Book Cheap Hotels in Windsor

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Check hotel availability in Windsor

Tonight
Check prices in Windsor for tonight, Dec 13 - Dec 14
Dec 13 - Dec 14
Tomorrow night
Check prices in Windsor for tomorrow night, Dec 14 - Dec 15
Dec 14 - Dec 15
Next weekend
Check prices in Windsor for next weekend, Dec 19 - Dec 21
Dec 19 - Dec 21

Most frequently booked Windsor hotels

Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
Free cancellation
Reserve now, pay when you stay
23.56 km from city centre
The price is CA $116 per night
CA $116
CA $130 total
Dec 25 - Dec 26
includes taxes & fees
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 rooms in our reviews. Popular attractions Mattoon Peterson Park and Kinzel Field are located nearby.
Pool
Breakfast included
Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

3 out of 5
100 Coles Centre Parkway Mattoon IL
Free cancellation
Reserve now, pay when you stay
24.92 km from city centre
The price is CA $175 per night
CA $175
CA $194 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this 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. Popular attractions Mattoon Peterson Park and Kinzel Field are located nearby.
Pool
Pet-friendly
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr Mattoon IL
Free cancellation
23 km from city centre
The price is CA $113 per night
CA $113
CA $126 total
Dec 21 - Dec 22
includes taxes & fees
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. Popular attractions Mattoon Peterson Park and Kinzel Field are located nearby.
Pool
Breakfast included
Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
Free cancellation
Reserve now, pay when you stay
23.65 km from city centre
The price is CA $111 per night
CA $111
CA $125 total
Dec 18 - Dec 19
includes taxes & fees
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. Popular attractions Mattoon Peterson Park and Kinzel Field are located nearby.
Breakfast included
Pet-friendly
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

2.5 out of 5
4922 Paradise Rd Mattoon IL
Free cancellation
Reserve now, pay when you stay
18.49 km from city centre
The price is CA $118 per night
CA $118
CA $131 total
Dec 28 - Dec 29
includes taxes & fees
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 rooms in our reviews. Popular attractions Meadowview Golf Course and Kinzel Field are located nearby.
Pool
Breakfast included
Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon

2 out of 5
205 Mcfall Rd Mattoon IL
Free cancellation
Reserve now, pay when you stay
23.54 km from city centre
The price is CA $83 per night
CA $83
CA $93 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Mattoon Peterson Park and Kinzel Field are located nearby.
Breakfast included
Parking included
Suite Dreams Motel By Capital O Mattoon I - 57

Suite Dreams Motel By Capital O Mattoon I - 57

2.5 out of 5
300 Broadway Avenue East Mattoon IL
Free cancellation
Reserve now, pay when you stay
21.88 km from city centre
The price is CA $90 per night
CA $90
CA $112 total
Dec 14 - Dec 15
includes taxes & fees
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 rooms in our reviews. Popular attractions Mattoon Peterson Park and Kinzel Field are located nearby.
Breakfast included
Pet-friendly
Gateway Inn

Gateway Inn

2.5 out of 5
1320 S Hamilton St Sullivan IL
Free cancellation
Reserve now, pay when you stay
16.03 km from city centre
The price is CA $108 per night
CA $108
CA $120 total
Dec 18 - Dec 19
includes taxes & fees
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 nearby.
Parking included
Free WiFi
The Shelby Inn

The Shelby Inn

2.5 out of 5
816 W Main Street Shelbyville IL
Free cancellation
Reserve now, pay when you stay
18.26 km from city centre
Get rates
Stay at this motel in Shelbyville. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Forest Park and Lake Shelbyville Beach are located nearby.
Parking included
Free WiFi
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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.

Windsor hotels essential information

Accommodation
72 hotels
Lowest Price
CA $93
Highest Price
CA $194
Popular hotels
Comfort Suites Mattoon East, Hilton Garden Inn Mattoon, Il, Holiday Inn Express & Suites Mattoon by IHG, Best Western Heartland Inn, Quality Inn & Suites Mattoon South, Super 8 by Wyndham Mattoon, Suite Dreams Motel By Capital O Mattoon I - 57, Gateway Inn, The Shelby Inn

Frequently asked questions

What are the top kid-friendly hotels in Windsor?
Family getaways are where treasured memories are made, but it's no secret that traveling with young ones can be stressful. These kid-friendly Windsor hotels come with perks that aim to keep young and old alike relaxed and happy: The entire crew will enjoy staying at Moose Cabin. A fireplace and a barbecue grill are a few of the things that help make this place an appealing option. Otherwise, spend your Windsor getaway at Moose Cottage. Take advantage of a firepit, free WiFi and more here.
Where can I find cheap hotels in Windsor?
At Travelocity you'll find really nice hotels in Windsor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windsor rather than in Windsor. We may find you even better rates, too.
How do I find the best Windsor hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Windsor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Windsor?
The cheapest hotel in Windsor is CA $93 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Windsor?
There are 72 hotels in Windsor on Travelocity.
What are the best hotels in Windsor?
Windsor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windsor for you!
When is the best time to visit Windsor?
If you want the joy of a fun-filled trip in peak season, visit Windsor during May, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Windsor?
Based on historic data is usually the cheapest month to visit Windsor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Windsor?
There are multiple hotels in Windsor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windsor. We have plenty of kid-friendly hotels in Windsor to choose from on Travelocity!
Why book a hotel in Windsor through Travelocity?
Because we have the top hotels in Windsor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Windsor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Windsor hotel reviews by fellow wanderers

Comfort Suites Mattoon East

Comfort Suites Mattoon East

5 out of 5
Posted 7 days ago
Travelocity Verified Review
"We found the room in excellent condition."
A verified traveller from Warsaw stayed at Comfort Suites Mattoon East
Comfort Suites Mattoon East

Areas of Windsor