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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 5,262 reviews and posted 4,079 candid photos for Windsor hotels. Book your Windsor vacation today!
Or build your own Windsor vacation package
Caesars Windsor
#1 Hotel in Windsor
Caesars Windsor
The casino floor is clean and organized. If you require an attendant, one appears a couple of minutes after a request. The hotel is quiet and well cared for. The Forum Tower is...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
Stayed here for one night and was very impressed. Nothing really fancy but well appointed and clean; exactly what you need after a day of driving. The breakfast was basic and we...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Staff is very professional and efficient, with a big smile. Early free all you can eat breakfast is very good. However, rooms facing Huron Church Road is very noisy, big wheels...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Feb
$157 round trip
Mar
$157 round trip
Apr
$71 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.