Find hotels in Windsor, IL from $62

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Our top choices for Windsor hotels

1. Comfort Suites Mattoon East

Comfort Suites Mattoon East
2.5 star property
Mattoon
8.8 out of 10, Excellent, (1,004 reviews)
"Nice hotel clean and comfortable and safe."
United States
Teresa
20 hours ago
$86 nightly
The price is $96
Nov 26 - Nov 27
Total with taxes and fees
Comfort Suites Mattoon East

2. Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South
2.5 star property
Mattoon
8.4 out of 10, Very good, (842 reviews)
"The staff was extremely helpful."
United States
Regina
September 8th, 2026
$91 nightly
The price is $100
Nov 26 - Nov 27
Total with taxes and fees
Quality Inn & Suites Mattoon South

3. Best Western Heartland Inn

Best Western Heartland Inn
2.5 star property
Mattoon
8.2 out of 10, Very good, (651 reviews)
"Easy online check in and comfortable room."
United States
Thomas
18 days ago
$89 nightly
The price is $100
Nov 11 - Nov 12
Total with taxes and fees
Best Western Heartland Inn

4. Suite Dreams Hotel

Suite Dreams Hotel
2.0 star property
Mattoon
7.8 out of 10, Good, (18 reviews)
"The room AC worked fine."
United States
Anne
September 17th, 2026
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
Suite Dreams Hotel

5. Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (282 reviews)
"The hotel was beautiful. Would definitely stay there again."
United States
Karen
July 6th, 2026
$146 nightly
The price is $162
Nov 15 - Nov 16
Total with taxes and fees
Hilton Garden Inn Mattoon, Il

6. Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University
2.5 star property
Mattoon
8.4 out of 10, Very good, (937 reviews)
"Very friendly staff both at check. The huge tub was clean enough to suit."
United States
Ray Alan
September 26th, 2026
$88 nightly
The price is $99
Dec 6 - Dec 7
Total with taxes and fees
Clarion Pointe Mattoon near University

7. Fairfield by Marriott Inn & Suites Mattoon

Fairfield by Marriott Inn & Suites Mattoon
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (37 reviews)
"The front desk was extremely welcoming and the rooms were spacious and clean."
United States
Folake
12 days ago
$116 nightly
The price is $130
Nov 22 - Nov 23
Total with taxes and fees
Fairfield by Marriott Inn & Suites Mattoon

8. Gateway Inn

Gateway Inn
2.5 star property
Sullivan
8.6 out of 10, Excellent, (94 reviews)
"It was very comfortable. Staff were friendly. With all the great reviews."
United States
Steven
September 6th, 2026
$83 nightly
The price is $92
Nov 22 - Nov 23
Total with taxes and fees
Gateway Inn

9. Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG
2.5 star property
Mattoon
8.0 out of 10, Very good, (849 reviews)
"The staff was friendly. Breakfast was great!"
United States
Cynthia
19 days ago
$111 nightly
The price is $124
Nov 24 - Nov 25
Total with taxes and fees
Holiday Inn Express & Suites Mattoon by IHG

10. The Shelby Inn

The Shelby Inn
2.5 star property
Shelbyville
8.8 out of 10, Excellent, (163 reviews)
"SPACIOUS ROOM, EASY PARKING, QUIET SAFE."
United States
REBECCA A
September 26th, 2026
$113 nightly
The price is $124
Dec 8 - Dec 9
Total with taxes and fees
The Shelby Inn

11. Spillway Motel

Spillway Motel
2.0 star property
Shelbyville
6.6 out of 10, (119 reviews)
"Loved having the little love seat couch. The room was clean."
United States
Relinda
October 2nd, 2026
$57 nightly
The price is $62
Dec 1 - Dec 2
Total with taxes and fees
Spillway Motel

12. Relax Inn & Suites

Relax Inn & Suites
2.5 star property
Mattoon
6.6 out of 10, (30 reviews)
"Nice hot shower with a very comfortable bed in a clean room."
United States
Marc
June 30th, 2026
$92 nightly
The price is $102
Nov 15 - Nov 16
Total with taxes and fees
Relax Inn & Suites
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.

