Deals on vacations and trips to Windsor

Save when you book Windsor package deals

Choose two or more items and save on your trip:

Windsor flight + hotel vacation packages

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

Kiteville Owego

2 out of 5
Price was $409, price is now $396 per person
$396
per person
Oct 9 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Binghamton (BGM)
This hotel includes express check-out and a virtual front desk. Take advantage of the free self parking.
Sunrise Motel

Sunrise Motel

2.5 out of 5
Price was $459, price is now $439 per person
$439
per person
Oct 9 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Binghamton (BGM)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Take advantage of the free parking.
Candlewood Suites Sayre by IHG

Candlewood Suites Sayre by IHG

2.5 out of 5
Price was $484, price is now $481 per person
$481
per person
Oct 9 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Binghamton (BGM)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a library are also provided.
Hampton Inn Owego

Hampton Inn Owego

2.5 out of 5
Price was $587, price is now $585 per person
$585
per person
Oct 9 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Binghamton (BGM)
This hotel features an indoor pool and a gym. Relax with a drink at the bar/lounge and enjoy free perks like full breakfast and free self parking. A 24-hour business center, a coffee shop, and free WiFi in public areas are also on offer.
Best Western Owego Inn

Best Western Owego Inn

2.5 out of 5
Price was $462, price is now $461 per person
$461
per person
Oct 9 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Binghamton (BGM)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and Internet in public areas. There's a gym on site, and laundry facilities and free newspapers are also offered.

Top Windsor hotels deals

Waterfront Properties vacation rental

Waterfront Properties vacation rental

Windsor NY
$286 nightly
The price is $323 total per night
$323 total
Aug 31 - Sep 1
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Rustic 3-bedroom cottage in Windsor.

Rustic 3-bedroom cottage in Windsor.

Windsor NY
Get rates
This cottage includes a garden and barbecue grills.
Kitchen
Air conditioning
Holiday Inn Binghamton Downtown by IHG

Holiday Inn Binghamton Downtown by IHG

3 out of 5
2-8 Hawley Street Binghamton NY
Free Cancellation
$116 nightly
The price is $137 total per night
$137 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Microtel Inn & Suites By Wyndham Binghamton

Microtel Inn & Suites By Wyndham Binghamton

2.5 out of 5
400 Prospect Street Binghamton NY
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $112 total per night
$112 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Parking included
Comfort Inn Binghamton I-81

Comfort Inn Binghamton I-81

2.5 out of 5
1000 Upper Front St Binghamton NY
Free Cancellation
$100 nightly
The price is $113 total per night
$113 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a garden are also on offer.
Pool
Breakfast included
Motel 6 Binghamton, NY

Motel 6 Binghamton, NY

2 out of 5
1012 Upper Front Street Binghamton NY
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Sep 10 - Sep 11
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, a picnic area, and laundry facilities are also on offer.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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 are vacation packages to Windsor?
Travelocity offers flight and hotel packages from an incredible $396. With these kinds of bargains, you'll be exploring all of Windsor before you know it.
How long should my Windsor vacation be?
Your Windsor escape can be as short or as long as you like, but most travelers stay roughly 3 nights. Hoping to veer off the beaten path and discover some lesser-known spots? Book a few extra nights and experience another side of this place.
Where can I get the best vacation package deals for Windsor?
Grabbing the best package deal to Windsor is a breeze with Travelocity. With access to 400 airlines and 1,000,000 properties all over the world, you'll have loads of choice when it comes to your hotels and flights.
Why should I purchase my Windsor vacation package via Travelocity?
From incredible destinations to fun experiences, we have everything you need to satisfy your travel desires. Our 24/7 support will also ensure you're being well taken care of before, during and after your getaway. And don't stress if you spot a better price on your booking, we'll match it. That's our Price Match Guarantee.
Can I save money on my Windsor car rental if I book it with a hotel or flight?
Certainly — combine your hotel, car and flight into a Windsor vacation package and you'll save a ton. With so much to see in the Windsor area, that rental car will more than come in handy. Once you've buckled yourself in, hit the wide open road and head to The Egg, a top sight roughly 100 mi from Windsor.
Which airport is best for Windsor?
Scranton Intl. Airport (AVP) is one of the best airports for Windsor. It's around 50 mi south of the bustling downtown area. Other choices include Tompkins Regional Airport (ITH) (50 mi away from central Windsor) and Greater Binghamton Airport (BGM) (20 mi away from central Windsor).
Where should I stay when visiting Windsor?
Many visitors spend their nights at the Tentrr Signature Site - Occanum Creek. It's sure to be a good base for your Windsor vacation.

Photos of local treasures

Browse Windsor vacation photos for more inspiration