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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured B&B in Madison

The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Homestead
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (81)
"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
Jay's Ranch
Exterior

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."
Jay's Ranch
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
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, (77)
"Welcoming, fun, and absolutely stunning! A cuddly turkey didn’t hurt either. "
The price is S$315
includes taxes & fees
13 Aug - 14 Aug
The Bevin House 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, (33)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is S$459
includes taxes & fees
31 Jul - 1 Aug
West Neck Guesthouse
Stirling House Bed & Breakfast
Beach/ocean view

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
James Pharmacy Bed & Breakfast
1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is S$725
includes taxes & fees
30 Jul - 31 Jul
James Pharmacy Bed & Breakfast
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (154)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
The price is S$358
includes taxes & fees
6 Aug - 7 Aug
Westbrook Inn B&B
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

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

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
Exterior

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
Higganum House B&B
Exterior

Higganum House B&B

3.0 star property
Higganum House B&B
Thimble Islands Bed & Breakfast
Porch

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
SEVEN - Shelter Island Guest House
Kayaking

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
Fordham House
Exterior

Fordham House

3.0 star property
10.0 out of 10, Exceptional, (16)
Fordham House
North Fork Guest House
Exterior

North Fork Guest House

3.5 star property
9.8 out of 10, Exceptional, (10)
"Beautifully renovated b & b within walking distance of at least 4 wineries. Our hosts were attentive without being intrusive, made off the charts breakfast and were super knowledgeable about the area. The house was modern and comfortable. I left envious of the fresh, warm decor. We would love to come back in the spring or summer! Highly, highly recommended."
North Fork 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

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"This hotel is modern and provides as close to a full breakfast as you could get under the heading of "continental". The room was spacious and clean. My one complain was the overall design of the building. First, like us, everyone had to drive around both sides of the building to find the office which is in the back. Signage would have been nice. Second, the halls are like a maze. Once we figured it out - fine, but it took a while, especially since the parking is not close to the elevator to go up to the 3rd floor. The room itself was spacious and nice."
Linda 1-night trip
Posted 2 days ago
Quality Inn Old Saybrook - Westbrook

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. Vine & Sand: 4 rooms. 18.4 mi (29.5 km) from the city centre. Enjoy the free buffet breakfast and designer toiletries. Westbrook Inn B&B: 9 rooms. Located 6.3 mi (10.1 km) from the core of Madison. 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 North Madison Shopping Center 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.