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The Homestead Bed & Breakfast

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391 Boston Post Rd, Madison, CT 06443-2934
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Traveler (63)
Room & Suite (27)
Dining (3)
What is Travelers’ Choice?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travelers and are ranked within the top 10% of properties on Tripadvisor.
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What you can expect during your stay
  • All linens sanitized in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Floors marked for social distancing
  • Hand sanitizer available to guests & staff
  • Stay-at-home policy for staff with symptoms
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Updated 09/08/22 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from The Homestead Bed & Breakfast
Updated 09/08/22 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

About

#1 of 6 B&Bs / Inns in Madison
Location
4.8
Cleanliness
5.0
Service
4.9
Value
4.7
Travelers' Choice
Boutique Accommodations with Comfortable Luxury and Unimposing Hospitality. The Homestead offers unique New England charm with easy access to beaches, shopping, and restaurants along the Connecticut coast in Madison. Each of our 10 guestrooms features a private bath, vintage-style record player & vinyl collection, and complimentary wireless internet access. Select guestrooms feature private entrances with outdoor seating areas or electric fireplaces. Whole house bookings are available, making The Homestead an excellent gathering space for corporate retreats, group events, or family holidays. We have complimentary vintage-style bicycles complete with picnic baskets, extensive grounds with beautiful gardens, and two on-site firepits. The Homestead is a perfect for getaway for travelers looking for a boutique experience without the fussiness of traditional Bed and Breakfast properties. Located off of I-95 and less than two miles to the Train Station, Madison is a great spot for travelers looking to escape the city or stopover for those exploring the East Coast.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Bicycles available
Hiking
Books, DVDs, music for children
Children Activities (Kid / Family Friendly)
Pets Allowed ( Dog / Pet Friendly )
Electric vehicle charging station
Wifi
Breakfast available
Special diet menus
Patio
Board games / puzzles
Concierge
Non-smoking hotel
Outdoor fireplace
Outdoor furniture
Picnic area
Shared lounge / TV area
First aid kit
Private check-in / check-out
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Room features
Air purifier
Air conditioning
Wardrobe / closet
Bottled water
Iron
Refrigerator
Cable / satellite TV
Bidet
Private bathrooms
Tile / marble floor
Wake-up service / alarm clock
Flatscreen TV
Walk-in shower
Bath / shower
Complimentary toiletries
Hair dryer
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Room types
Non-smoking rooms
Suites
Family rooms
Good to know
HOTEL STYLE
Family
Languages Spoken
English, German
148Reviews1Q+A29Room tips
Traveler rating
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Most Recent
Kristin B wrote a review Sep 7
Princeton, New Jersey, United States2 contributions
My spouse, baby, and I enjoyed a long weekend at this relaxing Bed and Breakfast. So many BnBs are not child friendly, so our baby being welcomed was so important to us. The BnB is beautiful and has many common seating areas. We ate dinner on the patio, enjoyed breakfast in the dining room, and spent the evenings sitting in the living room. We chatted with other guests and staff. Our room was large with a very comfortable bed- and the record playing on our arrival was such a cute touch. The breakfast was delicious, as were the snacks served throughout the day. I enjoyed all of the options for coffee/tea/cocoa. We used a beach day pass provided to us by the BnB to visit 2 of the town beaches. The Homestead is a great place for anyone to come enjoy a relaxing New England beach town.
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Date of stay: September 2022
Rooms
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Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded 2 weeks ago
Good Morning Kristin! Thank you so much for this wonderful review. It was a pleasure welcoming your family to The Homestead. I am so happy to hear that you were able to enjoy the outdoor (and indoor ) common areas and took some time to get to know our staff and other guests. It sounds as if you were able to make some wonderful memories with your little one. and it is an honor to be a small part of those memories. We do hope that you will visit with us again to enjoy the property and the beautiful beaches of Madison. We strive to be a home away from home to all of our guests, from the littlest to the 4-legged. Thank you again to your family for choosing The Homestead for your visit to Madison!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Corgipup wrote a review Sep 1
Newton, Massachusetts78 contributions74 helpful votes
Nicest, most comfortable New England inn I've ever stayed at. Not cheap but worth it. My room was spacious, the bed a bit soft for me but comfortable. There are all sorts of niches and outside tables for guests to have breakfast or coffee or work. I love the colorful, unusual decor. A friendly, knowledgeable young woman was available almost all the time to answer questions about things to do in Madison. Breakfast included scones, packaged oatmeal, a wide array of yoghurt and drinks. I'm hoping to have a family gathering here soon.
