Find hotels in Windsor, IL from $57

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Our top choices for Windsor hotels

Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South
2.5 star property
Mattoon
8.6 out of 10, Excellent, (782)
"Will stay here again "
United States
Jayne
$81 nightly
The price is $90
Jan 11 - Jan 12, 2026
Total with taxes and fees
Quality Inn & Suites Mattoon South

Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University
2.5 star property
Mattoon
8.4 out of 10, Very Good, (867)
"Nice little hotel. Our kids lived the pool. Rooms were nice and clean."
United States
Danielle
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Clarion Pointe Mattoon near University

Best Western Heartland Inn

Best Western Heartland Inn
2.5 star property
Mattoon
8.2 out of 10, Very Good, (552)
"Clean room, comfortable beds, good breakfast selection, and friendly front desk staff. "
United States
Cristy
$81 nightly
The price is $90
Dec 28 - Dec 29
Total with taxes and fees
Best Western Heartland Inn

Gateway Inn

Gateway Inn
2.5 star property
Sullivan
8.4 out of 10, Very Good, (77)
"Checking in was a breeze, and very friendly staff. Motel is older but definitely clean. "
United States
Lisa
$79 nightly
The price is $88
Dec 29 - Dec 30
Total with taxes and fees
Gateway Inn

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (210)
"Very nice place to stay."
United States
Pam
$130 nightly
The price is $145
Dec 31 - Jan 1, 2026
Total with taxes and fees
Hilton Garden Inn Mattoon, Il

Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon
2.0 star property
Mattoon
7.4 out of 10, Good, (703)
"Very clean and very friendly staff "
United States
Holly
$58 nightly
The price is $65
Jan 15 - Jan 16, 2026
Total with taxes and fees
Super 8 by Wyndham Mattoon

The Shelby Inn

The Shelby Inn
2.5 star property
Shelbyville
8.8 out of 10, Excellent, (132)
"Clean room and great staff "
United States
Michelle
$108 nightly
The price is $118
Jan 24 - Jan 25, 2026
Total with taxes and fees
The Shelby Inn

Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG
2.5 star property
Mattoon
8.2 out of 10, Very Good, (750)
"Nice hotel, good location"
United States
Sue
$82 nightly
The price is $92
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express & Suites Mattoon by IHG

Comfort Suites Mattoon East

Comfort Suites Mattoon East
2.5 star property
Mattoon
8.8 out of 10, Excellent, (880)
"We found the room in excellent condition."
United States
Thomas
$82 nightly
The price is $92
Dec 28 - Dec 29
Total with taxes and fees
Comfort Suites Mattoon East

Suite Dreams Motel By Capital O Mattoon I - 57

Suite Dreams Motel By Capital O Mattoon I - 57
2.5 star property
Mattoon
7.2 out of 10, Good, (538)
"Great place to stay"
United States
Melissa
$83 nightly
The price is $91
Jan 5 - Jan 6, 2026
Total with taxes and fees
Suite Dreams Motel By Capital O Mattoon I - 57

Spillway Motel

Spillway Motel
2.0 star property
Shelbyville
6.4 out of 10, (106)
"Price is good for an overnight stay"
United States
Carla
$52 nightly
The price is $57
Dec 30 - Dec 31
Total with taxes and fees
Spillway Motel

Relax Inn & Suites

Relax Inn & Suites
2.5 star property
Mattoon
6.0 out of 10, (20)
"It looks fun down"
United States
tabitha
$64 nightly
The price is $72
Jan 7 - Jan 8, 2026
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.
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Top Windsor Hotel Reviews

More cheap stays in Windsor

Hotels in Windsor with star-rating

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor is perfect for nature lovers, offering beautiful lakes, sandy beaches, and nearby national parks for various outdoor activities.
  • Charming Wineries: Explore the local wine country, featuring inviting wineries set against stunning landscapes for a relaxing experience.
  • Victorian Architecture: Stroll through neighborhoods adorned with beautiful Victorian homes, adding a historical touch to your visit.
  • Romantic Getaways: Ideal for couples, Windsor provides a serene atmosphere for romantic escapes amidst picturesque surroundings.
  • Diverse Accommodations: Enjoy a range of lodging options from cozy motels to well-appointed hotels catering to all traveler needs.

