Windsor Holidays

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Your Windsor Holiday

Take the worry out of planning your next great adventure with a Windsor holiday package. Whether you're in town for its cuisine, history, art or something else, you'll find countless exciting experiences to delve into. If some sightseeing is on the agenda during your trip to Windsor, check out leading attractions like Wolf Creek State Park. A couple of clicks is all it takes to craft your ideal Windsor holiday on Expedia.

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Decatur Airport (DEC)
Population
1,150
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Lake Shelbyville Beach, Wolf Creek State Park and The Little Theatre on the Square

Our pick of the best Windsor Hotel Deals

Best Western Heartland Inn
Best Western Heartland Inn
2.5 out of 5
1416 Broadway Avenue East, Mattoon, IL
Stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi and free parking. Popular attractions Mattoon Peterson Park and Mattoon City ...
8.2/10 Very Good! (451 reviews)
"Clean and friendly staff. Breakfast was good. Nice bedding and bed was readonably comfortable. Needed a quick stop that was dog friendly. Great place for the price."

Reviewed on 13 Apr 2024

Best Western Heartland Inn
Comfort Suites Mattoon
Comfort Suites Mattoon
2.5 out of 5
1408 Broadway Ave E, Mattoon, IL
Stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the helpful staff in their ...
8.8/10 Excellent! (538 reviews)
"Clean, quiet an comfortable."

Reviewed on 14 Apr 2024

Comfort Suites Mattoon
Holiday Inn Express & Suites Mattoon, an IHG Hotel
Holiday Inn Express & Suites Mattoon, an IHG Hotel
2.5 out of 5
121 Swords Dr, Mattoon, IL
Stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the clean rooms in their ...
8.2/10 Very Good! (645 reviews)
"Front desk staff was very friendly and efficient!"

Reviewed on 10 Apr 2024

Holiday Inn Express & Suites Mattoon, an IHG Hotel
See all 42 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
From as low as , you can create your own Windsor package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Windsor travel package?
It’s hard to predict what the future holds, so it’s comforting to know that you can cancel or change your Windsor travel package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.
How do I get a cheap travel package to Windsor?
Combine your flights and hotels, add extras such as a rental car or activities, and save with a Windsor travel package. You won’t just enjoy awesome discounts on your adventure — you’ll have lots of choice at your fingertips too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 properties all over the world. Your affordable holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Windsor holidays?
Your bank balance shouldn’t get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we’ve teamed up with online lender Klarna, it’s easier than ever to book a fantastic getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna’s convenient monthly instalment plans. If paying bite-sized amounts each month sounds right for you, pick this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that “book now” button, go for a low deposit holiday payment plan with Klarna.

What are the top hotels in Windsor?
Get your holiday off to a flying start by staying at Hyatt Regency Chicago. It’s one of most popular hotels in Windsor. Another welcoming option is The Godfrey Hotel Chicago.
How far in advance should I book my Windsor holiday?
While not all airlines release ticket prices early, it’s usually possible to compare international flights on Expedia up to a year in advance. This is the time you can score some incredible bargains. If you’re booking late, there’s a chance you could get lucky. Sometimes the cheapest prices appear only weeks before departure.
What does an Expedia Windsor travel package include?
Hotels, flights and rental cars — we’ve got them all. With Expedia, you can shape your Windsor package just the way you want. All you have to do is figure out just what you need. Once you’ve made your booking, you can add on fun things like activities and experiences. The more you bundle, the bigger your savings!
What should I know before booking a Windsor travel package?
When you book your flights, hotels and car rentals together, you’ll land fantastic discounts. Whether you’re planning a wilderness getaway in a cabin or prefer to stay in a ritzy city hotel, Expedia will make it happen for less.
Can I choose my airline with a Windsor Expedia travel package?
Yes — that’s the beauty of an Expedia package. You’re the boss! We have access to more than 550 airline partners all over the world, so you have lots of choice when arranging your Windsor adventure.

* 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.