We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Windsor Vacation Packages

Canadian Club Whiskey
in the park
Windsor Vacation Packages
Want to book a vacation to Windsor? Whether you're 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 4,232 reviews and posted 3,082 candid photos for Windsor hotels. Book your Windsor vacation today!
Or build your own Windsor vacation package
Caesars Windsor
#1 Hotel in Windsor
Caesars Windsor
Have stayed here twice now in the past month - once in the Augustus tower and once in the Forum tower. Both were equally clean, comfortable, and very quiet. Beds super...
1. Find your perfect hotel
2. Find the right flight
Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
We stayed here for 4 days in April/May, and loved the Executive King room with kitchenette. From the look of the hotel inside, many renovations have been done, and any room would...
1. Find your perfect hotel
2. Find the right flight
Hampton Inn & Suites by Hilton Windsor
#3 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
Quality suite, great amenities. Great quality of complimentary toiletries. Staff extremely friendly and helpful. Check-in and check-out as Hilton Honours member was extremely...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travelers in the past 72 hours*
Jun
$85 round trip
Jul
$85 round trip
Aug
$85 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers 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.