Compare top hotels in Windsor

2.5 star property
Mattoon
2.5 star property
Mattoon
2.5 star property
Mattoon
2.0 star property
Mattoon
3.0 star property
Mattoon
8.8
Excellent
1,004 reviews
8.4
Very good
842 reviews
8.2
Very good
651 reviews
7.8
Good
18 reviews
9.0
Wonderful
282 reviews
$86 nightly
The price is $96
Nov 26 - Nov 27
Total with taxes and fees
$91 nightly
The price is $100
Nov 26 - Nov 27
Total with taxes and fees
$89 nightly
The price is $100
Nov 11 - Nov 12
Total with taxes and fees
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
$146 nightly
The price is $162
Nov 15 - Nov 16
Total with taxes and fees
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking

Where to stay near Windsor

Windsor offers a delightful blend of outdoor adventures and romantic scenery, perfect for family-friendly vacations. Explore nearby cities like New Windsor and East Windsor, where you’ll find great venues for relaxation and fun. Don’t miss the serene beauty of Windsor Park for a memorable getaway.

Mattoon

Discover Mattoon, a welcoming destination perfectly suited for family travelers and those on a budget who will appreciate its charming mix of outdoor scenery and recreational activities. With attractions like Eastern Illinois University, the historic Lincoln Log Cabin, and the serene Mattoon Peterson Park, visitors can enjoy a variety of experiences. Located about 12 miles from Windsor, Mattoon offers a smart choice for convenient accommodations while exploring the heart of Illinois.

Gays

Ideally situated, Gays offers a fantastic home base for adventure-seeking travelers eager to experience attractions such as Lake Shelbyville and Mattoon Peterson Park. Visitors can enjoy outdoor activities at the lake or relax in the urban park, while also exploring the nearby shopping center and golf options. Located about 6 miles from Windsor, Gays ensures easy access to local highlights, making it a smart choice for your stay. With its blend of family-friendly and budget options, Gays is sure to enhance your vacation experience.

Strasburg

If you are a family traveler, look no further than Strasburg, which features a delightful mix of outdoor adventures and scenic beauty. Enjoy the local attractions, including the serene Lake Shelbyville and the recreational opportunities at Wolf Creek State Park, perfect for creating lasting memories. Located about 6 miles from Windsor, Strasburg makes for an easy getaway while providing a charming atmosphere for relaxation. Choosing Strasburg as your base ensures a wonderful experience filled with nature and fun.

Shelbyville

Shelbyville stands out as a prime spot for travelers seeking outdoor adventures and scenic beauty. Nestled near Lake Shelbyville, visitors can enjoy activities like swimming at Lake Shelbyville Beach or exploring the nearby national state park. History enthusiasts will appreciate the Shelby County Courthouse, a local landmark. Located about 11 miles from Windsor, Shelbyville offers easy access to these attractions, making it a smart choice for your stay. Experience the charm and recreational opportunities that Shelbyville has to offer!

Allenville

Travelers visiting Windsor will find Allenville to be the ideal base for their vacation, featuring beautiful landscapes and outdoor activities. With attractions like Lake Shelbyville, Wolf Creek State Park, and the modern Mattoon City Hall nearby, Allenville offers a blend of nature and local charm. The village experiences a steady flow of visitors year-round, peaking in May and the summer months. Located about 9 miles from Windsor, Allenville is a smart choice for a memorable stay.

Stay near popular Windsor attractions

Windsor offers a perfect blend of outdoor adventures and romantic scenery, ideal for nature lovers. Explore beautiful lakes and beaches, and don’t miss the excitement of Casino Windsor. Nearby, the historic Windsor Castle adds a touch of culture to your unforgettable getaway.

Top Windsor Hotel Reviews

Find out more about Windsor

Top reasons to visit Windsor

  • Scenic Outdoor Adventures: Windsor boasts beautiful lakes, national and state parks, perfect for hiking, fishing, and relaxation.
  • Romantic Getaways: The picturesque landscapes provide an ideal setting for couples seeking a tranquil escape.
  • Family-Friendly Activities: Explore attractions like California Journey, ensuring fun for visitors of all ages.
  • Diverse Accommodations: Choose from various lodging options, including pet-friendly and LGBTQIA-friendly hotels.
  • Welcoming Atmosphere: Experience the charming vibe of Windsor, a great blend of adventure and relaxation.

Find great hotels near Windsor

Explore a variety of hotel accommodations in Windsor, Illinois, catering to diverse needs, from pet-friendly options to welcoming environments for LGBTQIA travelers. Whether you're seeking a cozy motel or a comfortable suite, Windsor offers a range of lodgings ideal for business trips or leisurely getaways. Discover the best hotels in downtown Windsor for a memorable stay in this charming locale.

