Windsor, IL

Travel Guide

Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr Mattoon IL
$95 nightly
The price is $106 total per night from Nov 30 to Dec 1
$106 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Mattoon by IHG
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
$84 nightly
The price is $94 total per night from Nov 26 to Nov 27
$94 total
Nov 26 - Nov 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,001 reviews)
"Wonderful room. Very comfortable and spacious. Would definitely stay here again"

Reviewed on Oct 30, 2026

Comfort Suites Mattoon East
Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
$85 nightly
The price is $95 total per night from Nov 5 to Nov 6
$95 total
Nov 5 - Nov 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (650 reviews)
"This is a great little stay in Mattoon. The woman that checked me in was EXTREMELY friendly, energetic and overall pleasant. In our two-day stay we had plenty of interactions. Also, I usually do not care for hotel continental breakfasts and eat them out of convenience or not at all... but the breakfast ..."

Reviewed on Oct 27, 2026

Best Western Heartland Inn
See all 66 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.
Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub

Sullivan IL
Stay at this vacation home in Sullivan. Enjoy a garden, laundry facilities, and patios. Popular attraction The Little Theatre on the Square is located ...
10/10 Exceptional! (47 reviews)
"couldn't ask for any better!!"

Reviewed on Oct 26, 2026

Prairieview Cabin - with Hot Tub
Ultimate Country Home Near Lake Shelbyville!

Ultimate Country Home Near Lake Shelbyville!

Findlay IL
Stay at this vacation home in Findlay. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Eagle Creek State Park and Wolf ...
10/10 Exceptional! (1 review)
"We took 10 women for a little weekend getaway, and it was a great location with plenty of space. The place was clean and the host was responsive. It was perfect for our needs and we will return in the future."

Reviewed on Oct 30, 2026

Ultimate Country Home Near Lake Shelbyville!
Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax

Sullivan IL
Stay at this vacation home in Sullivan. Enjoy a garden, laundry facilities, and patios. Popular attractions Lake Shelbyville and Wolf Creek State Park are located ...
9.4/10 Exceptional! (72 reviews)
"Great stay for our weekend on the lake! Host is very responsive!"

Reviewed on Sep 14, 2026

Fish, boat, grill, chill, pets, relax
See all 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

When is the best time to visit Windsor?
The best time to visit Windsor is from July through September, when the weather is generally pleasant for exploring. For travelers seeking fewer crowds and potentially better value, the quieter months of February through April are a good option, offering a more relaxed experience before the peak season.
What cuisines can you find in Windsor?
In Windsor, you can find a variety of cuisines, with a focus on Thai dishes like Pad Thai, Green Curry, and Tom Yum Soup. Travelers can also enjoy Italian favorites such as pasta and pizza, as well as Mexican options like tacos and burritos. Other choices include North American, Chinese, Indian, Japanese, and Mediterranean flavors.
Can I book a refundable hotel in Windsor?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Windsor by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Windsor with Expedia?
Expedia makes it easier to plan your Windsor trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Windsor?
The best choice depends on your travel style. Hotels in Windsor can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Windsor trip on Expedia?
Once you've booked your Windsor trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Windsor trip?
Expedia offers customer support before, during, and after your Windsor trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Windsor?
If it's your first trip to Windsor, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Windsor hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Windsor hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Windsor

A city square with a central monument, surrounding buildings, and a parking lot.

Decatur

A sunset over a rocky shoreline with trees and a calm lake.

Mattoon

A castle-like building with a tall tower, traffic lights, and a crosswalk.

Charleston

A rural landscape with a road, green fields, and a stormy sky.

Arcola

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