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 3,191 reviews and posted 2,617 candid photos for Windsor hotels. Book your Windsor vacation today!
Or build your own Windsor vacation package
Stonecroft Inn
#1 Hotel in Windsor
Stonecroft Inn
We went to Windsor to our son's Christmas production at St. Clair, and (based on Trip Advisor) stayed at Stonecroft. Not much to look at from the outside, nor at the front desk...
1. Find your perfect hotel
2. Find the right flight
Hampton Inn & Suites by Hilton Windsor
#2 Hotel in Windsor
Hampton Inn & Suites by Hilton Windsor
The hotel was easy to get to from the bridge, the staff was very pleasant and willing to be helpful. The breakfast selections were fine and a good selection of teas. The coffee...
1. Find your perfect hotel
2. Find the right flight
Bexon Rooms
#3 Hotel in Windsor
Bexon Rooms
A group of 8 of us stayed at the Bexon Rooms in Windsor. At first we thought that it was going to be like staying at a motel because of the affordable rates but we were surprised...
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*
Jan
$155 round trip
Feb
$188 round trip
Mar
$205 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.