Title: Windsor Vacation Packages 2026 from $568 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx175567)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d175567.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d175567.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d175567.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d175567.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Windsor Vacations from $568 ## Book a Hotel + Flight or Car together to unlock savings ## Your Windsor Vacation When a getaway to the city is calling your name, answer it with a Windsor vacation package. With all your travel arrangements under control before you go, all you have to do here is focus on having the time of your life. Fill your trip to Windsor with tours of its big-hitting attractions. First stop? Make a beeline for [Wolf Creek State Park](https://www.expedia.com/Wolf-Creek-State-Park-Illinois.d553248621561881810.Vacation-Attraction). Whoever you're traveling with and whatever your bank balance, your ultimate Windsor vacation is just a few clicks away with Expedia. ## The Latest Windsor vacation packages Price found within the past 48 hours. Click for updated prices. ![Americas Best Value Inn Decatur, IL](https://images.trvl-media.com/lodging/1000000/20000/15600/15595/819e98b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americas Best Value Inn Decatur, IL $568 per person Apr 26 - Apr 28 found 12 hours ago Roundtrip flight included Raleigh (RDU) to Decatur (DEC) 6.6/10 (401 reviews) Breakfast was too limited. Reviewed on Jan 4, 2026 ![Decatur Conference Center & Hotel](https://images.trvl-media.com/lodging/1000000/30000/22400/22388/9c7ce179_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Decatur Conference Center & Hotel $639 per person Apr 26 - Apr 28 found 12 hours ago Roundtrip flight included Raleigh (RDU) to Decatur (DEC) 7.8/10 Good! (963 reviews) Water supply in the bath/shower was faulty. Broken faucet handle and low water flow Reviewed on Mar 9, 2026 ![FairBridge Inn express Decatur](https://images.trvl-media.com/lodging/1000000/50000/49800/49715/da8333d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### FairBridge Inn express Decatur $571 per person Apr 26 - Apr 28 found 12 hours ago Roundtrip flight included Raleigh (RDU) to Decatur (DEC) 7/10 Good! (932 reviews) Its a great value for the money, rooms are always clean. Area is very quiet. No compliments. Reviewed on Mar 5, 2026 ![Hawthorn Extended Stay by Wyndham Decatur](https://images.trvl-media.com/lodging/1000000/430000/421600/421543/b9275962_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawthorn Extended Stay by Wyndham Decatur $582 per person Apr 26 - Apr 28 found 12 hours ago Roundtrip flight included Raleigh (RDU) to Decatur (DEC) 7.4/10 Good! (1,003 reviews) For the money and location it was great. Reviewed on Feb 16, 2026 ![Sleep Inn Decatur I-72](https://images.trvl-media.com/lodging/1000000/550000/548900/548855/97d63985_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleep Inn Decatur I-72 $590 per person Apr 26 - Apr 28 found 12 hours ago Roundtrip flight included Raleigh (RDU) to Decatur (DEC) 7.2/10 Good! (477 reviews) The staff was friendly and helpful. Location is great and the price was good. Reviewed on Oct 7, 2025 Don't see what you're looking for? See all available trips from Columbus to Windsor [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DEC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_175567) ## Windsor Hotel Deals ![Comfort Suites Mattoon East](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/2220d6ff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Suites Mattoon East 1408 Broadway Ave E Mattoon IL Fully refundableReserve now, pay when you stay $91 nightly $102 total Apr 2 - Apr 3 Total with taxes and fees 8.8/10 Excellent! (919 reviews) Comfortable, clean room. Reviewed on Mar 13, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=474235&PinnedHotelID=474235&HadPinnedHotel=true®ionId=175567) ![Holiday Inn Express & Suites Mattoon by IHG](https://images.trvl-media.com/lodging/2000000/1860000/1850700/1850633/c6bf8414_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Mattoon by IHG 121 Swords Dr Mattoon IL Fully refundable $101 nightly $113 total Mar 22 - Mar 23 Total with taxes and fees 8.2/10 Very Good! (770 reviews) Lots of problems with hotel. Pool was out of order. Tv didn’t work in room, tiles broken in bathroom Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=1850633&PinnedHotelID=1850633&HadPinnedHotel=true®ionId=175567) ![Hilton Garden Inn Mattoon, Il](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/c035a8b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Mattoon, Il 100 Coles Centre Parkway Mattoon IL Fully refundableReserve now, pay when you stay $130 nightly $145 total Mar 22 - Mar 23 Total with taxes and fees 9/10 Wonderful! (225 reviews) Very nice hotel. Comfortable beds. Great location Reviewed on Mar 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=78285150&PinnedHotelID=78285150&HadPinnedHotel=true®ionId=175567) [See all 107 properties in Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026®ionId=175567) 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. ## Find the Best Windsor Vacation Packages ## Windsor Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Decatur Airport (DEC) | | Population | 1,150 | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Lake Shelbyville Beach](https://www.expedia.com/Lake-Shelbyville-Beach-Shelbyville.d553248621594973941.Vacation-Attraction), [Wolf Creek State Park](https://www.expedia.com/Wolf-Creek-State-Park-Illinois.d553248621561881810.Vacation-Attraction) and [The Little Theatre on the Square](https://www.expedia.com/The-Little-Theatre-On-The-Square-Sullivan.d553248621532658372.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Windsor vacation package cost? ### What are the cheapest months to go to Windsor? ### How many days is enough for Windsor? ### How to find the best Windsor package deals? ### Is it cheaper to book a Windsor vacation as a package? ### When to book a vacation package to Windsor? ### Does Expedia offer Book Now, Pay Later Windsor vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.