Find Romantic Hotels in Madison, CT from CA $368

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Check availability on Madison Romantic Hotels

Tonight
Mar 30 - Mar 31
Tomorrow
Mar 31 - Apr 1
This weekend
Apr 3 - Apr 5
Next weekend
Apr 10 - Apr 12

Our top choices for Madison romantic hotels

Dining

American Beech in Greenport - Deluxe King Suite 12

American Beech in Greenport - Deluxe King Suite 12
Greenport
The price is CA $276
CA $424 total
includes taxes & fees
Mar 31 - Apr 1
American Beech in Greenport - Deluxe King Suite 12
Bar (on property)

American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Perfect Great place"
United States
Dean J.
The price is CA $249
CA $387 total
includes taxes & fees
Mar 31 - Apr 1
American Beech in Greenport NY - King Suite 1
Dining

American Beech - Deluxe King Suite 14

American Beech - Deluxe King Suite 14
Greenport
10.0 out of 10, Exceptional, (2 reviews)
"Right in the heart of Greenport Villiage "
United States
Suzanne B.
The price is CA $318
CA $478 total
includes taxes & fees
Mar 31 - Apr 1
American Beech - Deluxe King Suite 14
Property grounds

American Beech - Deluxe King 5

American Beech - Deluxe King 5
Greenport
8.6 out of 10, Excellent, (4 reviews)
"I thoroughly enjoyed my stay. I was upgraded before arriving at the hotel and was very pleased with my stay. The staff were kind and accommodating, I will definitely return."
United States
Ayana M.
The price is CA $276
CA $424 total
includes taxes & fees
Mar 31 - Apr 1
American Beech - Deluxe King 5
Property grounds

American Beech in Greenport - Deluxe King Suite 11

American Beech in Greenport - Deluxe King Suite 11
Greenport
The price is CA $276
CA $424 total
includes taxes & fees
Mar 31 - Apr 1
American Beech in Greenport - Deluxe King Suite 11
Property grounds

American Beech - King Suite 2

American Beech - King Suite 2
Greenport
10.0 out of 10, Exceptional, (3 reviews)
"Such a fabulous trip!"
United States
Katherine C.
The price is CA $249
CA $387 total
includes taxes & fees
Mar 31 - Apr 1
American Beech - King Suite 2
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is CA $235
CA $368 total
includes taxes & fees
Mar 31 - Apr 1
American Beech in Greenport - Petite King Room 7
Property grounds

American Beech in Greenport - Two-Bedroom Apartment 8

American Beech in Greenport - Two-Bedroom Apartment 8
Greenport
The price is CA $554
CA $784 total
includes taxes & fees
Mar 31 - Apr 1
American Beech in Greenport - Two-Bedroom Apartment 8
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (43 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is CA $370
CA $746 total
includes taxes & fees
Mar 31 - Apr 1
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Property grounds

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is CA $150
CA $373 total
includes taxes & fees
Mar 31 - Apr 1
Stylish Modern Stay Steps from the Ocean
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.
View all properties

Top Madison Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

2/10 Terrible
"I stay ger March 14, 2026 and it was the WORST hotel that I have ever stay at. There was no heat in my room 1021. There was no accommodation, nor a discount!!! I woke up sick. The place looks nice, but management do not care or treat you good and did not care that I was sick due to no heat! "
Daryce 1-night trip
Posted 7 hours ago
Omni New Haven Hotel at Yale
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Enjoyable stay. "
Marie 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

Frequently asked questions

Searching for romantic hotels in Madison?
Are you looking for a romantic getaway? Our guests also enjoy Madison for its beaches. You might consider checking out some of the nearby sights and attractions such as Hammonasset Beach State Park, Hammonasset Beach, or RJ Julia Booksellers. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Madison?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Madison: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Madison is 54 inches.
What is there to do in Madison?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Madison has to offer. Couples looking to get out in nature will enjoy Madison for its beaches. You might think about visiting Hammonasset Beach State Park, Hammonasset Beach, or RJ Julia Booksellers.
What's the best way to get to Madison and around town during my romantic getaway?
This information about transportation options in Madison might help your romantic getaway go off without a hitch: Make your way to Madison with a flight to New Haven, CT (HVN-Tweed - New Haven Regional), which is the closest major airport located 16.5 mi (26.5 km) from the city center. To see more of the larger area, hop aboard a train at Madison Station.

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