The Homestead Madison

Find your new home away from home at The Homestead Madison, nestled along the Connecticut Shoreline.

4.9

Find your new home away from home at The Homestead Madison, nestled along the Connecticut Shoreline.

4.9
homestead hero
family suite
front patio
back patio
room 2
bathroom
room 12
two full beds
room 1

The Basics

SELECT REGISTRY MEMBER SINCE 2022

The Homestead is a modern bed and breakfast 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 and common areas designed to wrap you in comfort. We are a dog-friendly property. 

At a Glance

  • Free WiFi
  • Pet Friendly
  • Free Parking
  • Concierge Services
  • Family Friendly
  • Fireplaces
  • Fireplace or Fire Pit
  • Full House Rental

In the Know

  • Be sure to get the artichoke appetizer from Cafe Allegre. It's a staff favorite here at The Homestead

  • Visit RJ Julia Booksellers for a unique local bookstore experience, there's lunch & coffee spot in the back of the bookstore

  • Tea Lovers must visit Savvy Tea Gourmet. The owners have traveled the world to find and create the best tea blends imaginable

  • The village of Guilford, located just one town away features a beautiful town green and fabulous shops and restaurants

back patio

Stay for the Story

Our spacious private yard is filled with stunning natural beauty. Relax and soak it all in from the comfort of your chair on one of our two cozy patios with fire pits or unwind with your morning coffee a drink before dinner. 

Exterior of the backyard with firepit, red chairs and red umbrella, surrounded by trees and shrubs

Sip & Savor

Here are a few things to sip & savor when you visit…

Try Cafe Allegre for " New World Italian Cuisine" nestled on Main street in picturesque Madison, CT
Bar Bouchee is a French bistro with a deligtful menu of classic French dishes
For fresh seafood in a comfortable atmosphere, try Lenny and Joe's

See & Do

Here are a few things to see & do when you visit…

Hammonasset Beach State Park is Connecticut's largest shoreline park offers over 2 miles of beach to enjoy swimming or strolling along the boardwalk
Meigs Point Nature Center is an exciting and vital environmental learning center open to all ages at Hammonasset Beach State Park
Hike, jog or bike the Shoreline Greenway Trail

Guest Reviews

My mom and I recently stayed at The Homestead, each getting our own room, and we could not have had a better experience 5 star stay from start to finish! The property is warm, cozy and incredibly inviting. Our immaculate rooms were spacious and featured luxurious amenities, including record players in each room, which we loved! The vitamin infused shower head and heated toilet seat and bidet were nice...

- Carley L

Beautifully and uniquely appointed rooms. Comfortable beds and real towels. There are bikes available for use as well as beach towels and disc golf. Breakfast is buffet style but they will cook you up some eggs if you choose. Very eclectic decor. Interesting to just walk around and look at all the vintage items that have been collected.

- Nancy Bass

We had an amazing stay at The Homestead Bed & Breakfast! The vibes were incredible from the moment we arrived. Ralph, Eva, and the entire Homestead team were so welcoming and genuinely made us feel at home. We loved getting to chat with them throughout our stay. We only stayed one night but wished our stay was longer! The house itself is beautiful and packed with well-curated amenities. It...

- Diana Luong

We had such a wonderful experience at the Homestead! It is set back from the road in a private, peaceful setting. The house is very clean, comfortable and cozy all at the same time. Creative and fun touches all over the place, never leaving you bored. Came for a mother/daughter getaway and enjoyed sitting around the fireplace, listening to records in the room, hanging with Heartman, and chatting over...

- Brittany Grimm

Rooms & Suites

# of Rooms: 11

Room Amenities: Air Conditioning, Hair Dryer, USB Charging Stations

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For information on ADA accessibility for the facility or its rooms, please contact the property directly.

Policies

Smoking Policy: Smoke free

Family Friendly: Yes

Learn more about Policies of The Homestead Madison

Frequently Asked Questions

Does The Homestead Madison in Madison, CT offer free parking for guests?
Yes, we offer free onsite parking for all guests.


