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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 4,506 reviews and posted 3,486 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
Recently stayed at Caesars Windsor while travelling for business, over all I thought the hotel was very nice, rooms were very clean and spacious and the hotel it self was is a...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
I was a bit sceptical about staying at a motel in a Windsor suburb, but the Stonecroft Inn was a very pleasant surprise. The rooms have been well renovated and are modern, well...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
What stood out for me was the free continental breakfast."FANTASTIC". Would have been nice if the Hotel had a bar on site. We found ourselves walking across the road to Grill55...
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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*
Aug
$118 round trip
Sep
$118 round trip
Oct
$118 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.