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Book Windsor vacations

Book Windsor Vacations

Save up to $374^ on your trip when booking flight + hotel together

Trip deals to Windsor for 2021

Simply Comfort Luxury Ocean View Penthouse
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Top Windsor vacation deals

Simply Comfort Luxury Ocean View Penthouse
Don't see what you're looking for?
See all available trips from Ashburn to Windsor

Windsor Travel Guide

The travel gurus at Orbitz will help bundle up your flights and hotels to save loads. Just choose an option and get packing for the ultimate escape to Windsor. Choose your preferred airfares, hotels, rental cars and experiences for savings of about $369^! Bundling your bookings is one of the easiest ways you can save money. And remember — you can tailor your vacation by selecting from 500 airlines and more than 500,000 accommodations globally. You have all the choice in the world! No matter what sort of experience you're after, there are limitless possible options to design the escape you've been fantasizing about.

Where is Windsor?

You've been given the go-ahead for annual leave, work friends have suggested Windsor and you just need a little reminder of where it actually is? Sit back and we'll guide you there. It's situated in Nova Scotia, 50 miles from Truro. It shouldn't be difficult to make some new buddies in this part of Nova Scotia. It's home to around about 4,000 locals.

Car Rentals in Windsor

Turn up the volume on your favorite driving tunes and see Windsor from the freedom of your own set of wheels. You'll find some of the biggest and best car rentals in Windsor on Orbitz.

Where to stay in Windsor – Hotel Accommodation

Because of the small number of accommodation options available, you should book early. Orbitz has only 2 hotels in Windsor. The Super 8 Windsor and Downeast Motel are great hotel options in this area.

Nearest Airports to Windsor

Start your Windsor getaway smoothly by learning a little about Stanfield International Airport, the nearest terminal. Abbreviated as YHZ, it lies 30 miles east of Windsor's center. It's also the main gateway for most visitors.

Popular Places to Visit Near Windsor

If you've discovered the best offerings of Windsor already, don't panic. In fact, you've got internationally famed tourist attractions right around the corner! Travelers from all corners of the globe head to Halifax Citadel. It's easily accessible from Harrietsfield, which is 40 miles away.

No Cancellation Fees

Has life thrown you a few curveballs lately? Really need to change your booking? No need to worry — we won't expect you to pay a fee.^ Be aware that your selected airline and hotel might charge though, so get on to them quickly!

Top rated hotels for your Windsor vacation

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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.

Top things to do in Windsor

Sainte-Famille Vineyard and Winery Tour and Tasting
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Sainte-Famille Vineyard and Winery Tour and Tasting

Per adult

More trip options

^Savings based on all package bookings with Flight + Hotel made on from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.