Windsor Vacations

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Windsor Vacation Packages

Windsor Hotel Deals

Holiday Inn Binghamton Downtown by IHG

Holiday Inn Binghamton Downtown by IHG

3 out of 5
2-8 Hawley Street, Binghamton, NY
Fully refundable
The price is ₩165,264 per night from Sep 4 to Sep 5
₩165,264
₩195,011 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Had a great night"

Reviewed on Aug 4, 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
The price is ₩105,060 per night from Sep 7 to Sep 8
₩105,060
₩118,717 total
Sep 7 - Sep 8
includes taxes & fees
7.4/10 Good! (449 reviews)
Short trip for visiting family
"Everything was fine except for the vent in the bathroom which i was told was centrally controlled and made noise the entire night. When i complained about the noise i was told to keep the bathroom door closed so as to muffle the loud sound!☹️"

Reviewed on Aug 9, 2025

Comfort Inn & Suites
Comfort Inn Binghamton I-81

Comfort Inn Binghamton I-81

2.5 out of 5
1000 Upper Front St, Binghamton, NY
Fully refundableReserve now, pay when you stay
The price is ₩129,794 per night from Sep 7 to Sep 8
₩129,794
₩146,668 total
Sep 7 - Sep 8
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Good location"

Reviewed on Aug 4, 2025

Comfort Inn Binghamton I-81
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 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?
Plan your getaway for the off-season and you're likely to find cheap Windsor vacation packages. Keep in mind that public holidays and major events and festivals can impact prices, so do some research before you go.
How many days is enough for Windsor?
Typically, a handful of days is enough to see the top attractions during your Windsor vacation. But if you'd like to have time to relax or take day trips, consider extending your itinerary.
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.
How to plan a trip to Windsor?

  1. Choose your travel dates: What you'd like to do in Windsor and your favorite season will help you decide when to go.
  2. Set a budget: Factor in expenses such as flights, transportation and food when working out how much to save for your trip to Windsor. Then, select a hotel that works with your budget, whether that's an affordable option or a more upscale retreat.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Windsor. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your accommodations and airfare: After you've settled on your travel dates and duration, book the right Windsor vacation package for you.

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