Search for Cheap Deals on
Hotels in Windsor

Choose from 58 Windsor Hotel Deals

Comfort Suites Mattoon
Comfort Suites Mattoon
2.5 out of 5
1408 Broadway Ave E, Mattoon, IL
  • 15 min drive from Lake Shelbyville
The price is $111 per night from May 11 to May 12
$111
includes taxes & fees
May 11 - May 12
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 ...
8.6/10 Excellent! (731 reviews)
"Convenient"

Reviewed on Apr 22, 2025

Comfort Suites Mattoon
Hilton Garden Inn Mattoon,  Il
Hilton Garden Inn Mattoon, Il
3 out of 5
100 Coles Centre Parkway, Mattoon, IL
  • 16 min drive from Lake Shelbyville
The price is $150 per night from May 11 to May 12
$150
includes taxes & fees
May 11 - May 12
Stay at this 3-star hotel in Mattoon. Enjoy free parking, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (159 reviews)
"All very good, just the breakfast could be better."

Reviewed on Apr 18, 2025

Hilton Garden Inn Mattoon, Il
Suite Dreams Hotel
Suite Dreams Hotel
2.5 out of 5
300 Broadway Avenue East, Mattoon, IL
  • 15 min drive from Lake Shelbyville
The price is $105 per night from May 6 to May 7
$105
includes taxes & fees
May 6 - May 7
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 ...
7.2/10 Good! (442 reviews)
"Very friendly service and the lobby, bar and food area looked very nice. The king size bed was super comfy. Although the room showed its age, it was very clean."

Reviewed on Apr 26, 2025

Suite Dreams Hotel
Quality Inn & Suites
Quality Inn & Suites
2.5 out of 5
4922 Paradise Rd, Mattoon, IL
  • 17 min drive from Lake Shelbyville
The price is $112 per night from May 18 to May 19
$112
includes taxes & fees
May 18 - May 19
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 ...
8.4/10 Very Good! (711 reviews)
"Clean, quiet"

Reviewed on Apr 14, 2025

Quality Inn & Suites
Holiday Inn Express & Suites Mattoon by IHG
Holiday Inn Express & Suites Mattoon by IHG
2.5 out of 5
121 Swords Dr, Mattoon, IL
  • 15 min drive from Lake Shelbyville
The price is $132 per night from May 18 to May 19
$132
includes taxes & fees
May 18 - May 19
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! (705 reviews)
"Good area, lots of shopping and dining options, rooms are a bit dated but clean"

Reviewed on Apr 19, 2025

Holiday Inn Express & Suites Mattoon by IHG
Super 8 by Wyndham Mattoon
Super 8 by Wyndham Mattoon
2 out of 5
205 Mcfall Rd, Mattoon, IL
  • 15 min drive from Lake Shelbyville
The price is $80 per night from May 11 to May 12
$80
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the property ...
7.4/10 Good! (671 reviews)
"The hotel was very good overall except the water pressure in the bathroom was medium at best."

Reviewed on Jan 5, 2025

Super 8 by Wyndham Mattoon
Clarion Pointe Mattoon near University
Clarion Pointe Mattoon near University
2.5 out of 5
206 Mcfall Rd, Mattoon, IL
  • 15 min drive from Lake Shelbyville
The price is $100 per night from May 6 to May 7
$100
includes taxes & fees
May 6 - May 7
Book a stay at this business-friendly hotel in Mattoon. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Mattoon Peterson Park ...
8.2/10 Very Good! (810 reviews)
"Very clean and friendly staff"

Reviewed on Jan 24, 2025

Clarion Pointe Mattoon near University
Best Western Heartland Inn
Best Western Heartland Inn
2.5 out of 5
1416 Broadway Avenue East, Mattoon, IL
  • 15 min drive from Lake Shelbyville
The price is $106 per night from May 4 to May 5
$106
includes taxes & fees
May 4 - May 5
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! (509 reviews)
"Good quiet hotel, even though there was work being done on the building the staff made it well aware, it was very easy to get to my room still and there were no interruptions due to the noise one of the best hotels I've stayed in will be booking best western more in the future!"

Reviewed on Apr 25, 2025

Best Western Heartland Inn
The Shelby Inn
The Shelby Inn
2.5 out of 5
816 W Main Street, Shelbyville, IL
  • 18 min drive from Lake Shelbyville
The price is $163 per night from May 1 to May 2
$163
includes taxes & fees
May 1 - May 2
Stay at this motel in Shelbyville. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Forest Park and Lake Shelbyville Beach are located ...
8.6/10 Excellent! (110 reviews)
"Very accommodating people. Excellent service"

Reviewed on Apr 7, 2025

The Shelby Inn
Spillway Motel
Spillway Motel
2 out of 5
1295 County Highway 6, Shelbyville, IL
  • 18 min drive from Lake Shelbyville
The price is $62 per night from May 6 to May 7
$62
includes taxes & fees
May 6 - May 7
Stay at this motel in Shelbyville. Enjoy free WiFi, free parking, and room service. Popular attractions Lake Shelbyville Beach and Forest Park are located ...
6.2/10 (99 reviews)
"Great"

Reviewed on Mar 22, 2025

Spillway Motel
Gateway Inn
Gateway Inn
2.5 out of 5
1320 S Hamilton St, Sullivan, IL
  • 13 min drive from Lake Shelbyville
The price is $95 per night from May 1 to May 2
$95
includes taxes & fees
May 1 - May 2
Stay at this motel in Sullivan. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction The Little Theatre on the Square is located ...
8.4/10 Very Good! (56 reviews)
"Had a pleasant stay. Appreciate the management."

Reviewed on Feb 26, 2025

Gateway Inn
Relax Inn & Suites
Relax Inn & Suites
2.5 out of 5
4200 Lake Land Blvd., Mattoon, IL
  • 17 min drive from Lake Shelbyville
The price is $90 per night from May 29 to May 30
$90
includes taxes & fees
May 29 - May 30
Stay at this hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meadowview Golf Course and Kinzel Field are located ...
4.6/10 (13 reviews)
"My pet was free and for the money was goood"

Reviewed on Feb 3, 2025

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.

Find cheap hotels in Windsor

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Windsor hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Windsor.

Choosing the right hotel in Illinois has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Windsor’s 58 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $62. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Windsor hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Windsor. No matter your reason for visiting Windsor, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Windsor hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Windsor for as low as $62.

How many hotels are there in Windsor?

With over 58 hotels in Windsor, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $62.

How to find cheap car rentals in Windsor?

Finding a cheap car rental deal in Windsor is as easy as scoring cheap hotels in Windsor. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.