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.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

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 9,055 reviews and posted 1,172 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
“Family outing” 17/01/2017
I went with my family to the buffet and we received good service from all employees, as well as a good meal which offered many different varieties of food for everyone. The...
1. Find your perfect hotel
2. Find the right flight
Stonecroft Inn
#2 Hotel in Windsor
Stonecroft Inn
We are regular travellers through Windsor and decided to try this hotel. It is a renovated smaller hotel in a good location next to a pizza place, rib restaurant, A &W and...
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
“Awesome staff” 13/01/2017
Great staff makes your experience worth returning every time. Always friendly, helpful & polite. Rooms are nice, always clean, with comfortable beds. Breakfast is superior with...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Windsor
All Washington to Detroit (WAS-DTT) fares found by travellers in the past 72 hours*
Feb
US$85 round trip
Mar
US$103 round trip
Apr
US$137 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.