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Date of stay: August 2022
Location
Cleanliness
Service
Room Tip: I had the downstairs room, spacious and quiet, with its own door to outside
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded 3 weeks ago
Thank you so much for this wonderful review! As a small business, hearing that we are the "nicest, most comfortable New England Inn" that you've stayed at is truly amazing. We are happy to hear that you enjoyed your time with us. It seems you had a wonderful visit to Madison, and we are honored to have been a part of that. We would love to host you and your family here at The Homestead! Families and groups love being able to enjoy our patios and indoor common areas. We certainly hope to see you again very soon. Thank you again for taking a minute to write this review and share your experience.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Jennifer R wrote a review Aug 2022
2 contributions
From the owners and the employees to the beautiful rooms to the well groomed grounds it is fantastic. The entire staff cares. I feel like I am at home with them they are all so personable and just so welcoming. BONUS: They are pet friendly and our pooch Benji loves to stay there. It is an impeccable property. Kudos to Ralph, Nikki and their entire staff. If you need somewhere to stay when in Madison or live her but want to get away for the night, this is the place to stay. I promise you will not be disappointed. Jennifer and Jim
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Date of stay: August 2022
Rooms
Location
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded 3 weeks ago
Good Morning Jennifer, Jim, and (of course) Benji! Thank you for taking a moment to write such a wonderful review. It is an honor to be a home away from home for you, and we thank you for your continued support. Our team and family work so hard to ensure our guests are comfortable and cared for during their time with us. Your acknowledgment of all of that diligence means more than you could know. Thank you again for taking time out of your day to share your experience! We will see you again soon!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
canela36 wrote a review Aug 2022
Houston3 contributions
As soon as you pull up the drive you can see the beautiful approaching house with tons of outdoor seating and lovely landscaping. The home itself was perfect. Inviting, cozy, and modern yet super comfortable. The great staff on site will give you a tour of the house upon arrival and show you the many amenities available like the coffee and tea stations, a variety of snack choices, and the beautiful outside seating areas. There is also a great collection of albums available for you to choose from and take to your room to play on the record player there (there is one in every room). Like everyone else says, the pillows, blankets, and mattress are all so comfortable it makes it hard to get up early but you will want to make sure to catch the breakfast in the morning. It's a la carte, so you can grab a yogurt, oatmeal, fruit, coffee, tea, etc. but in addition there are also some fresh baked goods (the apple cinnamon scone was amazing) and a delicious variety of quiche (our favorite was the vegetable). You can take what you'd like to your room or sit in the sun room, dinning room, living room, or in the outside seating areas which really makes you feel at home. We enjoyed pleasant conversation with the owner and his staff daily and loved the little town of Madison and surrounding area. We are already looking forward to coming back soon! P.S. Hartman the dog is super sweet and loves his treats, wish we saw more of him during our stay :)
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Date of stay: August 2022
Rooms
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded 4 weeks ago
Wow, what a thoughtful and generous review of your stay. We sincerely appreciate you taking the time out of your day to share this with other travelers. I agree, there is a hard choice to make between sleeping in a bit longer or enjoying the fantastic locally made scones and quiche! We trust you found a perfect balance between relaxation and exploration during your time in Madison. Thank you for such an excellent review! Please do come back and visit the entire time, including Heartman, of course, very soon!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Audrey R wrote a review Aug 2022
philly44 contributions
+1
As soon as we arrived at this beautiful spot, we knew we had found a very special place. The property was gorgeous, and our room with a private entrance and Adirondack chairs outside our door was perfect for us and our dog to relax after a long trip. The room was spacious, spotlessly clean, and was furnished with the most comfortable bed and linens ever. We loved the record player in the room, along with all of the other special and eclectic touches in the home. Ralph, the owner, could not have been more friendly and accommodating, and we loved our many chats with him throughout our stay. We enjoyed hearing his fascinating stories and learning about the wonderful memorabilia throughout his home from travels throughout the world. His adorable dog Hartman was just the sweetest, and became fast friends with our pup Blade! Yummy breakfasts sourced from local vendors were wonderful, along with great snacks and every kind of coffee selection imaginable. The staff was friendly and thoroughly accommodating. The location is great, near the beach, parks and some great little restaurants and shops. if you are in this area, I highly recommend the Homestead for your stay…you won’t be disappointed and we can’t wait to come back. Thank you Ralph, Mallory and Jenny!
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Date of stay: August 2022
Rooms
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded 4 weeks ago
Thank you so much for taking the time out of your day to share this amazing review. It was a pleasure to meet you! We are so glad to know that you and Blade enjoyed your visit. Knowing that you found the property and area so special means the world to us. It would certainly be an honor to have you back again. It is truly humbling for us to hear such kind words about The Homestead and our fantastic team. Each detail put into our rooms or common areas is with the intent of showing our guests a comfortable and unique home away from home. Thank you again for acknowledging the hard work of Mallory and Jen. We can't wait to see you again!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Berend wrote a review Jul 2022
1 contribution
When we arrived at The Homestead, it was veel pretty. It is a great location, very close to the beach. The B&B had candy bars and a popcorn machine and a super cutedog. Heartman loves popcorn too and loves being stroked. I loved the room with the Netflix TV and the smart toilet, that can do many fun things. The breakfast is delicious with fresh quiches and scones. Too bad we have to leave again. Thank you Ralph&staff
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Date of stay: July 2022Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded Jul 26, 2022
Hi Berend! We are so glad to hear that you and your family enjoyed your visit with us. We are also sorry that you had to leave The Homestead. It was a delight to meet you all. Heartman says hello and thanks you for the special attention! I am so happy that you enjoyed the snacks and fresh scones and quiches. Thank you for sharing your review with other travelers! Take Care!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Anne P wrote a review Jul 2022
1 contribution
Annemarijn (12) I loved our stay at the homstead. The breakfast was really good and the rooms were great (incl Netflix!) We had a nice time in Madison and on Surf club Beech (free pass from B&B) Now we are leaving for home but I really,really enjoyed everyving! (P.S. Heartman,the dog is adorable🐶❤️‍🔥)
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Date of stay: July 2022Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded Jul 26, 2022
Good Morning Annemarijn! How wonderful to hear that you enjoyed your visit with us! We are so lucky to have such wonderful beaches and I am so glad that you and your family enjoyed some time relaxing in the Sun. We were sorry to see you go, but I am so happy to know that you had a wonderful time. Heartman says Hello 🐾!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Birgid wrote a review Jul 2022
1 contribution
Already at the reception we received a very friendly welcome. It is a great spot near the sea and the service is absolutely fantastic. Ralph recommended the Place for dinner. With my brother and sister we had a great evening sithing on stumps by the fireplace. I had wonderful days here!
