicycle rentals
Bike storage
Facilities
Garden
Terrace
Fireplace in lobby
Television in common areas
Bicycle parking
Water dispenser
Firepit
Outdoor furniture
Accessibility
Handrails in stairways
Hand-held showerheads
Height-adjustable showerhead
Grab bar in shower
Upper floors accessible by stairs only
Well-lit path to entrance
Room amenities
Be entertained
36-inch Smart TV
Premium cable channels
Netflix
Streaming services
Home comfort
Air conditioning and heating
Iron/ironing board (on request)
Window screens
Sleep well
Hypo-allergenic bedding
Down comforter
Premium bedding
Memory foam mattress
What to enjoy
Individually furnished and decorated
Freshen up
Private bathroom
Shower only
Hair dryer
Towels
Stay connected
Free WiFi
Electrical adapters/chargers
Food and drink
Free bottled water
More
Housekeeping (on request)
Connecting/adjoining rooms available
Fees & policies
Pets
Service animals exempt from fees
Pets are allowed for an extra charge of USD 25 per accommodation, per night
Policies
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
Noise-free guestrooms cannot be guaranteed.
This property does not have elevators.
Guests can rest easy knowing there's a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit on site.
The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation.
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Cashless transactions are available.
Also known as
Homestead B&B Madison
Homestead Madison
The Homestead Madison
The Homestead Bed & breakfast
The Homestead Bed & breakfast Madison
Frequently asked questions
Does The Homestead offer free cancellation for a full refund?
Yes, The Homestead does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Are pets allowed at The Homestead?
Yes, dogs are welcome, with a limit of 1 total and maximum weight of 30 lbs per pet. There's a charge of USD 25 per accommodation, per night. Service animals are exempt from fees.
Is parking offered on site at The Homestead?
Yes, there's free self parking. Electric vehicle charging is available.
What are the check-in and check-out times at The Homestead?
Check-in start time: 3:00 PM; Check-in end time: 8:00 PM. Check-out time is 11:00 AM. Express check-out and contactless check-out are available.
What is there to do at The Homestead and nearby?
Have fun during the warmer months with activities such as cycling. The Homestead also has a garden.
Have a question?
AI iconBeta
Get instant answers with AI powered search of property information and reviews.
The Homestead Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
10/10
Staff & service
9.6/10
Amenities
10/10
Property conditions & facilities
9.6/10
Eco-friendliness
Popular mentions
Service staff
Room
Breakfast
Booking
Houses
Bed
Location
Scones
What guests liked
Breakfast was consistently described as delicious, with home-baked treats and gourmet options available. (6 reviews)
From real guest reviews summarized by AI.
Reviews
10/10 Exceptional
Aug 29, 2025
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
Stephen
Stephen, 2-night trip
10/10 Exceptional
Jan 1, 2025
Wonderful rooms, exceptional staff, and convenient location
Carolyn
Carolyn, 5-night trip
10/10 Exceptional
May 20, 2025
Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay
Gregory
Gregory, 2-night trip
10/10 Exceptional
Nov 23, 2024
Happy
Great people and accommodations
John
John, 2-night trip
10/10 Exceptional
Nov 17, 2024
love New England
Great area , Great people,
John
John, 4-night trip
10/10 Exceptional
Jun 14, 2025
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
Harvey
Harvey, 1-night trip
10/10 Exceptional
Apr 11, 2023
Best Bed & Breakfast in the area
Gustavo
Gustavo, 2-night trip
10/10 Exceptional
Oct 25, 2023
Excellent accommodations and Host.
Ken
Ken, 1-night trip
10/10 Exceptional
Jan 12, 2025
Wonderful, convenient, friendly, thoughtful touches and accessories.
Verified traveler
2-night trip
10/10 Exceptional
Feb 3, 2025
Charming in every aspect. Highly recommend, Hosts are wonderful people.
Daphne
Daphne, 1-night trip
10/10 Exceptional
Feb 1, 2025
Great property, cosy, homey, nicely furnished, with lots of interesting gadgets, nick nacks. Great breakfast. Friendly host and staff. This was our 3rd time, will definitely go there again.
Cicek
Cicek, 1-night trip
10/10 Exceptional
May 29, 2023
Amazing place! Loved the stay! Super friendly staff and we got to meet the owner wuo is super cool!
Bindi
Bindi, 4-night trip
10/10 Exceptional
Aug 25, 2024
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
Mark
Mark, 2-night trip
10/10 Exceptional
Jan 24, 2025
Excellent in every regard. They even have their furnishings listed on line so you can go get for yourself if you want. Staff friendly but not intrusive. Peaceful rooms. Pleasant breakfast. All around very, very nice.
Alice
Alice, 1-night trip
10/10 Exceptional
Apr 21, 2023
Staff extremely friendly and welcoming.
Stephanie
Stephanie, 5-night trip
10/10 Exceptional
Jan 3, 2025
Homestead is the home away from home
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
jeff
jeff, 1-night trip
10/10 Exceptional
Sep 17, 2024
Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
Bruce
Bruce, 1-night trip
10/10 Exceptional
May 26, 2023
We really enjoyed the Homestead. Milford is a fantastic coastal town. Beautiful homes, nice beaches and quiet. If we come back to this area we will stay at the Homestead.
Gary
Gary, 1-night trip
10/10 Exceptional
Apr 20, 2023
Everything was perfect.
Ralph
Ralph, 1-night trip
10/10 Exceptional
Oct 15, 2023
All great
Ronald
Ronald, 1-night trip
10/10 Exceptional
May 21, 2023
A very large property with ample parking.
Beautiful sitting areas and well maintained yard.
Donald
Donald, 1-night trip
10/10 Exceptional
Sep 12, 2023
Beautiful property. Excellent management
John C
John C, 1-night trip
10/10 Exceptional
Aug 22, 2022
Such an adorable place! So homey. Staff was very attentive to all needs.
Marc
Marc, 2-night trip
10/10 Exceptional
Jan 16, 2023
The rooms were lovely - loved the record players and the selection of LPs. The common areas were also lovely. It was so relaxing (like you were in your own home).
Nicole
Nicole, 1-night trip
10/10 Exceptional
Sep 6, 2023
Fabulous
Fabulous. Beautiful property and the owner was very gracious