Windsor Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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

Suite Dreams Motel By Capital O Mattoon I - 57

Suite Dreams Motel By Capital O Mattoon I - 57
2.5 star property
Mattoon
7.4 out of 10, Good, (540)
"Great place to stay"
United States
Melissa
The price is €69
includes taxes & fees
4 Jan - 5 Jan 2026
Suite Dreams Motel By Capital O Mattoon I - 57

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, (752)
"We just checked into our room but pleased with it"
United States
Penny
The price is €78
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Mattoon by IHG

Best Western Heartland Inn

Best Western Heartland Inn
2.5 star property
Mattoon
8.2 out of 10, Very good, (553)
"Clean room, comfortable beds, good breakfast selection, and friendly front desk staff. "
United States
Cristy
The price is €73
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Heartland Inn

Comfort Suites Mattoon East

Comfort Suites Mattoon East
2.5 star property
Mattoon
8.8 out of 10, Excellent, (884)
"We found the room in excellent condition."
United States
Thomas
The price is €78
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Suites Mattoon East

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (211)
"Very nice place to stay."
United States
Pam
The price is €123
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Mattoon, Il

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
The price is €76
includes taxes & fees
25 Jan - 26 Jan 2026
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
The price is €72
includes taxes & fees
8 Jan - 9 Jan 2026
Clarion Pointe Mattoon near University

Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon
2.0 star property
Mattoon
7.4 out of 10, Good, (704)
"Very clean and very friendly staff "
United States
Holly
The price is €55
includes taxes & fees
15 Jan - 16 Jan 2026
Super 8 by Wyndham Mattoon

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
The price is €76
includes taxes & fees
25 Jan - 26 Jan 2026
Gateway Inn

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
The Shelby Inn

Spillway Motel

Spillway Motel
2.0 star property
Shelbyville
6.4 out of 10, (107)
"Price is good for an overnight stay"
United States
Carla
The price is €48
includes taxes & fees
3 Jan - 4 Jan 2026
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
The price is €61
includes taxes & fees
5 Jan - 6 Jan 2026
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

More cheap stays in Windsor

Frequently asked questions

What's the best place to stay in Windsor?
Located 14.6 mi (23.6 km) from the heart of Windsor, Comfort Suites Mattoon East is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Holiday Inn Express & Suites Mattoon by IHG and Hilton Garden Inn Mattoon, Il. See all available top hotels, or vacation rentals in Windsor.
What are some of the best holiday rentals that Windsor has to offer?
Cozy Refurbished Cottage Near Lake Shelbyville - Pet & Boat Friendly: This holiday home rental outside of Windsor is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly. See all vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What is staying in Windsor like?
Visitors can enjoy all that Windsor has to offer, including the restaurants and shopping. There are 73 hotels and other accommodation options in the surrounding area. Find out more about Windsor.
What are the top places to visit in Windsor?
Places to visit in the wider area include Lake Shelbyville, Lake Shelbyville Beach and Meadowview Golf Course. You'll also find Wolf Creek State Park and Mattoon City Hall in the area. Take a look at what more there is to see and do in Expedia's Windsor guide.
What's the seasonal weather in Windsor?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Windsor is 1182 mm.

Explore a world of travel with Expedia