Find Hotels with Connecting Rooms in Madison, CT

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Our top choices for Madison hotels with connecting rooms

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (89)
"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
$281 nightly
The price is $312
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Homestead

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1922)
"Very nice hotel. "
United States
REINA
$99 nightly
The price is $114
Dec 25 - Dec 26
Total with taxes and fees
New Haven Hotel

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1004)
"great stay."
United States
John
$87 nightly
The price is $100
Jan 2 - Jan 3, 2026
Total with taxes and fees
Best Western Plus New England Inn & Suites

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
West Haven
8.4 out of 10, Very Good, (1002)
"always a very friendly front desk and the location is convenient "
United States
Melissa
$86 nightly
The price is $99
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn & Suites New Haven - South - West Haven

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (127)
"Easy parking. Walkable dining and to boardwalk. Quaint shopping."
United States
Kerry
$88 nightly
The price is $101
Dec 15 - Dec 16
Total with taxes and fees
The Niantic Inn

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
Long Wharf
9.4 out of 10, Exceptional, (863)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
$110 nightly
The price is $126
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
$101 nightly
The price is $116
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very Good, (1004)
"Highly recommend staying here. The rooms are clean and the staff go above and beyond to make sure that guests have a comfortable stay."
United States
Veronica
$91 nightly
The price is $105
Dec 25 - Dec 26
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1164)
"Clean rooms, Good breakfast, Solid Coffee"
United States
Anthony
$78 nightly
The price is $90
Jan 3 - Jan 4, 2026
Total with taxes and fees
Holiday Inn Express Southington by IHG

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (909)
"Great place stayed several times."
United States
Marlene D
$96 nightly
The price is $110
Dec 22 - Dec 23
Total with taxes and fees
Fairfield Inn & Suites by Marriott Plainville
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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