Title: The Best 5 Star Hotels in Windsor, CT from $138 | Expedia.com

[Windsor Travel Guide](https://expedia.com/Windsor.dx7880)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d7880.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d7880.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d7880.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.com/Things-To-Do-In-Windsor.d7880.Travel-Guide-Activities)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d7880.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d7880.Destination-Travel-Guides)

![Old tobacco barn with oak trees](https://images.trvl-media.com/place/7880/7cec51be-160c-4c0b-93cb-c61bca24b629.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7880/7cec51be-160c-4c0b-93cb-c61bca24b629.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Windsor 5 Star Hotels

Tonight

[Mar 3 - Mar 4](https://www.expedia.com/Hotel-Search?regionId=7880&startDate=2026-03-03&endDate=2026-03-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=7880&startDate=2026-03-04&endDate=2026-03-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=7880&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=7880&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windsor.

![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/6589d0b2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### MGM Springfield

One MGM Way Springfield MA

$179 nightly

$203 total

Mar 12 - Mar 13

Total with taxes and fees

9/10 Wonderful! (1,493 reviews)

[](https://expedia.com/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information)

![DoubleTree by Hilton Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/b2f4d31b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### DoubleTree by Hilton Hartford - Bradley Airport

16 Ella T. Grasso Turnpike Windsor Locks CT

$120 nightly

$138 total

Apr 4 - Apr 5

Total with taxes and fees

8.2/10 Very Good! (1,003 reviews)

[](https://expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information)

![Delamar West Hartford](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d809cec2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Delamar West Hartford

1 Memorial Road West Hartford CT

$354 nightly

$405 total

Mar 8 - Mar 9

Total with taxes and fees

9.8/10 Exceptional! (1,001 reviews)

[](https://expedia.com/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Windsor.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&regionId=7880&star=50)

You can also use these popular filters to refine your search.

[Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&regionId=7880&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&regionId=7880&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&regionId=7880&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&regionId=7880&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&regionId=7880&star=50&star=50&amenities=WATER_PARK)

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.

## Learn more about Windsor

Stroll through centuries of history at the Oliver Ellsworth Homestead, where a Founding Father's legacy comes alive. Explore nature trails and farm animals at Northwest Park, then catch an outdoor concert at SummerWind's scenic amphitheater.

[See all hotels in Windsor](https://www.expedia.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&adults=2&regionId=7880)

![Old tobacco barn with oak trees](https://images.trvl-media.com/place/7880/7cec51be-160c-4c0b-93cb-c61bca24b629.jpg?impolicy=fcrop&w=900&h=351&p=1&q=high)

## Top Windsor Hotel Reviews

## Find out more about Windsor

Why not ask for complete opulence on your holiday to Windsor? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Windsor so popular in the last year. There's no reason to delay a getaway to Windsor any longer. We should also mention, the hotels in this area receive noteworthy marks for customer service, so you know you'll be well cared for during your getaway. Book one of Expedia's luxurious 5-star hotels in Windsor and get ready to be pampered like never before. You deserve the great vacation you're dreaming about.

### 5-Star Hotels in Windsor

Don't be afraid to be pampered during your trip, along with the best conditions. Michelin-starred restaurants, concierges, and in-room spa sessions are all at the ready. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive fantastic marks for guest services, so you know you'll want for nothing during your getaway. How do you want to relax? A mud wrap treatment that will leave you feeling outstanding? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A rejuvenating facial treatment to help your cares fall away? Don't want to take our word for it? Then check out the many reviews left by previous guests -- you can take their word for it! 

Yearning for experiences outside your hotel room? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Windsor are waiting for you to relax after an exciting day.

### Your Getaway Starts Today

The results are in, and Windsor 5-star hotels are the place to be when you book your next vacation. These beautiful hotels are highly rated by the guests who stay in them, and you're about to join their ranks. Don't put off your dream vacation any longer -- Expedia can help you land a great deal on accommodation. Pick out one of our Windsor 5-star hotels today and decompress in complete comfort when you're ready.

## Frequently asked questions

### How much does it cost to stay in a 5-star hotel in Windsor?

> - Search for the lowest price per night from $138

### What makes a hotel 5 stars in Windsor?

### Are there any 5-star all-inclusive resorts in Windsor?

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