A rustic barn surrounded by autumn foliage and a field.

Find Romantic Hotels in Windsor, CT from CA $352

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Romantic Hotels

This weekend
Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

Our top choices for Windsor romantic hotels

Terrace/patio

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.2 out of 10, Wonderful, (47 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is CA $224
CA $359 total
includes taxes & fees
Jul 2 - Jul 3
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Outdoor dining

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (67 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is CA $443
CA $752 total
includes taxes & fees
Jul 7 - Jul 8
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Exterior

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
10.0 out of 10, Exceptional, (109 reviews)
"Cozy spot with lots of thoughtful details. "
United States
Michelle Y.
The price is CA $192
CA $352 total
includes taxes & fees
Jul 9 - Jul 10
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
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, (42 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 CA $256
CA $515 total
includes taxes & fees
Jul 6 - Jul 7
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.
View all properties

Top Windsor Hotel Reviews

The Farmington Inn & Suites

The Farmington Inn & Suites

10/10 Excellent
"Friendly and helpful front desk staff. Clean and charming room. Will stay there again in future when back in Farmington."
Patrizia 1-night trip
Posted 8 hours ago
The Farmington Inn & Suites

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, Windsor Historical Society, or Loomis Chaffee School. 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, Windsor Historical Society, and Loomis Chaffee School 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.

Explore a world of travel with Expedia