Can The Homestead Madison accommodate dietary restrictions for breakfast?
Yes, we can accommodate special diets upon request.


Is breakfast included at The Homestead Madison in Madison, CT, and what kind of breakfast is served?
Yes, guests enjoy a locally sourced breakfast with pastries, quiche, and gourmet coffee service.


What room features are offered at The Homestead Madison in Madison, CT (fireplaces, soaking tubs, porches)?
Some rooms feature fireplaces, private entrances, and private decks. All rooms include Smart TVs, refrigerators, and luxury spa-style showers infused with vitamins A, C, and E.


Does The Homestead Madison have a restaurant, bar, or lounge onsite?
No, there is no restaurant onsite, but complimentary refreshments and snacks are available daily.


What are the best nearby restaurants for lunch or dinner close to The Homestead Madison in Madison, CT?
Here are a few favorite local spots near the inn:
• Café Allegre – New World Italian cuisine on Main Street
• Bar Bouchee – a French bistro with classic dishes and cozy ambiance
• Lenny and Joe’s – fresh seafood in a comfortable, casual atmosphere


Are pets allowed at The Homestead Madison in Madison, CT?
Yes, pets are allowed in limited accommodations. Please inquire before booking.


Is The Homestead Madison family-friendly, and do you allow children?
Yes, the property is family-friendly.


How many guest rooms or suites are at The Homestead Madison in Madison, CT?
The inn has 11 guest rooms.


What makes The Homestead Madison unique compared to other places to stay in Madison, CT?
The welcoming and comfortable atmosphere of The Homestead offers luxury touches like bidet toilet seats, vitamin-infused shower heads, and LP players in every room. Guests can unwind with locally sourced breakfast and enjoy a boutique hotel experience in a cozy coastal setting.


Is The Homestead Madison in Madison, CT accessible for guests with disabilities?
The property has limited handicap accessibility.


Does The Homestead Madison support sustainable travel (eco-friendly practices, EV charging)?
Yes, the inn offers Tesla EV charging stations and supports eco-conscious travel.


Can you host weddings, elopements, or private events at The Homestead Madison in Madison, CT?
Yes, weddings, elopements, and private events can be hosted on the property.


What are the top attractions near The Homestead Madison in Madison, CT?
Guests often ask about nearby attractions. Here are some highlights:
• Hammonasset Beach State Park – Connecticut’s largest shoreline park with 2 miles of sandy beach
• Meigs Point Nature Center – a hands-on nature and environmental center
• Shoreline Greenway Trail – hike, jog, or bike scenic trails along the coast


Insider Tips
• Try the artichoke appetizer at Café Allegre — a staff favorite
• Visit RJ Julia Booksellers for coffee, lunch, and local finds
• Tea lovers shouldn’t miss Savvy Tea Gourmet for world-class blends
• Explore Guilford Village, just a town away, for charming shops and dining


How far is The Homestead Madison in Madison, CT from the nearest major city or airport?
The inn is about 20 miles from New Haven, 75 miles from Hartford, and roughly 105 miles (about 2 hours) from New York City.

Food & Wine

Meals Offered: Breakfast

Special Diets Accommodated: Yes

Restaurant on Premises: No

Dining Amenities: Complimentary Afternoon Tea/Refreshments, Complimentary Early Coffee Tea, Complimentary Snacks, Special Diets Accommodated

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Guest Services

Internet Service: Wireless

Front Desk/Security: Business Hours

Corporate Rates: Yes

Inn Amenities: Hot Breakfast, Concierge Services, Free Onsite Parking, Full House Rental Available, Gardens on Property, LGBTQI+ Friendly, Meeting Space Available, Weddings & Events Available

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Weddings & Celebrations

Events Supported: Elopements

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Business Travel & Meetings

Meeting Types: Retreats

Meeting Facilities: Yes

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Location Type: Coastal