Find Luxury Hotels in Windsor, CT

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Check availability on Windsor Luxury Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Windsor luxury hotels

Terrace/patio
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport
3.0 star property
Windsor
8.8 out of 10, Excellent, (1001)
"Great and clean place to stay in"
United States
Merna
The price is ￥19,130
￥21,999 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Lobby sitting area
HYATT house Hartford North/Windsor

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 ￥20,667
￥23,767 total
includes taxes & fees
Jan 6 - Jan 7, 2026
HYATT house Hartford North/Windsor
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

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

10/10 Excellent
"The staff was exceptional and way beyond my expectations and you could easily see they enjoy what they do. Hotel stays during the holidays can go one of two ways, and this by far has been the best, thank you Hyatt, hitting on all cylinders!"
Darra 2-night trip
Posted 3 days ago
HYATT house Hartford North/Windsor

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Windsor?
Expedia can help you get a flight to Bradley Intl. Airport (BDL) airport or Westfield, MA (BAF-Barnes Municipal) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Windsor offers. During your visit, you might want to enjoy the theme park which Windsor is known for.
When can I expect good weather in Windsor?
Planning for the weather is an important factor for making your trip to Windsor a success, especially when you're splurging. 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's there to see and do in Windsor?
Enjoy all that Windsor has to offer when you visit Windsor Arts Center, Loomis Chaffee School, and Oliver Ellsworth Homestead. If you have a little extra time during your trip, you might want to check out Keney Park and Northwest Park.
How can I get around Windsor?
It's easier to get around town comfortably when you know your options. If you want to venture outside of the area, ride aboard one of the trains from Windsor Station.