Find hotels in Windsor, IL from £51

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windsor hotels

The Shelby Inn

The Shelby Inn
2.5 star property
Shelbyville
8.8 out of 10, Excellent, (135 reviews)
"Clean comfortable and friendly"
United States
Jennifer
The Shelby Inn

Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon
2.0 star property
Mattoon
7.4 out of 10, Good, (709 reviews)
"Very clean and very friendly staff "
United States
Holly
The price is £51
includes taxes & fees
7 Mar - 8 Mar
Super 8 by Wyndham Mattoon

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
The price is £59
includes taxes & fees
25 Feb - 26 Feb
Gateway Inn

Best Western Heartland Inn

Best Western Heartland Inn
2.5 star property
Mattoon
8.2 out of 10, Very good, (561 reviews)
"Clean room, kind workers and excellent coffee!"
United States
Kevin
The price is £73
includes taxes & fees
6 Mar - 7 Mar
Best Western Heartland Inn

Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University
2.5 star property
Mattoon
8.4 out of 10, Very good, (878 reviews)
"The staff provided really good service and room was really clean."
United States
YESENIA
The price is £73
includes taxes & fees
7 Mar - 8 Mar
Clarion Pointe Mattoon near University

Comfort Suites Mattoon East

Comfort Suites Mattoon East
2.5 star property
Mattoon
8.8 out of 10, Excellent, (907 reviews)
"Great stay!"
United States
Michael
The price is £72
includes taxes & fees
5 Mar - 6 Mar
Comfort Suites Mattoon East

Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South
2.5 star property
Mattoon
8.6 out of 10, Excellent, (788 reviews)
"Clean room"
United States
Bradley
The price is £74
includes taxes & fees
8 Mar - 9 Mar
Quality Inn & Suites Mattoon South

Spillway Motel

Spillway Motel
2.0 star property
Shelbyville
6.4 out of 10, (109 reviews)
"Price is good for an overnight stay"
United States
Carla
The price is £51
includes taxes & fees
24 Feb - 25 Feb
Spillway Motel

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
The price is £57
includes taxes & fees
24 Feb - 25 Feb
Relax Inn & Suites

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, (766 reviews)
"Great stay"
United States
Khdijah
The price is £82
includes taxes & fees
19 Mar - 20 Mar
Holiday Inn Express & Suites Mattoon by IHG

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (219 reviews)
"Great hotel with a pool, fitness center, bar and restaurant. "
United States
william
The price is £107
includes taxes & fees
1 Mar - 2 Mar
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, (548 reviews)
"The room was warm but the place was freezing. "
United States
Jessica
Suite Dreams Motel Mattoon I 57
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.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

More cheap stays in Windsor

Find out more about Windsor

Top reasons to visit Windsor

  • Scenic Outdoor Adventures: Windsor is perfect for those who enjoy exploring picturesque lakes and national parks, offering numerous outdoor activities.
  • Charming Riverfront Area: Stroll along the riverfront to take in delightful views and enjoy leisurely walks in a serene setting.
  • Romantic Getaways: The inviting atmosphere and beautiful scenery make Windsor an ideal destination for couples seeking a romantic retreat.
  • Diverse Accommodation Options: From pet-friendly motels to family-oriented hotels, Windsor caters to various traveller needs.
  • Local Attractions: Visit key sites like Caesars Windsor and explore nearby neighbourhoods for a rich experience.

Find great hotels near Windsor

Discover a variety of accommodation options in Windsor, Illinois, perfect for every traveller. Whether you're seeking a pet-friendly motel, a family-oriented hotel, or a business-themed stay, Windsor has something to suit your needs. With convenient access to nearby attractions, you'll find the best hotels and motels in the area, including the renowned Hilton Windsor Hotel, ensuring a delightful and memorable experience during your visit.

