Find a Bed and Breakfast in Madison from CA $109

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Browse Select Madison B&B

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (241)
"Everything was fantastic, will stay again!"
The price is CA $298
CA $331 total
includes taxes & fees
Sep 21 - Sep 22
The Captain Stannard

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (158)
"Charming, beautiful inn; excellent food and service."
The price is CA $318
CA $353 total
includes taxes & fees
Sep 2 - Sep 3
Westbrook Inn B&B

West Neck Guesthouse

3.5 star property
8.2 out of 10, Very good, (36)
"Great property! Close to beach and super clean. "
The price is CA $436
CA $498 total
includes taxes & fees
Sep 1 - Sep 2
West Neck Guesthouse

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (9)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (84)
"This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!"
The price is CA $469
CA $521 total
includes taxes & fees
Aug 24 - Aug 25
The Homestead

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is CA $491
CA $629 total
includes taxes & fees
Aug 25 - Aug 26
James Pharmacy Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (78)
"The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment. "
The price is CA $336
CA $374 total
includes taxes & fees
Aug 25 - Aug 26
The Bevin House Bed & Breakfast

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (10)
"Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"
Harbor Knoll Bed & Breakfast

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
Stirling House Bed & Breakfast

Jay's Ranch

4.0 star property
7.6 out of 10, Good, (44)
"This was an amazing stay. Renee is a great host. She is clean, personable, and professional. The home is very cozy, and while still a work in progress, the outdoor area is beautiful and teeming with potential. This is not a hotel or a motel, understanding this, do not expect the starchy atmosphere of those places, but instead appreciate the friendly, homely vibe. If you’re looking for somewhere reasonably priced, clean, and cozy, this is a great spot."
The price is CA $109
CA $160 total
includes taxes & fees
Aug 24 - Aug 25
Jay's Ranch

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

The price is CA $874
CA $1,346 total
includes taxes & fees
Aug 25 - Aug 26
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

Higganum House B&B

3.0 star property
Higganum House B&B

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
"A beautiful, quiet home in a stunning setting run by two extremely gracious hosts. Breakfast on both days was excellent."
Thimble Islands Bed & Breakfast

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast

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

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

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

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

10.0 out of 10, Exceptional, (1)
"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...
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

SEVEN - Shelter Island Guest House

2.5 star property
9.8 out of 10, Exceptional, (57)
"It was a beautiful place! Under construction however, Beth was Amazing! Amelia was so hospitable. Close to everything and it certainly helped that the weather was spectacular! Will definitely go back another time!"
SEVEN - Shelter Island Guest House
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

Frequently asked questions

What are the most popular Madison Bed and Breakfasts?
The Homestead stands out as an exceptional choice for travellers 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 travellers 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 Bed and Breakfast in Madison?
Prices for B&Bs in Madison often vary, but you can find a great deal from CA $109 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 B&Bs 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 B&Bs 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 travellers seeking both comfort and convenience while enjoying a laid-back getaway with their pets.
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.