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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 12,614 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
Great place to unwind and have a few beverages, friendly staff and clean venue, had a great time and was treated very well during our 3 day stay, excellent room with a river view...
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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
“Great Views!” 14/12/2017
Good location near waterfront that lent to beautiful views! Parking is behind hotel, so have to go outside. Also, elevators are dated, so they shake a little. Staff and rooms were...
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Cheap Flights to Windsor
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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.