Find Romantic Hotels in Windsor, CT

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Check availability on Windsor Romantic Hotels

Our top choices for Windsor romantic hotels

Lobby sitting area
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3.0 star property
Windsor
9.0 out of 10, Wonderful, (1005)
"Amazing stay "
United States
Amber
The price is NT$3,732
NT$4,292 total
includes taxes & fees
Jan 7 - 2026/1/8
HYATT house Hartford North/Windsor
Meeting facility
Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

3.5 star property
Windsor
8.4 out of 10, Very Good, (1004)
"The staff were amazing , helpful and, friendly they went above and beyond to make sure we felt comfortable. Wonderful getaway spot ! "
United States
Tyrine
The price is NT$4,334
NT$4,984 total
includes taxes & fees
Jan 2 - 2026/1/3
Marriott Hartford/Windsor Airport
Courtyard
Sheraton Hartford South Hotel

Sheraton Hartford South Hotel

3.5 star property
Rocky Hill
8.4 out of 10, Very Good, (1001)
"Very clean room, inviting lobby, and very nice employees at check in and checkout "
United States
Caroline
The price is NT$3,274
NT$3,765 total
includes taxes & fees
Dec 14 - Dec 15
Sheraton Hartford South Hotel
Interior
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 star property
Avon
8.4 out of 10, Very Good, (1005)
"Very nice place to stay"
United States
Alvero
The price is NT$3,087
NT$4,231 total
includes taxes & fees
Dec 28 - Dec 29
Avon Old Farms Hotel
Lobby
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, (1652)
"Great airport hotel. "
United States
Douglas
The price is NT$2,041
NT$2,347 total
includes taxes & fees
Jan 1 - 2026/1/2
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Front of property - evening/night
Inn at Middletown

Inn at Middletown

3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (538)
"Clean room, friendly staff. "
United States
Katharine
Inn at Middletown
BBQ/picnic area
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
Farmington
8.4 out of 10, Very Good, (1000)
"Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need."
United States
Catherine
The price is NT$3,393
NT$3,901 total
includes taxes & fees
Jan 4 - 2026/1/5
Homewood Suites by Hilton Hartford-Farmington
Premium bedding, in-room safe, desk, iron/ironing board
Baymont by Wyndham East Windsor Bradley Airport

Baymont by Wyndham East Windsor Bradley Airport

2.5 star property
East Windsor
6.2 out of 10, (1007)
"Clean room, good staff, breakfast is simple but good"
United States
JENNY
The price is NT$1,855
NT$2,134 total
includes taxes & fees
Dec 15 - Dec 16
Baymont by Wyndham East Windsor Bradley Airport
Front of property
Simsbury 1820 House

Simsbury 1820 House

4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1000)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is NT$4,958
NT$6,240 total
includes taxes & fees
Dec 11 - Dec 12
Simsbury 1820 House
Lobby
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
Bristol
9.0 out of 10, Wonderful, (1002)
"Amazing stay"
United States
Marquise
The price is NT$4,321
NT$4,969 total
includes taxes & fees
Jan 1 - 2026/1/2
DoubleTree by Hilton Hotel Bristol, Connecticut
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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Top Windsor Hotel Reviews

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

10/10 Excellent
"Repeat customer and renovations are underway! We were in a newly renovated room and it was top notch!! Happy to see this great location receiving some updates!"
Kelly 1-night trip
Posted 2 days ago
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

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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 Northwest Park. 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 Northwest Park 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.