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Windsor Hotel + Air Packages

Canadian Club Whiskey
in the park
Build your own Windsor vacation package
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 3,026 reviews and posted 2,246 candid photos for Windsor hotels. Book your Windsor vacation today!
Stonecroft Inn
#1 Hotel in Windsor
Stonecroft Inn
You can't beat this hotel for the price. We stayed one night and were surprised by the nicely renovated room. Very clean and comfortable. Buffet breakfast was included in price...
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Hampton Inn & Suites by Hilton Windsor
#2 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
A very nice hotel which offers an excellent breakfast offer - both hot and cold. Hotel is conveniently located as well. My only suggestion would be to book a room in the back as...
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Caesars Windsor
#3 Hotel in Windsor
Caesars Windsor
“Back again!” 08/19/2014
It had been quite awhile since my last visit to Caesars Windsor, remembering the great time I had on previous visits, drew me back for more adventure. I arrived shortly after 5:00...
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2. Find the right flight
Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Sep
$57 round trip
Oct
$81 round trip
Nov
$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.