Windsor Vacations from $500

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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.

The Latest Windsor vacation packages

Price found within the past 48 hours. Click for updated prices.
Kiteville Owego

Kiteville Owego

2 out of 5
per person
Aug 5 - Aug 9
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Binghamton (BGM)
8.4/10 Very Good! (201 reviews)
Overall nice place to stay. Great price too!

Reviewed on Jun 28, 2025

Microtel Inn And Suites Sayre PA

Microtel Inn And Suites Sayre PA

2 out of 5
per person
Aug 5 - Aug 9
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Binghamton (BGM)
8/10 Very Good! (908 reviews)
Clean and price. Both were very good. The people running the place were plasent and helpful. Will stay their again. Only thing that could be better is the breakfast it is a little skimpy.

Reviewed on Jun 9, 2025

Crystal Springs Inn and Suites

Crystal Springs Inn and Suites

2 out of 5
per person
Aug 17 - Aug 19
found 20 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Binghamton (BGM)
9.2/10 Wonderful! (241 reviews)
Comfort Inn & Suites Sayre

Comfort Inn & Suites Sayre

2.5 out of 5
per person
Aug 1 - Aug 4
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Binghamton (BGM)
9/10 Wonderful! (904 reviews)
The handicap room was extremely spacious.

Reviewed on Jun 13, 2025

Candlewood Suites Sayre by IHG

Candlewood Suites Sayre by IHG

2.5 out of 5
per person
Aug 1 - Aug 4
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Binghamton (BGM)
8.8/10 Excellent! (625 reviews)
The room was huge & the bed was comfortable. The room was clean & the staff was very nice. The refrigerator was extremely loud and the door didn’t lock without

Reviewed on Jun 24, 2025

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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
$126 nightly
The price is $149 total per night from Jul 6 to Jul 7
$149 total
Jul 6 - Jul 7
Total includes taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Good location. Easy parking. Narrow room. Worn carpet. View of roof. Room 115."

Reviewed on Jun 26, 2025

Holiday Inn Binghamton Downtown by IHG
Microtel Inn & Suites By Wyndham Binghamton
Microtel Inn & Suites By Wyndham Binghamton
2.5 out of 5
400 Prospect Street, Binghamton, NY
$112 nightly
The price is $127 total per night from Jul 1 to Jul 2
$127 total
Jul 1 - Jul 2
Total includes taxes and fees
8.8/10 Excellent! (1,077 reviews)
"It was easy off and easy on the highway Simple rooms nothing extravagant. The desk people were very friendly The breakfast didnt have a lot of food. When we left yesterday at 7AM the coffee was empty."

Reviewed on Jun 24, 2025

Microtel Inn & Suites By Wyndham Binghamton
Comfort Inn Apalachin / Binghamton W Route 17
Comfort Inn Apalachin / Binghamton W Route 17
2.5 out of 5
7662 State Rte 434, Exit #66 on I-86/17, Apalachin, NY
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Jul 6 to Jul 7
$78 total
Jul 6 - Jul 7
Total includes taxes and fees
8/10 Very Good! (888 reviews)
"Well-managed, clean, nice!!"

Reviewed on Jun 21, 2025

Comfort Inn Apalachin / Binghamton W Route 17
See all 342 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 from $500 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.