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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Madison bed & breakfast

Terrace/patio
The Homestead

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (90)
"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!"
United States
Cynthia
The price is S$384
includes taxes & fees
21 Dec - 22 Dec
The Homestead
Interior
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
James Pharmacy Bed & Breakfast
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (259)
"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
The Captain Stannard
Fireplace
Westbrook Inn B&B

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (176)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is S$305
includes taxes & fees
21 Dec - 22 Dec
Westbrook Inn B&B
Library
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (81)
"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. "
United States
Juliette
The price is S$321
includes taxes & fees
20 Jan - 21 Jan, 2026
The Bevin House Bed & Breakfast
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

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"Clean, comfortable room"
Mary Lynn 2-night trip
Posted 3 days ago
Omni New Haven Hotel at Yale

Find out more about Madison

Madison B&B information

Number of reviews
634
Accommodation
17 B&B
Lowest Price
S$305
Highest Price
S$384

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. Enjoy the private garden and unique decor. Westbrook Inn B&B: 9 rooms. Situated 6.3 mi (10.1 km) from the heart of Madison. Enjoy the free full 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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