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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 6,784 reviews and posted 5,125 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 service is excellent - perfect accomodations, great food, out-of-this- world entertainment the slot machines are great but not necesarily profitable to the patrons - but then...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
The hotel doesn't look like anything formidable from the outside...just a regular motel-looking establishment. But when you walk into the room--Wow!! We had reserved a room with...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
My husband and I were attending a wedding in Windsor, Ontario, and stayed at this hotel because of it's convenient location near family members. My initial room faced the front...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Aug
$71 round trip
Sep
$71 round trip
Oct
$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.