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Date of stay: July 2022Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded Jul 26, 2022
Good Morning Thijs! Thank you so much for your wonderful review. It was a pleasure hosting your family here at The Homestead. I am so happy that you were able to spend some quality time with your siblings and enjoy the firepits. I hope that you enjoyed the remainder of your vacation and that you had safe travels back home. Thank you again! Be Well!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Mark Jonus wrote a review Jul 2022
Mexico City, Mexico4 contributions4 helpful votes
The Homestead is a wonderful and charming place to stay for a quiet get away, but also family friendly. The house is an idyllic setting, set back off the Boston Post Road. There are large front & back yards for to walk/play and outdoor seating for adults to relax. Ralph (owner) & staff have paid attention to details and are wonderful hosts and always available. The rooms are quaint, large, and the beds very comfortable. The living and dining rooms are a nice place to relax and meet other guests. The rates are an excellent value, I highly recommend a stay.
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Date of stay: July 2022
Value
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded Jul 22, 2022
Hello Mark! Thank you so much for your wonderful review. We greatly appreciate you taking the time to share your thoughts. The Homestead is a special place to us and it is always so incredible to hear that our guests feel the same way. We trust that you found your time relaxing and were able to refresh during your visit to Madison. We certainly hope that you will think of us again if you find yourself in Madison. Thank you again for these kind words!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Jaime S wrote a review Jul 2022
1 contribution
We spent 3 days and 3 nights at the Homestead. The staff was there to greet as we came and went making it very welcoming. Thoughtful options for coffee and beverages along with breakfast options each morning. Our room was very well appointed and comfortable. The property itself is beautiful and very convenient to the charming town. Madison is lovely and the Homestead was the prefect place to stay!
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Date of stay: July 2022
Rooms
Location
Service
Room Tip: Second floor rooms offer privacy.
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Ralph Guardiano, Owner at The Homestead Bed & Breakfast
Responded Jul 18, 2022
Thank you so much for such a thoughtful review. We sincerely appreciate you choosing The Homestead during your recent trip to Madison. Our location allows us to create beautiful and welcoming grounds, while still being close to our wonderful downtown. I am so happy to hear that you found it easy to explore the area. Our team works diligently to create a welcoming home away from home and we thank you for acknowledging their hard work. We do hope to see you again very soon! Have a wonderful Summer!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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PRICE RANGE
$288 - $394 (Based on Average Rates for a Standard Room)
LOCATION
United StatesConnecticutMadison
NUMBER OF ROOMS
10
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Frequently Asked Questions about The Homestead Bed & Breakfast
Which popular attractions are close to The Homestead Bed & Breakfast?
Nearby attractions include RJ Julia Booksellers (1.1 miles), Hammonasset Beach State Park (2.9 miles), and Bishop's Orchards (4.2 miles).
What are some of the property amenities at The Homestead Bed & Breakfast?
Some of the more popular amenities offered include free wifi, free breakfast, and free parking.
Which room amenities are available at The Homestead Bed & Breakfast?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at The Homestead Bed & Breakfast?
Guests can enjoy free breakfast during their stay.
Is parking available at The Homestead Bed & Breakfast?
Yes, free parking is available to guests.
What are some restaurants close to The Homestead Bed & Breakfast?
Conveniently located restaurants include Bar Bouchee, Lobster Landing, and Rocky's Aqua.
Is The Homestead Bed & Breakfast located near the city center?
Yes, it is 0.7 miles away from the center of Madison.
Are pets allowed at The Homestead Bed & Breakfast?
Yes, pets are typically allowed, but it's always best to call ahead to confirm.
Which languages are spoken by the staff at The Homestead Bed & Breakfast?
The staff speaks multiple languages, including English and German.
Are there any historical sites close to The Homestead Bed & Breakfast?
Many travelers enjoy visiting Henry Whitfield State Museum (3.2 miles) and Hyland House Museum (3.3 miles).