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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 7,376 reviews and posted 5,370 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
I love that you offer players nice gifts from time to time. Also nice that you don't just give away items with your logo on it. I believe we get better comps at your casino...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
“Great stay!” 08/14/2016
Had a great stay last night at the Stonecroft Inn. Newly refinished in a great location, it was a good spot for a night or two in Windsor....I wouldn't hesitate to stay for a...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Slept in that hotel during our trip this year. Very welcoming, rooms are clean and the one we got is actually very large. The reservation was waiting for us, the HHonors...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Sep
$79 round trip
Oct
$71 round trip
Nov
$79 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.