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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 3,405 reviews and posted 2,795 candid photos for Windsor hotels. Book your Windsor vacation today!
Or build your own Windsor vacation package
Stonecroft Inn
#1 Hotel in Windsor
Stonecroft Inn
Easy to find, great location Visiting during their "off season" so they were doing some renovations around the hotel. It was nice to see them putting money back into the...
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Caesars Windsor
#2 Hotel in Windsor
Caesars Windsor
“Excellent” 01/26/2015
Great selection of slot machines of every denomination. Very clean and secure. I like the non-smoking atmosphere. Good variety of restaurants and food choices. Ceasars Windsor...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Friendly staff, clean and updated establishment excellent room service and room comfort This is my favorite hotel chain for the money. I travel for work and stay about 40 times...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Feb
$227 round trip
Mar
$233 round trip
Apr
$105 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.