Windsor Holidays

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Your Windsor Holiday

Lock in a Windsor holiday package and prepare for a wonderful adventure. Famous for its cosmopolitan vibe and rich history, there's tons to love about this city. Every trip to Windsor needs a well-planned itinerary. Fill yours with major attractions such as XL Centre, Xfinity Theatre and University of Hartford. Whoever you're taking time off with and whether your budget is big or small, 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
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,002 reviews)
"very nice room"

Reviewed on 15 Apr 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
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (999 reviews)
Nice stay
"Stayed 2 nights. Room was nice. Did not enjoy breakfast."

Reviewed on 15 Apr 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
Stay at this 3.5-star business-friendly hotel in Windsor. Enjoy free parking, breakfast and a free airport shuttle. Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,001 reviews)
"Hotel adds $50 “incidental” fee and says it comes off after the stay. But I don’t know if it will be removed. Bill included $20 room service that we did not order. We think a bunch of girls having a pageant ordered food to random rooms, grabbed the food, and let us pay. Front desk did not know how ..."

Reviewed on 13 Apr 2024

Marriott Hartford/Windsor Airport
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

Why should I book my Windsor holiday with Expedia?
With excellent-value flights, hotel and car hire options all in one place, Expedia makes planning your Windsor getaway hassle-free. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from fabulous retreats, add your flights and/or a car hire (and maybe even some exciting tours and activities!) and land incredible prices. Need to change plans? Expedia has a flexible cancellation policy for many bookings. To discover more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Windsor?
If you want to experience the buzz of Windsor during peak season, book your getaway for March, May and August. December, January and February are usually the quietest months of the year. To give you an idea of what type of weather you can experience, the daytime average temperature in January, the coolest time of year in Windsor, is -2ºC. The warmest period here is July, when temperatures are around 23ºC.
What is the top hotel for my holiday in Windsor?
Offering many of the creature comforts of home, The Inn at Mystic will make the perfect base for your Windsor getaway.
How do I get a cheap holiday to Windsor?
One of the easiest ways to save pounds (and time) is to bundle your bookings with Expedia. Hotels, hire cars, flights and activities — we’ve got them all covered. Choose the combination that suits your style and watch your savings stack up. Of course, holidays are never a one-size-fits-all. That’s why Expedia offers over 400 partner airlines and 321,000 hotels throughout the world, so you can customise your Windsor holiday your way. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Windsor holiday?
There’s an almost endless list of things to see and do while enjoying a holiday in Windsor. Trinity College, Mark Twain House & Museum, Bushnell Park and University of Connecticut-Hartford are a few of this city’s best attractions.
What is the best area to stay in when on holiday in Windsor?
There’s so much to do in Windsor, so stay near its top attractions and spend more time sightseeing. Northwest Park is one place to add to your to-do list.
Do I need a visa for my Windsor holiday?
Research the latest rules on official government websites. Your nationality and whether you’re travelling for study, leisure or business will determine if you need a visa for Windsor. Get familiar with the application process, including any required documentation, turnaround times and fees. Start your application well in advance to allow enough time for processing. Some visas may take weeks or even months to go through, depending on the country and time of year.
What should I wear on my Windsor holiday?
Do a little research into the types of things people in Windsor wear, and consider browsing style blogs for some fashion inspiration. Try to create a versatile wardrobe filled with pieces that suit your destination and show off your unique sense of style. Daytime temperatures during January, Windsor’s coolest month, are around -2ºC. July marks this destination’s warmest month when the average daily temperature reaches 23ºC. Our advice? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Windsor holiday include?
Flights, hotels and a cool car for all your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you’ve made your booking, add on a few tours and activities and watch your savings grow. When it comes to planning your Windsor break, the choice is all yours! Explore a large selection of property types and choose one that matches your group size. The most popular rentals here are private holiday homes and hotels. With Expedia, it’s easy to customise your Windsor escape however you like.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan that suits you best during checkout and take away the stress of budgeting for your trip. Make sure you bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that fit all budgets, so you can have that well-deserved holiday sooner.
  • No-deposit holidays: When you stumble on an amazing deal but don’t have the full amount yet, Klarna’s no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your escape.

Can I choose my airline with a Windsor Expedia holiday?
Yes — and it’s easy too. Expedia has access to more than 400 partner airlines around the world. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.

Discover the most popular places to visit in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.