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Windsor Vacation Packages

Canadian Club Whiskey
in the park
Windsor Vacation Packages
Want to book a vacation to Windsor? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Windsor vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Windsor on TripAdvisor by comparing Windsor hotel and flight prices. Travelers like you have written 3,729 reviews and posted 2,879 candid photos for Windsor hotels. Book your Windsor vacation today!
Or build your own Windsor vacation package
Stonecroft Inn
#1 Hotel in Windsor
Stonecroft Inn
“Great stay!” 02/17/2015
Stayed here for Valentine's Day, we absolutely loved it! Bed was super comfy, room was clean, only thing that sucked was the wifi. Other than that, FANTASTIC STAY! We would...
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Caesars Windsor
#2 Hotel in Windsor
Caesars Windsor
“N/A” 02/27/2015
Over all we like this Caesar entertainment except the particular restaurant that we visited we are not really sastify. I hope they will rectify it and hopefully they will provide...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
This hotel offers plenty with excellent service, comfortable accommodations and convenient amenities. The staff at this location are consistently friendly and make sure you are...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Mar
$187 round trip
Apr
$85 round trip
May
$85 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.