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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 10,801 reviews and posted 1,306 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
Caesars Windsor makes me smile everywhere I go, 1st class casino. The employees treat you great, we stayed 2 nights had the river view room the water color beautiful so relaxing...
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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
Hotel was clean, neat and the complimentary breakfast exceeded my expectation. Kids had a great time in the pool, location was close to lots of restaurants for lunch and dinner...
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2. Find the right flight
Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travellers in the past 72 hours*
Jun
US$93 round trip
Jul
US$163 round trip
Aug
US$143 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.