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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 11,704 reviews and posted 1,345 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
“Casino hilite” 21/07/2017
Lots of table games. Lots of different slot machines. felt very safe. the employees were very nice and polite. we self parked and it was easy to find elevator to casino. the...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
“Great value” 16/07/2017
We stayed at the Stonecroft when we were in town for a Jays game. The rooms were clean and recently updated. We had one issue where the lock on our room was broken... we put all...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
I have used this hotel for several business tripe to Windsor as well as personal vacation trips. It has a good location and is always clean with helpful staff. There is a pool...
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Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travellers in the past 72 hours*
Aug
US$93 return
Sep
US$93 return
Oct
US$93 return
†  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.