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The latest reviews. The lowest prices. The perfect place to shop for hotels.

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 10,429 reviews and posted 1,249 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
Another great stay at Caesars Windsor. I absolutely love the pool - it is always nice and warm so you can enjoy a leisurely swim. Our room had a fair amount of space with...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
“Great hotel” 25/04/2017
My husband and I stay at this hotel whenever he has an early flight out of the Windsor airport. It's very reasonably priced. The rooms are basic but spotlessly clean and modern...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Our Special Needs Hockey Team stayed here during a tournament in Windsor. The staff were great and helpful. They always provided assistance to the special needs players! The...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travellers in the past 72 hours*
May
US$93 round trip
Jun
US$93 round trip
Jul
US$163 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.