Windsor Vacations

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Your Windsor Vacation

Our Windsor vacation packages provide endless opportunities to discover new sights, sounds and sensations. And with all the travel planning taken care of, you'll be free to enjoy your city adventure without a worry in the world. Fill your trip to Windsor with visits to its big-hitting attractions. Where to first? Make a move for Animal Adventure Park. Don't delay visiting this city any longer. Your perfect Windsor vacation is a couple of clicks away with Expedia.

Windsor Hotel Deals

Waterfront Properties vacation rental

Waterfront Properties vacation rental

Windsor
$282 nightly
The price is $319 total per night from Nov 23 to Nov 24
$319 total
Nov 23 - Nov 24
Total with taxes and fees
9.8/10 Exceptional! (65 reviews)
The house was perfect for our weekend. We appreciated that it was spotless and that the beds were super comfortable. Thank you!

Reviewed on Oct 12, 2025

Waterfront Properties vacation rental
Holiday Inn Binghamton Downtown by IHG

Holiday Inn Binghamton Downtown by IHG

3 out of 5
2-8 Hawley Street, Binghamton, NY
Fully refundable
$119 nightly
The price is $140 total per night from Nov 30 to Dec 1
$140 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Nice and spacious for everyone that was in the room and clean too, loved the shower!!

Reviewed on Nov 3, 2025

Holiday Inn Binghamton Downtown by IHG
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
569 Harry L Dr, Johnson City, NY
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $102 total per night from Dec 13 to Dec 14
$102 total
Dec 13 - Dec 14
Total with taxes and fees
7.4/10 Good! (564 reviews)
Excellent experience clean rooms quiet space.

Reviewed on Nov 1, 2025

Comfort Inn & Suites
See all 382 properties in Windsor
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.

Find the Best Windsor Vacation Packages

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Greater Binghamton Airport (BGM)
Population
900
Top Sights
Animal Adventure Park and Jimays Flea Market

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Frequently asked questions

How much does a Windsor vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Windsor costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Windsor?
If you're hoping to snag a cheap Windsor vacation package, consider visiting in January, September and December. You're likely to find lower prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Windsor?
Typically, a handful of days is enough to visit the major attractions during your Windsor vacation. But if you prefer to have more time to unwind or go on day tours, think about extending your trip.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Windsor package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Windsor escape underway.
Is it cheaper to book a Windsor vacation as a package?
You can enjoy significant savings on your next Windsor break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Windsor?
If you've got your Windsor vacation dates finalized, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Windsor vacation packages?
If you're like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Windsor trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.