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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 4,366 reviews and posted 3,216 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
We have been to Vegas many times and weren't sure how Caesars Windsor would compare. I am happy to report that it was a very positive experience! The resort/casino is very nice...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
The inn is a former motel I assume by its architecture. Inside is completely remodelled and renovated. Our room had two very comfy beds. New furnishings and carpet. Bathroom was...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Great hotel at a great location right on the main street (Huron Church). As always, consistent with Hampton chain, great service, great amenities, great rooms and wonderful...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Jul
$135 round trip
Aug
$112 round trip
Sep
$58 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.