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Check availability on Windsor Romantic Hotels

Our top choices for Windsor romantic hotels

Bar (on property)

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor
3.0 star property
Windsor
9.2 out of 10, Wonderful, (1,002 reviews)
"The best place like a 5 star hotel "
United States
Abraham
The price is AED 448
AED 515 total
includes taxes & fees
6 Mar - 7 Mar
HYATT house Hartford North/Windsor
Lounge

Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport
3.5 star property
Windsor
8.4 out of 10, Very Good, (1,000 reviews)
"The room was lovely, comfortable, and large. The staff was helpful and friendly. "
United States
Cynthia
The price is AED 511
AED 587 total
includes taxes & fees
20 Feb - 21 Feb
Marriott Hartford/Windsor Airport
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, (1,696 reviews)
"Staff was lovely and accommodating. "
United States
Linda
The price is AED 247
AED 284 total
includes taxes & fees
25 Feb - 26 Feb
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Exterior

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, (1,005 reviews)
"Parking was easy, meals were good and staff was very pleasant "
United States
Wayne
The price is AED 219
AED 251 total
includes taxes & fees
22 Feb - 23 Feb
Baymont by Wyndham East Windsor Bradley Airport
Exterior

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,004 reviews)
"I love this Wonderful Location and the breakfast is astounding!"
United States
Mark
The price is AED 841
AED 967 total
includes taxes & fees
28 Feb - 1 Mar
Sheraton Hartford Hotel at Bradley Airport
Breakfast, lunch, dinner served; American cuisine

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (554 reviews)
"Staff was wonderful, lovely hotel"
United States
Helen
Inn at Middletown
Interior

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,001 reviews)
"I love this hotel. Beds are so comfy, showers are hot with great water pressure, large bathrooms, nice amenities, friendly staff. "
United States
Ann
The price is AED 385
AED 523 total
includes taxes & fees
11 Mar - 12 Mar
Avon Old Farms Hotel
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,001 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is AED 584
AED 735 total
includes taxes & fees
16 Feb - 17 Feb
Simsbury 1820 House
Indoor spa tub

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (288 reviews)
"Great stay, location, and service!!"
United States
Joey
The price is AED 869
AED 1,080 total
includes taxes & fees
16 Feb - 17 Feb
Simsbury Inn
Smart TV, fireplace, video games, books

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Forest Park
9.6 out of 10, Exceptional, (37 reviews)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is AED 496
AED 1,113 total
includes taxes & fees
16 Feb - 17 Feb
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
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

The Goodwin Hotel

The Goodwin Hotel

10/10 Excellent
"Very nice staff and very clean "
Yingfong 3-night trip
Posted 1 month ago
The Goodwin Hotel

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 Loomis Chaffee School, Northwest Park, or Farmington River. 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. Loomis Chaffee School, Northwest Park, and Farmington River 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.