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Windsor Holiday Packages

Canadian Club Whiskey
in the park
Windsor Holiday Packages
Want to book a holiday to Windsor? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Windsor holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Windsor on TripAdvisor by comparing Windsor hotel and flight prices. Travellers like you have written 10,905 reviews and posted 1,310 candid photos for Windsor hotels. Book your Windsor holiday today!
Or build your own Windsor holiday package
Caesars Windsor
#1 Hotel in Windsor
Caesars Windsor
“Fun” 28/05/2017
My entertainment dollars went further here at Caesars Windsor than at other casinos in the area. This is a clean, bright, friendly place to relax and enjoy. I felt secure and well...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
This is our 4th stay. We wouldn't consider staying anywhere else in Windsor. Clean quiet rooms, friendly staff, comfy beds, complementary breakfast, not far from major...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
“Papa Jorge” 27/05/2017
I always find this location like all Hampton inns very much like a mini home for me. The staff is very friendly and welcoming. Eager to assist when you need. Rooms are always...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travellers in the past 72 hours*
Jun
US$ 131 round trip
Jul
US$ 151 round trip
Aug
US$ 151 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers 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.