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Our top choices for Windsor hotels

Comfort Suites Mattoon East

Comfort Suites Mattoon East
2.5 star property
Mattoon
8.8 out of 10, Excellent, (922 reviews)
"Great stay!"
United States
Michael
$98 nightly
The price is $109
Apr 26 - Apr 27
Total with taxes and fees
Comfort Suites Mattoon East

Best Western Heartland Inn

Best Western Heartland Inn
2.5 star property
Mattoon
8.2 out of 10, Very Good, (568 reviews)
"Clean room, kind workers and excellent coffee!"
United States
Kevin
$82 nightly
The price is $91
Mar 30 - Mar 31
Total with taxes and fees
Best Western Heartland 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, (773 reviews)
"Plenty of places eat and shop nearby"
United States
David
$93 nightly
The price is $104
Mar 29 - Mar 30
Total with taxes and fees
Holiday Inn Express & Suites Mattoon by IHG

Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon
2.0 star property
Mattoon
7.4 out of 10, Good, (712 reviews)
"Very clean and very friendly staff "
United States
Holly
$63 nightly
The price is $70
Apr 5 - Apr 6
Total with taxes and fees
Super 8 by Wyndham Mattoon

Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South
2.5 star property
Mattoon
8.6 out of 10, Excellent, (794 reviews)
"Staff was very friendly."
United States
JoAnn
$91 nightly
The price is $101
Apr 9 - Apr 10
Total with taxes and fees
Quality Inn & Suites Mattoon South

The Shelby Inn

The Shelby Inn
2.5 star property
Shelbyville
8.8 out of 10, Excellent, (138 reviews)
"Clean comfortable and friendly"
United States
Jennifer
$113 nightly
The price is $124
Mar 29 - Mar 30
Total with taxes and fees
The Shelby Inn

Gateway Inn

Gateway Inn
2.5 star property
Sullivan
8.4 out of 10, Very Good, (78 reviews)
"Checking in was a breeze, and very friendly staff. Motel is older but definitely clean. "
United States
Lisa
$66 nightly
The price is $73
Mar 30 - Mar 31
Total with taxes and fees
Gateway Inn

Spillway Motel

Spillway Motel
2.0 star property
Shelbyville
6.4 out of 10, (109 reviews)
"This place is good for what you pay for. The room was clean but the furniture and the refrigerator are old. "
United States
Reynaldo
$57 nightly
The price is $62
Apr 2 - Apr 3
Total with taxes and fees
Spillway Motel

Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University
2.5 star property
Mattoon
8.4 out of 10, Very Good, (890 reviews)
"Great, clean hotel with a friendly helpful staff. Room was updated with comfortable beds. This now are go to hotel when we visit our daughter at EIU. "
United States
Christopher
$84 nightly
The price is $94
Apr 1 - Apr 2
Total with taxes and fees
Clarion Pointe Mattoon near University

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (230 reviews)
"Beautiful area"
United States
Robbie
$130 nightly
The price is $145
Apr 2 - Apr 3
Total with taxes and fees
Hilton Garden Inn Mattoon, Il

Suite Dreams Motel Mattoon I 57

Suite Dreams Motel Mattoon I 57
2.5 star property
Mattoon
7.4 out of 10, Good, (552 reviews)
"The staff and the owners were friendly"
United States
Tina
$93 nightly
The price is $103
Mar 30 - Mar 31
Total with taxes and fees
Suite Dreams Motel Mattoon I 57

Relax Inn & Suites

Relax Inn & Suites
2.5 star property
Mattoon
6.0 out of 10, (21 reviews)
"It looks fun down"
United States
tabitha
$70 nightly
The price is $77
Mar 30 - Mar 31
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

  • 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.

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 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 can I save on a Windsor hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Windsor hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. 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 $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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