  • Holiday Inn Express & Suites Mattoon by IHG: This budget-friendly hotel boasts a guest rating of 8.2 and is located 14 miles from Windsor. Ideal for both business travelers and pet owners, Holiday Inn Express & Suites Mattoon offers a welcoming atmosphere with pet-friendly policies, including allowances for dogs and cats. Guests can enjoy amenities such as complimentary breakfast, a fitness center, and a business center, making it a practical choice for those on the go. Its convenient location and friendly service ensure a comfortable stay while exploring the surrounding area.
  • Comfort Suites Mattoon East: With an impressive guest rating of 8.8, Comfort Suites Mattoon East is situated 15 miles from Windsor and is perfect for families and business travelers alike. This hotel features spacious suites designed for comfort and convenience, complete with free cribs for young children. Guests can take advantage of amenities such as a heated indoor pool, a fitness center, and complimentary breakfast. The family-friendly atmosphere combined with excellent service makes it a desirable option for those looking to relax after a day of activities.
  • Super 8 by Wyndham Mattoon: Super 8 by Wyndham Mattoon is a budget-friendly option with a focus on family comfort, located 15 miles from Windsor. With a guest rating that reflects its value, this hotel provides essential amenities such as free cribs and a first aid kit, catering to families and business travelers. Guests appreciate the convenient location and basics like complimentary breakfast and Wi-Fi. Super 8 aims to offer a cozy stay for those looking for affordable lodging while exploring the area.

Where to stay near Windsor

Windsor, Illinois, offers a charming blend of outdoor adventures and romantic escapes, perfect for family-friendly vacations. Explore the scenic landscapes and enjoy the welcoming atmosphere while discovering nearby attractions. Don't miss a trip to the vibrant California Journey, where family travel and relaxation await. With its inviting vibe, Windsor is an ideal destination for those seeking both adventure and tranquility during their getaway.

  • Mattoon: Nestled approximately 12 miles from Windsor, Mattoon invites travelers with its picturesque landscapes and outdoor adventures. Known for its scenic beauty, the city offers a romantic atmosphere, especially during the peak months of April, July, and September. Visitors can explore educational institutions, enjoy recreational areas, and camp under the stars. Must-see attractions include a modern college university, a tranquil lake, and a nearby national state park, perfect for hiking and nature walks.
  • Shelbyville: Located about 11 miles from Windsor, Shelbyville is a charming city that captivates outdoor enthusiasts. With peak visitor numbers from May to July, travelers flock here for its stunning scenery and romantic settings. The city is home to beautiful recreational areas and campgrounds, making it ideal for family outings or romantic getaways. Shelbyville’s highlights include a picturesque lake, a national state park, and delightful beach areas, offering a perfect blend of relaxation and adventure.
  • Gays: Just 6 miles away from Windsor, Gays is a vibrant city that caters to families and business travelers alike. With steady visitor traffic, especially in May and during the summer months, Gays provides a unique blend of city-themed experiences. Visitors can enjoy shopping at local centers and malls, or play a round of golf. The nearby lake, urban parks, and recreational areas make it a great spot for leisure and relaxation, ensuring there's something for everyone.

Things to do in Windsor

Windsor, Illinois, is perfect for outdoor and romantic vacations, offering a scenic escape with activities like exploring recreational areas and campgrounds. Visitors can enjoy adventure-filled days surrounded by nature, making it an ideal spot for relaxation and outdoor fun. Discover the beauty of the area while engaging in various activities that cater to all interests.

Shopping

In Windsor, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, check out the nearby Market Place Shopping Center for a variety of retail options. Additionally, the Oak Brook Center offers an upscale shopping experience with well-known brands.

Recreation

Windsor Wellness Spa offers rejuvenating massages and holistic therapies in a calming atmosphere. For outdoor enthusiasts, the nearby Lake Windsor provides opportunities for kayaking and fishing, while the scenic trails invite leisurely walks or invigorating hikes, perfect for reconnecting with nature.

Adventure

In Windsor, explore the scenic trails of the nearby state parks for hiking and biking adventures. Experience fishing or kayaking on the local lakes, where you can enjoy the beauty of nature. Don't miss seasonal festivals that celebrate local culture and provide thrilling entertainment for all ages.