  • Comfort Suites Mattoon: Comfort Suites Mattoon offers a welcoming environment tailored for both business and family travellers. Located 9.3km from Windsor, this hotel combines professional amenities with a family-friendly atmosphere. The property features a well-equipped Business Centre and a versatile Meeting Room, making it ideal for corporate guests. Families will appreciate complimentary cribs for the little ones, ensuring a comfortable stay for all ages. Guests often praise the spacious suites and the hotel’s dedication to providing a home away from home, making it a great choice for your stay in the area.
  • Suite Dreams Hotel: Just 8.7km from Windsor, Suite Dreams Hotel stands out as a pet-friendly haven for both business and leisure travellers. This hotel is perfect for those who wish to bring their furry companions along on their journey. With a 24-hour Business Centre, Meeting Room, and Conference Space, it caters well to professionals seeking convenience. The pet-friendly policy includes waived fees for service animals and provisions for pets such as food and water bowls, making it an accommodating choice for animal lovers. Guests appreciate the balance of leisure and professional amenities that Suite Dreams Hotel offers.
  • The Shelby Inn: Located 6.8km from Windsor, The Shelby Inn provides a comfortable and straightforward lodging experience, perfect for those seeking a casual stay. This motel features entertainment amenities like Flat-screen and Cable TVs, ensuring guests can unwind after a day of exploring. With nearby attractions including the Historical District and local hospitals, convenience is key. The property also offers easy access to laundromat services and is close to the airport, making it a great option for travellers looking for practicality without skimping on comfort.

Where to stay near Windsor

Windsor, Illinois, offers a delightful mix of outdoor activities and scenic beauty, perfect for a romantic getaway or a family-friendly retreat. Explore the charming riverfront area, where you can enjoy leisurely strolls and picturesque views. Nearby cities and neighbourhoods provide a welcoming atmosphere, with popular destinations ideal for weekend escapes. Whether you're seeking adventure or relaxation, Windsor is a great location to experience the warmth and hospitality of the American Midwest.

  • Mattoon: Located 7.5km from Windsor, Mattoon is a charming city that beckons visitors with its scenic beauty and outdoor recreational opportunities. The city sees a steady flow of tourists year-round, peaking in the warmer months of April, July, and September. Mattoon offers a romantic atmosphere, making it ideal for couples looking to explore its picturesque parks and educational institutions. Must-visit attractions include a vibrant local college, a tranquil lake, and the stunning landscapes of the nearby national state park, perfect for hiking and picnicking.
  • Gays: Just 3.7km away from Windsor, Gays is a quaint city that attracts visitors seeking natural beauty and outdoor activities. Although traffic fluctuates throughout the year, the peak tourist season runs from May to July. Gays offers a delightful mix of recreational areas and shopping centres, making it a convenient stop for both relaxation and exploration. Nearby attractions include a serene lake and the expansive national park, providing ample opportunities for boating, fishing, and enjoying the great outdoors in a romantic setting.
  • Strasburg: Also located 3.7km from Windsor, Strasburg is a lovely city that draws visitors for its stunning scenery and outdoor experiences. With visitor numbers peaking from May to July, this destination is perfect for those looking to unwind amidst nature. Strasburg features a variety of recreational areas, making it an ideal choice for outdoor enthusiasts. Close by, you'll find a picturesque lake, a national state park, and even a beach, ensuring plenty of opportunities for relaxation and adventure during your stay.

Things to do near Windsor

Windsor, Illinois, is ideal for those seeking outdoor adventures, beautiful scenery, and romantic getaways. Popular activities include exploring recreational areas and enjoying educational experiences amidst the natural landscape. Whether you're looking to relax in nature or engage in outdoor pursuits, Windsor offers a charming setting for a memorable holiday.

Shopping

In Windsor, visit Beachy's Bulk Foods for unique gifts and local produce. If you're up for a drive, the Village Square Mall, located 14.9km away, offers a wider selection of retail stores, entertainment options, and a vibrant atmosphere perfect for family outings.

Recreation

Experience the vibrant atmosphere at Kinzel Field, perfect for enjoying sports events and activities. For a more leisurely outing, Meadowview Golf Course offers a scenic outdoor setting for golf enthusiasts, while Cardinal Golf Course provides another excellent venue to unwind and enjoy the sport amidst nature.

