Windsor Vacations from $653

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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.
Home Support and Care LLC

Home Support and Care LLC

3 out of 5
Price was $696, price is now $653 per person
$653
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Binghamton (BGM)
6.8/10 (11 reviews)
Great clean affordable place to stay with just a call away

Reviewed on May 26, 2025

Spark by Hilton Vestal Binghamton University Area

Spark by Hilton Vestal Binghamton University Area

2.5 out of 5
Price was $862, price is now $775 per person
$775
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Binghamton (BGM)
9/10 Wonderful! (53 reviews)
Everything was great except the continental breakfast. Muffins ,bagels ,oranges,apples cereal ,milk coffee ,hard boiled eggs. That’s all.

Reviewed on Apr 26, 2026

Comfort Inn & Suites Johnson City - Binghamton

Comfort Inn & Suites Johnson City - Binghamton

2.5 out of 5
Price was $823, price is now $744 per person
$744
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Binghamton (BGM)
7.8/10 Good! (690 reviews)
The place was clean but we were in no smoking room and smelled a lot of cigarette or other in hallway on our floor.

Reviewed on Apr 13, 2026

Motel 6 Binghamton, NY

Motel 6 Binghamton, NY

2 out of 5
Price was $746, price is now $687 per person
$687
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Binghamton (BGM)
7.4/10 Good! (1,000 reviews)
Cheap. Close to concert venue. Beds not comfy and pillows are thin and unsupportive. No hot water for tea in the morning at reception. Strong smell of curry in front lobby.

Reviewed on Mar 29, 2026

Red Roof Inn Binghamton North

Red Roof Inn Binghamton North

2 out of 5
Price was $715, price is now $686 per person
$686
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Binghamton (BGM)
7.4/10 Good! (1,003 reviews)
A/C was low quality shower head should have been replaced 6 years ago.

Reviewed on Apr 28, 2026

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Windsor Hotel Deals

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
$101 nightly
The price is $117 total per night from May 17 to May 18
$117 total
May 17 - May 18
Total with taxes and fees
9/10 Wonderful! (1,117 reviews)
Close to I-86

Reviewed on Apr 28, 2026

Microtel Inn & Suites By Wyndham Binghamton
Spark by Hilton Vestal Binghamton University Area

Spark by Hilton Vestal Binghamton University Area

2.5 out of 5
3401 Vestal Parkway Vestal NY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $107 total per night from May 11 to May 12
$107 total
May 11 - May 12
Total with taxes and fees
8.8/10 Excellent! (59 reviews)
Everything was great except the continental breakfast. Muffins ,bagels ,oranges,apples cereal ,milk coffee ,hard boiled eggs. That’s all.

Reviewed on Apr 26, 2026

Spark by Hilton Vestal Binghamton University Area
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
$98 nightly
The price is $110 total per night from May 3 to May 4
$110 total
May 3 - May 4
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
Not a fan of the hotel set up. Room was small, no closet, bed was uncomfortable. Kept running out of creamer, supplies for breakfast. It wasn't horrible but I would choose a different hotel next time.

Reviewed on Apr 27, 2026

Tru by Hilton Binghamton Vestal
See all 395 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 $653 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.