Windsor Holidays

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Our pick of the best Windsor Hotel Deals

Reel'em Inn is  a cozy river front fishing cottage on the Cashie River.
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Windsor
10/10 Exceptional! (10 reviews)
Sleepy Town Getaway
"It was a great get away from the hustle and bustle."

Reviewed on 17 Apr. 2024

Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
"Country Farm House"
"Country Farm House"
Windsor
9.8/10 Exceptional! (16 reviews)
"The place was neat and clean. It was very comfortable and felt like home.I highly recommend this place."

Reviewed on 19 Aug. 2023

"Country Farm House"
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
windsor
10/10 Exceptional! (7 reviews)
Hunting Trip
"Legacy Lodge was the perfect getaway for a short hunting trip."

Reviewed on 20 Oct. 2023

A remote getaway ... Enjoy nature, have fun and embrace relaxation!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Windsor holiday package cost?
Starting from as low as , you can create your own Windsor holiday package. Simply bundle flights, hotels and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Windsor?
Browse and lock in everything all in one place with our Windsor holiday packages. You’ll find bargains on flights, hotels, tours and more that’ll keep your hip pocket happy and your sense of adventure alive. And, with more than 550 air carriers and 1 000 000 hotel options globally to select from, you’ll have the flexibility to mix and match your own way.
Where should I stay in Windsor?
A getaway in Windsor isn’t complete without a visit to Historic Hope Plantation. Why not stay close to this fantastic tourist attraction?
How far in advance should I book my Windsor holiday?
It depends on the airline, but you can normally look up international fares on Expedia nearly a year in advance. While it’s generally a good idea to book ahead of time, lucky travellers will occasionally score a cheaper seat just weeks prior to departure dates.
What does an Expedia Windsor travel package include?
It all boils down to what kind of trip you’re planning. Windsor holiday deals can include flights, car rentals and hotels. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you’ve booked to score even bigger discounts.
What should I know before booking a Windsor travel package?
When you book your flights, hotels and car rentals together, you’ll pick up great discounts. Whether you’re planning a wilderness getaway in a cabin or prefer to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with a Windsor Expedia holiday package?
Yes, definitely. Expedia has more than 550 airline partners to choose from around the globe. With such a huge range of choice, finding the right carrier to fly you to Windsor shouldn’t be hard.
If I'm not able to travel, can I cancel my Windsor holiday package?
You sure can, and we’ll help you every step of the way. You may be able to amend or cancel your Windsor holiday package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.