Adventure

TREC Calico Trail is a scenic hiking trail located 12.4km from Windsor, offering an exhilarating experience amidst nature. Enjoy diverse landscapes, vibrant wildlife, and the refreshing outdoor atmosphere, perfect for adventure enthusiasts seeking to explore the beauty of the surroundings.

Nightlife

For a delightful evening, visit The Little Theatre on the Square, located 6.8km from Windsor, offering a charming mix of entertainment and culture. Alternatively, the Effingham Performance Center, 13.0km away, promises an enchanting night filled with family-friendly performances and romantic vibes.

Booking tips and Expedia advantages for Windsor

To save money on your trip to Windsor, consider visiting during the off-peak months of January, February, or November, when accommodation prices are lower. Opt for a stay on a Monday, the cheapest day, rather than a Friday, which is the most expensive. Utilize Expedia’s search tool to find budget-friendly hotel deals, and consider booking a package that combines flights, hotels, and activities for additional savings. Explore the town on foot to avoid transport costs and make the most of free local attractions.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of hotel that suits you best. To find the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel booking in Windsor with your flights and activities through an Expedia package.

Find the best attractions near Windsor

Windsor, Illinois, offers a delightful mix of outdoor activities and scenic beauty, making it ideal for a romantic getaway. Visitors can explore picturesque lakes, national parks, and inviting beaches. Key attractions include Caesars Windsor and various local points of interest, ensuring a memorable experience for those seeking natural splendour and beachside relaxation.

  • Lake Shelbyville: Located 5.0km from Windsor, Lake Shelbyville offers stunning scenery and a serene atmosphere. It's perfect for a romantic day out, with opportunities for picnicking along its picturesque shores and enjoying various outdoor activities like fishing and boating.
  • Wolf Creek State Park: Just 3.7km away, this park is a haven for adventure seekers. With its vast trails, it provides plenty of opportunities for hiking, biking, and wildlife spotting, all set against a backdrop of beautiful landscapes.
  • Lake Shelbyville Beach: Situated 6.2km from Windsor, the beach is ideal for a relaxing day by the water. Enjoy sunbathing, swimming, or beach volleyball, all while soaking up the laid-back beach vibes.

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 CloudyAverageAverage
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 CloudyLowSlightly Low

The nearest major airports for your trip to Windsor

To reach Windsor, Illinois, you can fly into two major airports. Champaign, IL (CMI-University Of Illinois Urbana-Champaign Williard) is located 28.0km away and offers nearby accommodation such as the I Hotel And Illinois Conference Center, just 2.5km from the airport, and Hyatt Place Champaign-Urbana, 3.7km away, with airport shuttle services available on request. Alternatively, Decatur, IL (DEC) is situated 19.3km from Windsor, with options like SureStay by Best Western Forsyth and Country Inn & Suites, both 4.3km from the airport. These hotels provide convenient access to transportation services for your travel needs.

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor, Illinois, for most visitors is near the town centre, particularly around the main thoroughfare of Front Street.

This area offers the most convenient access to local amenities and the small-town charm Windsor is known for. Front Street is where you'll find the local shops, eateries, and community gathering spots. It's an easy-to-navigate layout, making it simple to explore on foot.

For couples seeking a quiet retreat, staying close to the town centre provides a comfortable base. You'll be within easy reach of local dining options and can enjoy relaxed strolls through the town, perhaps visiting the historical society or the local park.

Solo travellers will also appreciate the convenience of the town centre.
When is the best time to go to Windsor?
The best time to go to Windsor, Illinois, is during the late spring and early autumn months, specifically from May to June and September to October.

These periods offer the most pleasant weather conditions for exploring the area. Temperatures are generally mild, with fewer extremes of heat or cold, making outdoor activities like visiting local farms or enjoying the natural surroundings much more comfortable. The foliage during autumn is particularly appealing, with vibrant colours.

For those interested in local events and community gatherings, late spring and early autumn often coincide with various festivals and farmers' markets in Windsor and nearby towns.
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?
Members always get our best prices. Find our best Windsor hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 £51 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.

Explore a world of travel with Expedia