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Our top choices for Madison bed & breakfast

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
$313 nightly
The price is $347
Feb 5 - Feb 6
Total with taxes and fees
The Homestead

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
$214 nightly
The price is $238
Feb 5 - Feb 6
Total with taxes and fees
The Captain Stannard

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178 reviews)
"Charming, beautiful inn; excellent food and service."
United States
Michael
$196 nightly
The price is $218
Feb 9 - Feb 10
Total with taxes and fees
Westbrook Inn B&B

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1 review)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
$396 nightly
The price is $452
Feb 4 - Feb 5
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
$320 nightly
The price is $366
Feb 10 - Feb 11
Total with taxes and fees
Vine & Sand

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1 review)
"Great experience. Wonderful hosts. "
United States
Mark L.
$360 nightly
The price is $412
Feb 4 - Feb 5
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Hamden
$857 nightly
The price is $970
Feb 4 - Feb 5
Total with taxes and fees
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
$396 nightly
The price is $452
Feb 4 - Feb 5
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
$360 nightly
The price is $412
Feb 4 - Feb 5
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison Hotel Reviews

Find out more about Madison

Madison B&B information

Number of reviews
539
Accommodation
26 B&B
Lowest Price
$218
Highest Price
$970

Frequently asked questions

What are the most popular Madison B&Bs?
The Homestead stands out as an exceptional choice for travelers seeking a cozy retreat in Madison, boasting a superb 10.0 rating. This charming bed and breakfast is renowned for its attentive service and friendly setting, making it ideal for couples desiring a romantic getaway or solo travelers looking to unwind. Guests rave about the owner and staff, who pay meticulous attention to every detail, ensuring a stress-free stay. The inviting patio and terrace are superb for enjoying morning coffee or relaxing in the evening sun.

For those who appreciate a hearty breakfast, The Scranton Seahorse Inn is a delightful option with an excellent 9.2 rating. This property offers complimentary full breakfasts that are a highlight for many guests, with favorites like delicious omelettes that cater to various tastes. The historical charm of the inn adds a unique touch to your stay, making it a great pick for families or groups looking to explore the area together. The patio and terrace provide lovely outdoor spaces for family gatherings or quiet moments away from the hustle and bustle.
What is the nightly rate for a B&B in Madison?
Prices for B&Bs in Madison often vary, but you can find a great deal from $218 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Madison B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly Bed and Breakfasts in Madison?
The Homestead is a wonderful choice for families visiting Madison. This charming B&B features connecting rooms, making it easy for parents to keep an eye on their little ones while enjoying some privacy. The inviting garden provides a superb space for kids to play and explore, while the on-site snack bar ensures that everyone can grab a quick bite when hunger strikes.

Another excellent option is The Scranton Seahorse Inn, which is particularly accommodating for families. With cozy rooms that include a convenient sofa bed, there's ample space for everyone to rest comfortably after a day of adventures. Daily housekeeping adds to the convenience, ensuring that your family can focus on making memories rather than managing chores. The beautifully maintained garden is a lovely spot for children to enjoy the outdoors while parents relax nearby.
Do any Madison Bed & Breakfasts allow dogs?
The Homestead in Madison, CT, is a delightful choice for dog owners looking for a welcoming retreat. This charming property not only allows dogs but also ensures a pet-friendly environment with amenities like a private yard and patio where your furry friends can roam freely. Guests can enjoy complimentary continental breakfasts, cozy up by the fireplace, and unwind in rooms adorned with premium bedding and Egyptian cotton sheets, making it a comfortable stay for the entire family.

Another fantastic option is The Scranton Seahorse Inn, which also permits pets and provides thoughtful touches such as food and water bowls for your four-legged companions. This inn features a lovely patio and terrace, superb for relaxing after a day of adventures. With a full breakfast included, guests can savor a hearty meal to kickstart their day, while the private hot tub offers a soothing retreat for adults in the evening. The combination of attentive service and family-friendly amenities makes this property a great fit for travelers seeking both comfort and convenience while enjoying a laid-back getaway with their pets.
Which area is best to stay in a Madison B&B?
Madison Center is the top choice for travelers seeking a B&B experience in Madison. This vibrant area offers a charming coastal atmosphere with easy access to local shops and restaurants. Families will appreciate the nearby Hammonasset Beach State Park, where children can enjoy sandy shores and safe swimming. The park also features picnic areas, making it an ideal spot for a family outing.

For those interested in culture, Madison Center is close to the Madison Historical Society, which provides insights into the town's rich history. Nature lovers can explore the scenic trails at the nearby Madison Land Conservation Trust, great for walking and birdwatching.

Couples seeking a romantic escape will find the quaint streets of Madison Center lined with unique boutiques and cafes, ideal for leisurely strolls together. The area's inviting ambiance, combined with attentive service from local B&Bs, ensures a memorable stay filled with comfort and convenience.
When is the best time to book a Bed & Breakfast in Madison?
The best time to book a B&B in Madison is during the vibrant summer months, particularly in July. This is when the city comes alive with a variety of outdoor festivals, cultural events, and a bustling atmosphere that appeals to visitors seeking both relaxation and adventure. With warm temperatures ranging from the mid-60s to the low 80s Fahrenheit, July provides ideal conditions for sightseeing, strolling along the picturesque lakes, and exploring the charming downtown area.

During the peak season from June to August, you can immerse yourself in Madison's dynamic arts scene, enjoy food festivals, and even take part in water activities on the beautiful lakes that surround the city. The lively ambiance is complemented by a rich array of local dining options, making it a great time for food enthusiasts.

If you're looking for a more budget-friendly experience, consider visiting in December. While this month is part of the low season, it offers a unique charm, particularly with the festive holiday decorations and events that create a cozy atmosphere. You can enjoy a quieter pace while still experiencing the warmth of local hospitality.
What is the difference between a Madison B&B and a hotel?
Every Madison B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Madison B&Bs.

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