Find great hotels near Windsor

Windsor, Illinois offers a variety of accommodation options, from cozy motels to well-appointed hotels, catering to diverse traveler needs. Whether you're seeking a family-friendly experience, a pet-friendly stay, or a business-themed getaway, you'll find suitable choices. Enjoy the charm of Windsor while exploring the best hotels in the area, complete with helpful reviews to guide your decision.

  • Holiday Inn Express & Suites Mattoon by IHG: Located 14 miles from Windsor, this hotel is a perfect choice for travelers seeking a pet-friendly and inclusive environment. With a business-themed focus, it caters to professionals with amenities such as a 24-hour business center, meeting rooms, and conference spaces. The hotel proudly embraces LGBTQIA travelers, ensuring a welcoming atmosphere for all. Pets are permitted, with specific policies in place for dogs and cats, making it a fantastic option for those traveling with furry companions. Guests can expect comfortable accommodations combined with essential business services.
  • Comfort Suites Mattoon: Situated 15 miles from Windsor, Comfort Suites Mattoon is ideal for families and business travelers alike. This hotel features spacious suites designed for comfort and convenience. Business amenities include a meeting room and a business center, ensuring that corporate guests have everything they need for a productive stay. Families will appreciate the complimentary crib service for little ones, making it a family-friendly environment. The hotel strikes a balance between work and leisure, providing a welcoming atmosphere for all guests.
  • Suite Dreams Hotel: Just 14 miles from Windsor, Suite Dreams Hotel offers a blend of pet-friendly accommodations and business-centric amenities. This hotel is well-suited for travelers who need to balance work and leisure, featuring a 24-hour business center, conference space, and multiple meeting rooms. Pets are welcome, with amenities such as food and water bowls provided for your furry friends. The inviting atmosphere and practical services make it a top choice for both business and leisure travelers seeking a comfortable stay.

Where to stay near Windsor

Windsor, Illinois, offers a delightful blend of outdoor activities and charming scenery, perfect for romantic getaways and family-friendly adventures. Explore the local wine country with its inviting wineries, where nature lovers can unwind amidst beautiful landscapes. Stroll through neighborhoods showcasing stunning Victorian architecture, adding a touch of history to your visit. With its welcoming atmosphere and picturesque surroundings, Windsor is an ideal destination for a memorable vacation experience.

  • Mattoon: Nestled approximately 12 miles from Windsor, Mattoon is a charming city that offers a blend of outdoor recreation and scenic beauty. Visitors flock here for a romantic getaway or an adventure-filled trip, with peak travel times in April, July, and September. The city is known for its educational institutions, lush recreational areas, and proximity to a national state park, making it an excellent destination for nature lovers. Highlights include a picturesque lake that invites fishing and picnicking, as well as hiking trails that showcase the area's natural splendor.
  • Shelbyville: Located around 11 miles from Windsor, Shelbyville is a delightful city that captures the essence of outdoor leisure and stunning scenery. The best time to visit is between May and July when the weather is perfect for enjoying its recreational areas and campgrounds. Shelbyville is home to a beautiful lake and a national state park where visitors can engage in various activities like swimming and boating. The sandy beach provides a serene spot to unwind, making it an ideal location for romantic escapes or family outings.
  • Gays: Just 6 miles from Windsor, Gays is a hidden gem that attracts travelers year-round, particularly from May to July. This small city is perfect for those seeking outdoor adventure and scenic landscapes. Popular activities include golfing at local courses and enjoying events at arena entertainment facilities. Gays is also in close proximity to a beautiful lake and a national state park, providing ample opportunities for hiking, fishing, and soaking up the natural beauty. Whether you're looking for a quiet retreat or an active day out, Gays has something for everyone.

Things to do near Windsor

Windsor, Illinois, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy scenic recreational areas, engage in educational activities, and explore local wellness centers. Whether you're looking to relax in nature or participate in community events, Windsor offers a variety of experiences to make your vacation memorable.

Shopping

In Windsor, you can visit Beachy's Bulk Foods for unique gifts and local treats. If you're up for a drive, the Village Square Mall offers a variety of shops and entertainment options, located 24 miles away, perfect for a family day out.

Recreation

Meadowview Golf Course offers a relaxing outdoor experience with its beautiful greens and well-maintained fairways, perfect for unwinding while enjoying a round of golf. Kinzel Field provides a vibrant atmosphere for sports enthusiasts, fostering community spirit and active engagement. Cardinal Golf Course combines stunning landscapes with challenging play for golf lovers.

