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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Featured B&B in Madison

The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (225)
"Wonderful welcome and impeccable property. We will plan to go again!"
The Captain Stannard
Jay's Ranch
Exterior

Jay's Ranch

4.0 star property
7.6 out of 10, Good, (41)
"Quiet and safe "
Jay's Ranch
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (150)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
The price is S$408
includes taxes & fees
16 Jun - 17 Jun
Westbrook Inn B&B
The Homestead
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (79)
"Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay "
The Homestead
The Bevin House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, pool loungers

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (73)
"I really wanted to see the goats as silly as that sounds and had a great time doing it."
The price is S$378
includes taxes & fees
16 Jun - 17 Jun
The Bevin House Bed & Breakfast
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is S$742
includes taxes & fees
16 Jun - 17 Jun
James Pharmacy Bed & Breakfast
West Neck Guesthouse
Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is S$322
includes taxes & fees
19 Jun - 20 Jun
West Neck Guesthouse
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (7)
"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
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (9)
"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
Higganum House B&B
Exterior

Higganum House B&B

3.0 star property
Higganum House B&B
Stirling House Bed & Breakfast
Dock

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
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (13)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B
Thimble Islands Bed & Breakfast
Property grounds

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
Thimble Islands Bed & Breakfast
The Farmhouse Bed and Breakfast
Garden

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (11)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast
SEVEN - Shelter Island Guest House
Beach nearby, white sand, sun-loungers, beach umbrellas

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
Shorecrest Bed and Breakfast
Garden

Shorecrest Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (18)
"We had a really nice, two night stay! The breakfasts were delicious and accommodations were really nice!"
Shorecrest Bed and Breakfast
North Fork Guest House
Exterior

North Fork Guest House

3.5 star property
9.8 out of 10, Exceptional, (10)
North Fork Guest House
Fordham House
Exterior

Fordham House

3.0 star property
10.0 out of 10, Exceptional, (16)
Fordham 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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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. The Captain Stannard: 11 rooms. 6.4 mi (10.3 km) from the city centre. Westbrook Inn B&B: 9 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the free full 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 RJ Julia Booksellers 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.