Windsor Trip

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
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Find the Best Windsor Vacation Packages

Windsor Hotel Deals

HYATT house Hartford North/Windsor
HYATT house Hartford North/Windsor
3 out of 5
200 Corporate Dr, Windsor, CT
Fully refundableReserve now, pay when you stay
The price is ₹8,547 per night from 3 Dec to 4 Dec
₹8,547
₹9,829 total
includes taxes & fees
3 Dec - 4 Dec
9/10 Wonderful! (1,000 reviews)
"Very comfortable , clean , good breakfast. Love the noon check out."

Reviewed on 17 Nov 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 ₹9,265 per night from 22 Dec to 23 Dec
₹9,265
₹10,655 total
includes taxes & fees
22 Dec - 23 Dec
8.6/10 Excellent! (999 reviews)
"Nice place. Gym was lacking. Staff is terrific. Nice balcony but all around the place is parking lot."

Reviewed on 15 Nov 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 ₹12,590 per night from 6 Dec to 7 Dec
₹12,590
₹14,479 total
includes taxes & fees
6 Dec - 7 Dec
8.4/10 Very Good! (1,000 reviews)
"The room was nice, the bed was very comfortable! The carpets throughout the hotel were refreshingly, very clean. The breakfast buffet was very good, and the staff was great. Our waitress, Nancy, was absolutely amazing! She took care of us and all of her guests, as if we were family! She loves her ..."

Reviewed on 18 Nov 2024

Marriott Hartford/Windsor Airport
See all 665 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.

Frequently asked questions

How much does a Windsor holiday 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 holiday 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 holiday.
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 Centre. 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 holiday?
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 holiday plans, there’s bound to be a package to suit your budget.
Can I choose my airline with a Windsor Expedia holiday 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 holiday 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

SS&C SummerWind Performing Arts Center

Get tickets for a show at SS&C SummerWind Performing Arts Center, a theatre with a story to tell in Windsor. Experience the area's great live music or attend a sporting event.

SS&C SummerWind Performing Arts Center

Oliver Ellsworth Homestead

Find out about the history of Windsor when you take a trip to Oliver Ellsworth Homestead. Experience the area's great live music and acclaimed theatre scene.

Oliver Ellsworth Homestead
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.