Windsor Vacations from $420

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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.
The Marx Hotel

The Marx Hotel

2.5 out of 5
Downtown Oneonta
Price was $513, price is now $420 per person
$420
per person
Aug 4 - Aug 6
found 1 day ago
Roundtrip flight included
Charleston (CHS) to Binghamton (BGM)
7.4/10 Good! (1,009 reviews)
The Marx hotel is so convenient being on Main Street. We have enjoyed the Saturday street market and entertainment on previous visits. This weekend we were staying for graduation and the front desk person paid attention when I checked in on Friday night that my son was graduating. When we came back to our room after graduation there was a very cute teddy bear in a graduation cap. It was even a boy bear. Super cute and very thoughtful of the hotel. I was impressed. We also enjoy The Marx for the good value and breakfast included. Thank you for all the stays over the years and this memorable graduation one!

Reviewed on May 17, 2026

Quality Inn Oneonta Cooperstown Area

Quality Inn Oneonta Cooperstown Area

2.5 out of 5
Southside
Price was $501, price is now $439 per person
$439
per person
Aug 4 - Aug 6
found 1 day ago
Roundtrip flight included
Charleston (CHS) to Binghamton (BGM)
8.4/10 Very Good! (1,004 reviews)
Everything was as it should be, with polite check-in and very good breakfast. Walls were a bit thin, Could hear the next rom flush and all the doors slam.

Reviewed on May 22, 2026

Hampton Inn Oneonta

Hampton Inn Oneonta

2.5 out of 5
Price was $1,855, price is now $1,751 per person
$1,751
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Binghamton (BGM)
9.2/10 Wonderful! (1,001 reviews)
The hot tub felt like bath water and no where near hot enough to enjoy. I actually got out within 10 minutes and went a took a hot shower. I had surgery this morning so I couldn't enjoy the buffet but my husband said it was the typical buffet items.

Reviewed on May 20, 2026

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Windsor Hotel Deals

Waterfront Properties vacation rental

Waterfront Properties vacation rental

Windsor NY
$282 nightly
The price is $319 total per night from May 31 to Jun 1
$319 total
May 31 - Jun 1
Total with taxes and fees
9.8/10 Exceptional! (67 reviews)
"The owners were very attentive and willing to answer any question we had with very quick responses. The owners gave many recommendations for food in the area when asked. The place fit our needs perfectly. Will rent this place again if in the area again."

Reviewed on Dec 17, 2025

Waterfront Properties vacation rental
Microtel Inn & Suites By Wyndham Binghamton

Microtel Inn & Suites By Wyndham Binghamton

2.5 out of 5
400 Prospect Street Binghamton NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Jun 14 to Jun 15
$115 total
Jun 14 - Jun 15
Total with taxes and fees
9/10 Wonderful! (1,124 reviews)
"Clean room, efficient check in and out."

Reviewed on May 20, 2026

Microtel Inn & Suites By Wyndham Binghamton
Tru by Hilton Binghamton Vestal

Tru by Hilton Binghamton Vestal

2.5 out of 5
3504 Vestal Parkway East Vestal NY
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $160 total per night from Jun 7 to Jun 8
$160 total
Jun 7 - Jun 8
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"It's clean and conveniently closed to Binghamton University. Dog friendly. Staff very helpful."

Reviewed on May 18, 2026

Tru by Hilton Binghamton Vestal
See all 399 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 $420 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.