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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 vacation to Windsor? Whether you are off for a romantic vacation, family trip, or an all-inclusive holiday, Windsor vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Windsor on TripAdvisor by comparing Windsor hotel and flight prices. Travelers like you have written 12,073 reviews and posted 1,414 candid photos for Windsor hotels. Book your Windsor vacation today!
Or build your own Windsor holiday package
Caesars Windsor
#1 Hotel in Windsor
Caesars Windsor
We went to see Tony Orlando in concert at the casino. Had a wonderful time there then spent some time playing the slot machines. Enjoyed a bite to eat at Legends, food was...
1. Find your perfect hotel
2. Find the right flight
Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
“No complaints” 17/08/2017
Stayed overnight with family distributed among 3 double bedrooms and for the price, I have no complaints. Our rooms were clean (before we settled in), updated and comfortable...
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Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
“Nice wkd” 17/08/2017
Girls ball team in town for weekend tournament. Team got a group rate and everyone was relatively close together on same floor. Good breakfast. We asked for and got late...
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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*
Sep
US$167 return
Oct
US$167 return
Nov
US$167 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.