Nightlife

Explore the vibrant nightlife in Windsor by visiting the local pub for a friendly atmosphere and cold beers. For a lively evening, check out a nearby cocktail lounge where you can enjoy expertly crafted drinks and live music that showcases local artists.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are January to February and November, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Monday. The most expensive day to stay in Windsor is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Windsor hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Windsor

Windsor, Illinois, offers a perfect backdrop for outdoor enthusiasts and romantic getaways. With its beautiful lakes, national and state parks, and inviting beaches, the area is ideal for those seeking scenic adventures. Whether you want to relax by the water or explore nature trails, Windsor has something for every traveler looking to enjoy a memorable experience in a picturesque setting.

  • Lake Shelbyville: Nestled 8 miles from Windsor, Lake Shelbyville offers a perfect blend of outdoor activities and romantic scenery. Enjoy fishing, boating, or simply relaxing by the water's edge while taking in breathtaking views.
  • Lake Shelbyville Beach: Located 10 miles from Windsor, Lake Shelbyville Beach invites visitors to soak up the sun and enjoy beach vibes. Whether you're swimming, sunbathing, or picnicking, this sandy oasis is perfect for a fun day out.
  • Wolf Creek State Park: Just 6 miles from Windsor, Wolf Creek State Park is a haven for adventure seekers. Explore its scenic trails, perfect for hiking and biking, amidst the natural beauty of the park's lush landscapes.

Best time to go to Windsor

The best time to visit Windsor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windsor falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Windsor falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January28.6°F (-1.9°C)Light RainMostly CloudyAverageSlightly Low
February31.6°F (-0.2°C)Light RainMostly CloudyAverageSlightly Low
March43.5°F (6.4°C)Light RainMostly SunnyLowAverage
April53.6°F (12.0°C)Light RainMostly SunnyLowAverage
May64.4°F (18.0°C)Light RainMostly SunnyAverageSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
July75.0°F (23.9°C)Light RainMostly SunnyHighAverage
August73.4°F (23.0°C)Light RainMostly SunnyHighAverage
September68.2°F (20.1°C)Light RainMostly SunnyHighSlightly High
October56.5°F (13.6°C)Light RainMostly SunnyAverageSlightly High
November43.7°F (6.5°C)Light RainMostly SunnyAverageSlightly Low
December35.1°F (1.7°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Windsor

If you're planning to visit Windsor, Illinois, there are several major airports you can fly into. Bloomington, IL (BMI-Central Illinois Regional) is 74 miles away, with nearby hotels like the 4-star DoubleTree by Hilton, just 3 miles from the airport. Champaign, IL (CMI-University Of Illinois Urbana-Champaign Williard), located 45 miles from Windsor, offers good options such as the 4-star I Hotel And Illinois Conference Center, 4 miles from the airport. Springfield, IL (SPI-Abraham Lincoln Capital) is 64 miles away, featuring the 4-star President Abraham Lincoln Springfield - DoubleTree by Hilton, just 3 miles from the airport. Each airport provides convenient transportation services to the nearby hotels.

Frequently Asked Questions

What is the best area to stay in Windsor?

The best area to stay in Windsor, Illinois, is the town center, particularly around Main Street, as it offers the most convenience and access to local amenities.

Windsor is a small, rural town, and its center is where you'll find the majority of its services. Main Street, also known as Illinois Route 16, runs through the heart of town and is where the few local shops, eateries, and any available accommodations are situated. This central location provides easy access to the town's small park and community facilities.

For solo travelers or couples looking for a quiet retreat, staying near Main Street provides a pleasant and straightforward experience. You'll be within walking distance of the town's limited dining options and can easily access the surrounding countryside for a peaceful getaway.

When is the best time to go to Windsor?

The best time to visit Windsor, Illinois, is during the late spring (May to June) and early fall (September to October) when the weather is most pleasant.

These months offer comfortable temperatures, typically ranging from the 60s to high 70s Fahrenheit, making them ideal for outdoor activities and exploring the area without the extreme heat of summer or the chill of winter. You'll find the local landscape is lush in spring and vibrant with fall colors during these periods.

For families, the late spring and early fall are particularly good as they often coincide with local events and festivals, providing additional entertainment options without the larger crowds associated with peak summer travel. The milder weather also makes day trips to nearby natural areas more enjoyable.

Travelers looking for a quiet, stress-free experience will appreciate these shoulder seasons.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor.

How much is the nightly rate at a Windsor hotel?

Prices for hotels in Windsor often vary, but you can find a great deal from $62 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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