Madison B&B: Best Bed and Breakfast 2026

Q: What are the best B&Bs in Madison?

Here are some B&Bs in the area: The Homestead : 10 rooms. 2.4 mi (3.8 km) from the heart of Madison. Enjoy the snack bar/deli and unique decor. Westbrook Inn B&B : 9 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the free full breakfast and designer toiletries. The Captain Stannard : 11 rooms. Situated 6.4 mi (10.2 km) from the heart of Madison. Enjoy the private garden and unique decor. Vine & Sand : 4 rooms. 18.4 mi (29.5 km) from the city centre. Enjoy the free buffet breakfast and designer toiletries. James Pharmacy Bed & Breakfast : 3 rooms. Located 10.4 mi (16.7 km) from the core of Madison. Enjoy the local cuisine breakfast and designer toiletries.

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Our top choices for Madison bed & breakfast

Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

The Homestead

Madison Center

Anthony

includes taxes & fees

22 Feb - 23 Feb

The Captain Stannard

Westbrook Center

Lisa

Westbrook Inn B&B

Westbrook Center

Michael

includes taxes & fees

26 Feb - 27 Feb

Vine & Sand

Southold

Judy

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

Southold

includes taxes & fees

22 Feb - 23 Feb

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

Southold

"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...

Jessica P.

includes taxes & fees

22 Feb - 23 Feb

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

Hamden

includes taxes & fees

22 Feb - 23 Feb

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

Southold

Mark L.

includes taxes & fees

22 Feb - 23 Feb

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Top Madison Hotel Reviews

New Haven Hotel

10/10 Excellent

"Clean room. Staff is friendly and helpful. I would stay again. Just need to be able to turn the heat up higher. 78 is too low for me. "

Find out more about Madison

Madison B&B information

Number of reviews	540
Accommodation	26 B&B
Lowest Price	€193
Highest Price	€821

Frequently asked questions

Searching for B&Bs in Madison?

If you're interested in something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your getaway. If you're hoping to spend some time walking along the water in Madison, Hammonasset Beach is worth a visit.

Are you interested in an apartment for your stay?

With attentive service, opportunities to meet guests from other places and of course a full breakfast, B&Bs offer a one-of-a-kind environment.

What are the best B&Bs in Madison?

Here are some B&Bs in the area: The Homestead: 10 rooms. 2.4 mi (3.8 km) from the heart of Madison. Enjoy the snack bar/deli and unique decor. Westbrook Inn B&B: 9 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the free full breakfast and designer toiletries. The Captain Stannard: 11 rooms. Situated 6.4 mi (10.2 km) from the heart of Madison. Enjoy the private garden and unique decor. Vine & Sand: 4 rooms. 18.4 mi (29.5 km) from the city centre. Enjoy the free buffet breakfast and designer toiletries. James Pharmacy Bed & Breakfast: 3 rooms. Located 10.4 mi (16.7 km) from the core of Madison. Enjoy the local cuisine breakfast and designer toiletries.

When is the best time to book my B&B in Madison?

When you're dreaming of a escape to Madison, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Madison is 1382 mm.

What is there to do in Madison?

Spend some time exploring Hammonasset Beach and Meigs Point Nature Center if you're hoping to see some of the area's natural features. You should put Hammonasset Beach State Park and Allis-Bushnell House and Museum on your list if you want to see more of the area.

How can I get to and around Madison?

You can plan your excursions in and around Madison ahead of time with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 16.5 mi (26.5 km) from the city centre. You can also search for flights into New London, CT (GON-Groton - New London), which is 27.6 mi (44.4 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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