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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 4,637 reviews and posted 3,635 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
My husband and I spent a night at Caesars because we had tickets to a concert there. We had fun gambling in the casino even though we did not win anything. The dealers at the...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
Stayed here with a friend for a local golf tournament. Rooms looked brand new, it was recently renovated, and for the price you won't find anything better in town! Save...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Our hotel of choice whenever we visit Windsor. Great access off the highway, easy online checkin with room selection.always very clean and quiet. This is where the online room...
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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
find price round trip
Oct
$60 round trip
Nov
$205 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.