Find Romantic Hotels in Windsor, CT

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Our top choices for Windsor romantic hotels

Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport
3.5 star property
Windsor
8.4 out of 10, Very Good, (1003)
"Clean and very helpful during my anniversary stay"
United States
michael
The price is NT$4,362
NT$5,016 total
includes taxes & fees
Jan 2 - 2026/1/3
Marriott Hartford/Windsor Airport

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor
3.0 star property
Windsor
9.0 out of 10, Wonderful, (1003)
"Staff was very hospitable "
United States
Dessie
The price is NT$4,083
NT$4,695 total
includes taxes & fees
Jan 31 - 2026/2/1
HYATT house Hartford North/Windsor

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
2.0 star property
Windsor Locks
6.8 out of 10, (1672)
"Price was great Staff was good breakfast minimal"
United States
Robert
The price is NT$2,002
NT$2,302 total
includes taxes & fees
Jan 5 - 2026/1/6
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1000)
"Very nice place to stay"
United States
Alvero
The price is NT$3,734
NT$4,980 total
includes taxes & fees
Jan 2 - 2026/1/3
Avon Old Farms Hotel

Sheraton Hartford South Hotel

Sheraton Hartford South Hotel
3.5 star property
Rocky Hill
8.4 out of 10, Very Good, (1000)
"Very clean room, inviting lobby, and very nice employees at check in and checkout "
United States
Caroline
The price is NT$3,297
NT$3,792 total
includes taxes & fees
Jan 31 - 2026/2/1
Sheraton Hartford South Hotel

Baymont by Wyndham East Windsor Bradley Airport

Baymont by Wyndham East Windsor Bradley Airport
2.5 star property
East Windsor
6.4 out of 10, (1001)
"Clean room, good staff, breakfast is simple but good"
United States
JENNY
The price is NT$1,867
NT$2,148 total
includes taxes & fees
Jan 11 - 2026/1/12
Baymont by Wyndham East Windsor Bradley Airport

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (544)
"The Inn was very nice!"
United States
Traci
The price is NT$5,126
NT$6,523 total
includes taxes & fees
Jan 19 - 2026/1/20
Inn at Middletown

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1001)
"Everything from reservation to check-in. Room cleanliness and dining room selections were excellent."
United States
Ken
The price is NT$3,708
NT$4,264 total
includes taxes & fees
Jan 4 - 2026/1/5
Homewood Suites by Hilton Hartford-Farmington

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1004)
"Amazing stay"
United States
Marquise
The price is NT$4,477
NT$5,149 total
includes taxes & fees
Jan 11 - 2026/1/12
DoubleTree by Hilton Hotel Bristol, Connecticut

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1004)
"Friendly, welcoming, and helpful staff. The room was beautiful and clean. The bar and restaurant were cozy; drinks and food delicious. "
United States
Christina
The price is NT$4,990
NT$6,279 total
includes taxes & fees
Jan 1 - 2026/1/2
Simsbury 1820 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.

Top Windsor Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Windsor?
Are you and your partner in need of a romantic vacation? Our guests also enjoy Windsor for its shopping, theme park, and restaurants. You might consider checking out some of the nearby sights and attractions such as Windsor Arts Center, Loomis Chaffee School, or Oliver Ellsworth Homestead. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Windsor?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Windsor: 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 32°F. The snowiest months in Windsor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Windsor?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Windsor. Couples looking for a little of everything will enjoy Windsor for its shopping, theme park, and restaurants. Windsor Arts Center, Loomis Chaffee School, and Oliver Ellsworth Homestead are worth a stop when you're out and about.
What's the best way to get to Windsor and around town during my romantic getaway?
This information about transportation options in Windsor might help your romantic trip get off to a smooth start: To get to Windsor, book a flight to Bradley Intl. Airport (BDL), which is the closest major airport, located 5.8 mi (9.3 km) from the city center. If you want to venture outside of the area, ride aboard one of the trains from Windsor Station.

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