Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to AU$460 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Windsor Holiday

Well known for its cosmopolitan vibe and rich history, Windsor is a fabulous getaway destination. Book one of our Windsor holiday packages and enjoy all that this fascinating city has to offer. If your trip to Windsor includes a little sightseeing, don't miss renowned attractions like XL Centre, Xfinity Theatre and University of Hartford. Whoever you're escaping with and whatever you want to spend, your dream Windsor holiday is just clicks away with Expedia.

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
28,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Xfinity Theatre, Connecticut Science Centre and Nomads Adventure Quest

Our pick of the best 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 AU$190 per night from 24 Jun to 25 Jun
AU$190
per night
24 Jun - 25 Jun
9/10 Wonderful! (1,005 reviews)
Little business, all pleasure
"I had an amazing stay. I love the setup, look and feel of this hotel. The staff was welcoming and inviting. I will definitely stay here again."

Reviewed on 1 Jun. 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 AU$219 per night from 23 Jun to 24 Jun
AU$219
per night
23 Jun - 24 Jun
8.6/10 Excellent! (1,004 reviews)
"This property is great if you need a quiet, near the airport hotel.. Thanks"

Reviewed on 3 Jun. 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 AU$310 per night from 1 Jul to 2 Jul
AU$310
per night
1 Jul - 2 Jul
8.4/10 Very Good! (998 reviews)
"The hotel is super clean. Easy quick check in very welcoming."

Reviewed on 3 Jun. 2024

Marriott Hartford/Windsor Airport
See all 604 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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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

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 acclaimed theatre scene or attend a sporting event.

Windsor Arts Center
Image for SS&C SummerWind Performing Arts Center

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 acclaimed theatre scene or attend a sporting event.

SS&C SummerWind Performing Arts Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.