Windsor Vacation Packages

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Your Windsor Vacation

The cosmopolitan vibe and rich history are just the beginning of the things Windsor has going for it. Enjoy the best parts of this fascinating city your way with a personalized Windsor vacation package. A trip to Windsor is an ideal opportunity to see the sights. Be sure to stop by big-name attractions such as XL Center, Xfinity Theatre and University of Hartford. Whatever your travel plans or budget, putting together the ultimate tailored Windsor vacation is simple with Expedia.

Windsor Hotel Deals

HYATT house Hartford North/Windsor
HYATT house Hartford North/Windsor
3 out of 5
200 Corporate Dr, Windsor, CT
Fully refundable
The price is CA $197 per night from Jun. 17 to Jun. 18
CA $197
CA $226 total
includes taxes & fees
Jun 17 - Jun 18
9/10 Wonderful! (1,008 reviews)
"Was cleaner than other hotels in the area"

Reviewed on Jun. 13, 2024

HYATT house Hartford North/Windsor
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Hilton Garden Inn Hartford North/Bradley Int'l Airport
3 out of 5
555 Corporate Dr, Windsor, CT
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Jul. 2 to Jul. 3
CA $174
CA $200 total
includes taxes & fees
Jul 2 - Jul 3
8.6/10 Excellent! (1,003 reviews)
"Very clean and good staff and provided early shuttle to airport"

Reviewed on Jun. 12, 2024

Hilton Garden Inn Hartford North/Bradley Int'l Airport
Marriott Hartford/Windsor Airport
Marriott Hartford/Windsor Airport
3.5 out of 5
28 Day Hill Rd, Windsor, CT
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Jul. 1 to Jul. 2
CA $246
CA $283 total
includes taxes & fees
Jul 1 - Jul 2
8.4/10 Very Good! (1,001 reviews)
Clean, Quiet, Comfortable
"It was a clean and comfortable stay. I highly recommend it!"

Reviewed on Jun. 12, 2024

Marriott Hartford/Windsor Airport
See all 613 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Windsor vacation package cost?
Starting from only , a package is your passport to cheaper travel. Build your own Windsor trip by choosing from our great range of hotels, flights and rental cars.
How do I get a cheap travel package to Windsor?
Crafting your own Windsor vacation package with Expedia is a smart way to save. We have over 550 airlines and 1,000,000 hotel options throughout the world. With such a fantastic range to choose from, you’ll have no difficulty pulling together your ideal vacation.
Where should I stay in Windsor?
A trip to Windsor isn’t complete without paying a visit to Nomads Adventure Quest, Northwest Park and Windsor Arts Center. Spend your nights close to these popular attractions and make sightseeing easy.
What are the top hotels in Windsor?
HYATT house Hartford North/Windsor and Residence Inn by Marriott Hartford/Windsor are a couple of the most well-known properties in Windsor. Why not check out the facilities and rates at each and then decide?
How far in advance should I book my Windsor vacation?
Search Expedia to compare airfares as soon as you know your travel dates. You can normally purchase a ticket up to 12 months before departure. If you don’t see your preferred carrier, or you have to book last minute, fear not. Cheap tickets to Windsor occasionally appear within weeks of departure.
What does an Expedia Windsor travel package include?
With Expedia, you can select any combination of hotels, car rentals and flights to build your perfect Windsor package. Once you’ve made your booking, you can add on all the fun stuff like sightseeing tours and activities. Remember — the more you bundle, the more cash you’ll save!
What should I know before booking a Windsor travel package?
A package can be more affordable than individually booking everything you need for your adventure. For example, combine your flights, hotels and rental cars and land a great deal. No matter your vacation plans, there’s bound to be a package to suit your budget.
Can I choose my airline with a Windsor Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Simply choose your preferred air carrier and create your ideal Windsor trip.
If I'm not able to travel, can I cancel my Windsor vacation package?
You can cancel your Windsor booking if your travel plans have been upended. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Windsor

Image for Northwest Park

Northwest Park

Explore the great outdoors at Northwest Park, a lovely green space in Windsor. Experience the area's great live music or attend a sporting event.

Northwest Park
Image for Windsor Arts Center

Windsor Arts Center

Rich with history, Windsor Arts Center is a cultural attraction worth visiting in Windsor. Experience the area's great live music or attend a sporting event.

Windsor Arts Center
Image for Vintage Radio and Communications Museum of Connecticut

Vintage Radio and Communications Museum of Connecticut

Rich with history, Vintage Radio and Communications Museum of Connecticut is a cultural attraction worth visiting in Windsor. Experience the area's great live music and acclaimed theater scene.

Vintage Radio and Communications Museum of Connecticut
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.