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Check availability on Windsor Luxury Hotels

Our top choices for Windsor luxury hotels

8 restaurants; breakfast, lunch, and dinner served

MGM Springfield

MGM Springfield
4.0 star property
Metro Center
9.0 out of 10, Wonderful, (1,536 reviews)
The price is ￥25,543
￥32,586 total
includes taxes & fees
May 26 - May 27
MGM Springfield
Indoor pool

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
Windsor Locks
8.2 out of 10, Very Good, (1,001 reviews)
The price is ￥23,764
￥27,329 total
includes taxes & fees
May 25 - May 26
DoubleTree by Hilton Hartford - Bradley Airport
Lunch and dinner served

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,000 reviews)
The price is ￥45,601
￥54,824 total
includes taxes & fees
Jun 14 - Jun 15
Delamar West Hartford
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,001 reviews)
The price is ￥22,080
￥28,132 total
includes taxes & fees
Jun 2 - Jun 3
Simsbury 1820 House
Pool

Marriott Hartford Downtown

Marriott Hartford Downtown
4.0 star property
Downtown Hartford
8.8 out of 10, Excellent, (762 reviews)
The price is ￥39,058
￥44,917 total
includes taxes & fees
May 29 - May 30
Marriott Hartford Downtown
Terrace/patio

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Upscale suburban retreat offers saltwater indoor pool, rejuvenating hot tub, and exceptional dining.
The price is ￥25,543
￥29,375 total
includes taxes & fees
Jun 7 - Jun 8
DoubleTree by Hilton Hotel Bristol, Connecticut
Restaurant

DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown
4.0 star property
Downtown Hartford
7.6 out of 10, Good, (1,001 reviews)
The price is ￥29,598
￥34,038 total
includes taxes & fees
Jun 7 - Jun 8
DoubleTree by Hilton Hartford Downtown
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

2/10 Terrible
"Run👀- never made it to the elevator, it was on the other side of the building. Started itching once in the room. Ended up canceling the rest of my stay. Needs Major simple updates"
Yvonne 2-night trip
Posted 5 hours ago
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

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 Springfield Union Station (ZSF) 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 Keney Park. If you have a little extra time during your trip, you might want to check out Northwest Park and Farmington River.
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.