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Windsor Holiday Packages

Windsor Skyline
Windsor
I feel like I've gone full circle.
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 12,894 reviews and posted 1,572 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
Our stay was the most comfortable, perfect night. Right from the valets with their awesome personalities-to the very helpful and funny front desk staff-to all the wait staff on...
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Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
First time staying, we were in town for Hockey and my son and I had a great stay! Room was very clean, modern and quiet. Beds and pillows very comfy and the hotel staff extremely...
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Best Western Plus Waterfront Hotel
#3 Hotel in Windsor
Best Western Plus Waterfront Hotel
loved the view and easy access to the tunnel to detroit. Clean and the beds were comfortable breakfast buffet was awesome and so were the staff Great location to Detroit and very...
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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*
Dec
US$157 return
Jan
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Feb
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†  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.