Search for Cheap Deals on
Hotels in Windsor

Choose from 67 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
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! (771 reviews)
"Great place overall"

Reviewed on Jul 11, 2025

Comfort Suites Mattoon
Suite Dreams Hotel

Suite Dreams Hotel

2.5 out of 5
300 Broadway Avenue East, Mattoon, IL
  • 15 min drive from Lake Shelbyville
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! (477 reviews)
"."

Reviewed on Jun 25, 2025

Suite Dreams Hotel
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
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! (722 reviews)
"…"

Reviewed on Jun 17, 2025

Holiday Inn Express & Suites Mattoon by IHG
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
4922 Paradise Rd, Mattoon, IL
  • 17 min drive from Lake Shelbyville
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! (744 reviews)
Wonderful!
"Clean, quiet, and friendly! Breakfast was amazing."

Reviewed on Jul 8, 2025

Quality Inn & Suites
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
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! (683 reviews)
"Served the purpose at an appropriate price point. Very nice staff"

Reviewed on Jun 1, 2025

Super 8 by Wyndham 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
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! (171 reviews)
Noce stay
"Hotel and manager were great. However, no room cleaning was tough. Four nights and we had overflowing garbage. There for a tournament, we eat in so lots of trash and I'm not leaving it in the hallway. Other than that good stay."

Reviewed on Jul 14, 2025

Hilton Garden Inn Mattoon, Il
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
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! (837 reviews)
"Very Clean"

Reviewed on Jul 9, 2025

Clarion Pointe Mattoon near University
The Shelby Inn

The Shelby Inn

2.5 out of 5
816 W Main Street, Shelbyville, IL
  • 18 min drive from Lake Shelbyville
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! (114 reviews)
"This was a very cozy spot for our family to stay while we were regrettably in town for a funeral. It was very clean and comfortable and I would highly recommend it to anyone."

Reviewed on Jul 4, 2025

The Shelby Inn
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
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! (521 reviews)
"Nice place"

Reviewed on May 29, 2025

Best Western Heartland Inn
Gateway Inn

Gateway Inn

2.5 out of 5
1320 S Hamilton St, Sullivan, IL
  • 13 min drive from Lake Shelbyville
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 ...
8.2/10 Very Good! (61 reviews)
"It was a quiet place to stay . Lots to do in area . We enjoyed our stay . The owner was very accommodating ."

Reviewed on Jun 1, 2025

Gateway Inn
Spillway Motel

Spillway Motel

2 out of 5
1295 County Highway 6, Shelbyville, IL
  • 18 min drive from Lake Shelbyville
Stay at this motel in Shelbyville. Enjoy free WiFi, free parking, and room service. Popular attractions Lake Shelbyville Beach and Forest Park are located ...
6.4/10 (102 reviews)
Ggood Time
"My wife and I went to the Lake for swimming and fishing. Although the room was not brand new it had everything we wanted. A big Jacuaai Tub / Large fridge / nice shower/ big TV and a comfortable bed. The fishing aand swimming were a walk away. The manager Rene was very helpful/ We will stay there ..."

Reviewed on Jul 7, 2025

Spillway Motel
Relax Inn & Suites

Relax Inn & Suites

2.5 out of 5
4200 Lake Land Blvd., Mattoon, IL
  • 17 min drive from Lake Shelbyville
Stay at this hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meadowview Golf Course and Kinzel Field are located ...
4.8/10 (14 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 67 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 67 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.