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

Tucked along Rt. 1, a short distance from 2 miles of beach, is the Homestead in Madison, CT. The Homestead has created a boutique Hotel experience in the warmth and comfort of an intimate Bed and Breakfast. From luxury spa-style shower heads infused with vitamins A, C and E to vintage-style record players, the Homestead offers a unique bespoke experience. Enjoy locally made pastries & quiche and gourmet coffee service. The Homestead offers a modern B&B experience like no other. 

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

The welcoming and comfortable atmosphere of The Homestead offers luxury amenities such as bidet toilet seats, vitamin-infused shower heads, and fun additions, including LP players in each room. Guests will enjoy locally sourced breakfast.

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 husband and I thoroughly enjoyed our stay at The Homestead. The staff were welcoming and helpful without being overbearing, offering to help with advice on activities in the area and dinner reservations. The room was immaculate and comfortable with fancy upgrades (bidet, towel warmer). There were snacks and beverages for the guests available during the day with a lovely breakfast every morning. The inn had multiple areas both...See More

- mlgpuglisi

We had such a lovely stay at the Homestead Bed and Breakfast in Madison CT. We felt welcomed and well taken care of from the moment we arrived . The staff is friendly and helpful . Truly this place is well run and trust me they thought of everything for your comfort . The House itself and the grounds are beautiful . The rooms are spacious and cozy. The...See More

- Elena Champagne

My husband and I spent the weekend here for our anniversary. The hospitality was amazing, the room (#5) was super comfy, and the food at breakfast was delicious (I especially liked the fresh local peaches!). The location right on Route 1 was super convenient, and every place we wanted to go was an easy drive. Even the decor gave us so much to look at and smile about. If...See More

- Stacey Wilkinson

The Homestead was a one of a kind experience. The staff were very accommodating and friendly! Rooms were clean and spacious!! Beautiful decor all over the home!! My daughter loved the record players in the rooms!! The breakfast was delicious and had a great variety!! There were snacks throughout the day set out as well as juice, coffee and water!! We loved the location and ambiance. It was very...See More

- Jessica Larson

We had such a wonderful stay here in Madison! From the moment we arrived, Ray greeted us with a warm smile, gave us a tour, and instantly made us feel welcome. The property is full of unique, thoughtful touches—every space is decorated so creatively, and it truly felt like home. There are several patios and cozy spots to sit with a book, plus endless snacks: fresh popcorn, cookies, and...See More

- Michelle Chase

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

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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