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The latest reviews. The lowest prices. The perfect place to shop for hotels.

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 10,425 reviews and posted 1,249 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
Always have excellent reception representative that are friendly and helpful. Rooms are immaculately clean and housekeeping very attentive. Love the View Bar at sunset for a...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
“Great hotel” 04/25/2017
My husband and I stay at this hotel whenever he has an early flight out of the Windsor airport. It's very reasonably priced. The rooms are basic but spotlessly clean and modern...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Our Special Needs Hockey Team stayed here during a tournament in Windsor. The staff were great and helpful. They always provided assistance to the special needs players! The...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
May
$93 round trip
Jun
$93 round trip
Jul
$163 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.