Find Historic Hotels in Madison, CT

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Top Madison Historic Hotels

Omni New Haven Hotel at Yale

4.0 star property
Downtown New Haven
8.4 out of 10, Very Good, (1004)
"Very friendly staff"
United States
Tammy
$159 nightly
The price is $183
Dec 21 - Dec 22
Total with taxes and fees
Omni New Haven Hotel at Yale

All New Private and Cozy in great location

Wallingford
8.8 out of 10, Excellent, (6)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
$271 nightly
The price is $288
Dec 8 - Dec 9
Total with taxes and fees
All New Private and Cozy in great location

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Old Saybrook Center
9.6 out of 10, Exceptional, (39)
"Great property, would stay here again."
United States
charles b.
$450 nightly
The price is $509
Dec 8 - Dec 9
Total with taxes and fees
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Charming Studio| Near Yale| Downtown New Haven

Downtown New Haven
9.0 out of 10, Wonderful, (10)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
$212 nightly
The price is $212
Dec 8 - Dec 9
Total with taxes and fees
Charming Studio| Near Yale| Downtown New Haven

Loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel

Downtown New Haven
$165 nightly
The price is $186
Dec 8 - Dec 9
Total with taxes and fees
Loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel

American Beech in Greenport NY - King Suite 1

Greenport
10.0 out of 10, Exceptional, (5)
"Perfect Great place"
United States
Dean J.
$280 nightly
The price is $320
Dec 30 - Dec 31
Total with taxes and fees
American Beech in Greenport NY - King Suite 1

American Beech - Deluxe King Suite 14

Greenport
10.0 out of 10, Exceptional, (2)
"Right in the heart of Greenport Villiage "
United States
Suzanne B.
$324 nightly
The price is $370
Dec 8 - Dec 9
Total with taxes and fees
American Beech - Deluxe King Suite 14

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
$242 nightly
The price is $277
Dec 8 - Dec 9
Total with taxes and fees
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - King Suite 3

Greenport
$297 nightly
The price is $339
Jan 1 - Jan 2, 2026
Total with taxes and fees
American Beech in Greenport - King Suite 3

American Beech - King Suite 2

Greenport
10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
United Kingdom
Patrick M.
$297 nightly
The price is $339
Jan 1 - Jan 2, 2026
Total with taxes and fees
American Beech - King Suite 2
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.

Top Madison Hotel Reviews

Frequently asked questions

What should a history buff expect from a stay in Madison?
Sights with historical relevance in Madison are likely a big part of your travel plans. Why not appreciate the beaches during your visit?
How many historical hotels are there in Madison?
In Madison, there are 48 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical sites and other places to visit in Madison?
Madison is notable for landmarks like Allis-Bushnell House and Museum, Scranton Memorial Library, and Deacon John Grave House. Attractions like RJ Julia Booksellers and Anna Mia's are fun for everyone. A couple of additional sights to add to your agenda are Hammonasset Beach State Park and Hammonasset Beach.
What is a historic hotel like in Madison?
Guests who choose a historic hotel can stay someplace that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of these historic hotels in Madison, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value as well as how it inspired the community.
Do historic hotels in Madison have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the popular amenities found in a hotel should be available at a historic hotel. When you book a historic hotel in Madison, don't worry that you'll find yourself staying at a place that is rundown or uncomfortable.

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