Title: Book the Best ROMANTIC Hotels in Madison, CT from CA $156  - Madison Romantic Getaways | Expedia.ca

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![A Connecticut home in autumn surrounded by colorful foliage.](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Madison Romantic Hotels

Tonight

[Feb 8 - Feb 9](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-02-08&endDate=2026-02-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Tomorrow

[Feb 9 - Feb 10](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-02-09&endDate=2026-02-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

## Our top choices for Madison romantic hotels

![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/f4c87c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Accessible (Roll In Shower)](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/5bf701c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/79675399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Madison Beach Hotel

[](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information)

Madison Center

9.4/10

Exceptional

(345 reviews)

"Staff and hotel are lovely "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steven

CA $335

CA $386 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information)

![Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/d058828a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/40781b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![36-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/37cb6818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/90437a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Homestead

[](https://www.expedia.ca/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information)

Madison Center

10/10

Exceptional

(91 reviews)

"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

CA $385

CA $427 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information)

![](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9672e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9cda9029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/e12904c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/fce9c835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Cheshire - Southington by IHG

[](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information)

Southington

8.4/10

Very good

(1,002 reviews)

"Wonderful staff, clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allison

CA $135

CA $156 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/cefd8f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/b6943108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/ce9d1772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Haven Hotel

[](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

Downtown New Haven

9.0/10

Wonderful

(2,018 reviews)

"Great place, location and staff! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Larissa

CA $245

CA $282 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/15d5ef38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/1b9db1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/adaca4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/ad096b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Wallingford/Meriden

[](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information)

Wallingford

9.0/10

Wonderful

(1,000 reviews)

"Clean rooms, staff was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jackie

CA $157

CA $180 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/6603a689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/65a6ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech Hotel

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

Greenport

8.8/10

Excellent

(196 reviews)

"The property was clean beautiful and pleasant. Loved the trendy decor."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $149

CA $225 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King | Living area](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/582203a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/90ac61e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shoals Suites and Slips

[](https://www.expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

Southold

9.4/10

Exceptional

(239 reviews)

"Great stay, will definitely go again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ANTONIO J

CA $215

CA $246 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/2d824970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/1c4953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/fe6e5945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands Motel & Beach Bungalows

[](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

Greenport

9.8/10

Exceptional

(144 reviews)

"Everything was excellent, best hotel on the north fork. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dan

[](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/fce2d4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/3cb16ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/719b8aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Saybrook Point Resort & Marina

[](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

Old Saybrook Center

9.6/10

Exceptional

(1,000 reviews)

"Wonderful stay in a beautiful setting."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah

CA $383

CA $475 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/0a9b90de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/c47845a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/a1220aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Water's Edge Resort & Spa

[](https://www.expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

Westbrook Center

8.8/10

Excellent

(1,001 reviews)

"Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

CA $267

CA $331 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=8791&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true)

## Top Madison Hotel Reviews

![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg)

### Omni New Haven Hotel at Yale

10/10 Excellent

"Love the staff very nice and attentive. Very clean nice bar!!! Close to everything, I’ll definitely will stay there again!! "

[](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information)

![Inn at Middletown](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540_y.jpg)

### Inn at Middletown

10/10 Excellent

"The hotel staff and accommodations were great. I would highly recommend it."

[](https://expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information)

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Great room and staff"

[](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

## Frequently asked questions

### Searching for romantic hotels in Madison?

### When is the best time of year for a romantic getaway to Madison?

### What is there to do in Madison?

### What's the best way to get to Madison and around town during my romantic getaway?

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