Windsor Vacation Packages

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Top Windsor hotel deals

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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.

Popular places to visit in Windsor

Frequently asked questions

How much are vacation packages to Windsor?
Your travel dreams can come to life in Windsor for as little as . Package deals include flights and hotels, and they’ll make booking your trip a cinch. The only thing you’ll have to focus on is having an incredible time.
Where can I get the best vacation package deals for Windsor?
There are incredible Windsor package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties in all corners of the globe? Keep this in mind when you’re ready to cross another destination off the old bucket list.
Why should I book my Windsor vacation bundle via Travelocity?
Fantastic savings, an abundance of inspiring destinations and a team of customer service experts available 24/7 — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always get the best possible deal with Travelocity.
Will I save money on my Windsor car rental if I book it with my hotel or flight?
Certainly — bundle your hotel, car and flight into a Windsor vacation package and you’ll save plenty. With so much to discover in Windsor, that set of wheels will come in handy. Once you’re in the driver’s seat, put the stereo on and head toward Arrowhead Stadium, a top attraction approximately 65 mi from Windsor.
What is the best time of year to go to Windsor?
If budget is what’s driving your decision making, you’ll score the best deals in . is often the most expensive time of year. Most people head to this location around March, May and June. If you want to avoid peak season, you’ll find it more peaceful around December, January and February.
Where should I stay when visiting Windsor?
If you’re looking for a place to base yourself, take a look at the Windsor Crossroads Motel. It’s the top choice for many travelers.