Adventure

Explore the TREC Calico Trail, a scenic hiking trail located 20 miles from Windsor. Immerse yourself in the beautiful outdoors as you traverse diverse landscapes, perfect for adventure seekers looking to connect with nature and enjoy breathtaking views.

Nightlife

Experience a delightful evening at The Little Theatre on the Square, just 11 miles from Windsor, showcasing captivating performances in a romantic setting. For more entertainment, visit the Effingham Performance Center, located 21 miles away, offering a variety of shows perfect for family fun and cultural enrichment.

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

Booking tips and Expedia advantages for Windsor

For a budget-friendly visit to Windsor, consider traveling during the cheaper months of January to February or November, with Monday being the least expensive day to stay. Utilize Expedia’s search tool to find affordable hotels, and apply the Eco-certified filter for sustainable options. Combining hotel reservations with flights and activities can lead to further savings. Joining Expedia's One Key membership offers exclusive discounts and allows you to earn OneKeyCash for future bookings. Look for free activities and local events to enhance your experience without breaking the bank.

  • 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 to June and September, 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: Expedia’s search tool makes it easy for you to set your budget, choose your desired location, and more. You can sort the results by price, allowing you to view the most affordable hotels first. Additionally, you can refine your options by hotel type—if you select the Eco-certified filter, you’ll find a range of sustainable and eco-friendly accommodations ready for booking.
  • Consider bundling your trip: You can save some money by combining your Windsor hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Windsor

Windsor, Illinois, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Visitors can explore beautiful lakes, sandy beaches, and nearby national or state parks, all offering stunning scenery and a chance to enjoy nature. Whether you're seeking relaxation by the water or adventurous outdoor activities, Windsor has a variety of attractions that cater to your desire for a memorable experience.

  • Lake Shelbyville: Nestled just 8 miles from Windsor, Lake Shelbyville offers a picturesque escape with its sandy beaches and stunning scenery. It's a perfect spot for a romantic picnic or a day of outdoor activities like fishing, boating, and hiking along the scenic trails.
  • Wolf Creek State Park: Located 6 miles away, Wolf Creek State Park is a haven for adventure seekers. With its diverse landscapes, it provides excellent opportunities for hiking, bird watching, and camping amidst nature's beauty.
  • Lake Shelbyville Beach: Situated 10 miles from Windsor, Lake Shelbyville Beach is the ideal destination for sunbathing and swimming. The beach vibes create a relaxing atmosphere for families and friends to enjoy a sunny day by the water.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageSlightly High
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 SunnyAverageAverage
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

For your visit to Windsor, Illinois, you can fly into two major airports. Champaign, IL (CMI-University Of Illinois Urbana-Champaign Williard) is situated 45 miles away from Windsor, with nearby hotel options such as the 4-star I Hotel And Illinois Conference Center, 4 miles from the airport, and the 3.5-star Hyatt Place Champaign-Urbana, 6 miles away. Alternatively, Decatur, IL (DEC) is 31 miles from Windsor, offering hotels like Homewood Suites by Hilton Decatur-Forsyth and Holiday Inn & Suites Decatur-Forsyth, both 7 miles from the airport. These hotels provide convenient access to their respective airports for a hassle-free travel experience.

Frequently asked questions

When is the best time to go to Windsor?
The most popular time to visit Windsor is during the summer months, particularly June to August. With temperatures typically ranging from the mid-60s to high 70s Fahrenheit, this season offers warm weather great for exploring the majestic Windsor Castle and enjoying the beautiful gardens and parks in the area.

During these peak months, the city is bustling with activity, attracting many tourists eager to experience its rich history and vibrant atmosphere. For travelers who enjoy outdoor activities, this is an excellent time to stroll along the River Thames or take a leisurely bike ride through Windsor Great Park, where you can appreciate the scenic views and perhaps even spot some wildlife.

If you are planning a romantic getaway or a family adventure, the summer months host various events and festivals that showcase local culture and traditions. These occasions provide a fantastic opportunity to mingle with locals and immerse yourself in the lively spirit of Windsor.

For those seeking a more budget-friendly option, consider visiting in March. While the weather may be cooler, this month offers a quieter atmosphere, allowing for a more intimate experience of the city's attractions without the crowds. Plus, visiting during this time can lead to savings on accommodations and activities, giving you the chance to indulge in some of the finer experiences Windsor has to offer.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Windsor hotel for you.
How can I save on a Windsor hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Windsor hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $57 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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