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Top Windsor hotels

Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub

Sullivan IL
$252 nightly
The price is $253 total per night from Jun 1 to Jun 2
$253 total
Jun 1 - Jun 2
Total with taxes and fees
This vacation home includes a garden and laundry facilities.
"Relaxing,secluded, and peaceful is how I would describe the property. Would stay again."

Reviewed on May 7, 2026

Opens in a new windowPrairieview Cabin - with Hot Tub
Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

3 out of 5
100 Coles Centre Parkway Mattoon IL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from Jun 4 to Jun 5
$145 total
Jun 4 - Jun 5
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Free self parking, a 24-hour business center, and a snack bar/deli are also offered.
"Great location a bit off interstate and between Mattoon and Charleston — just 10 minutes to Eastern Illinois University and IHSA state track meet. Staff couldn’t have been more welcoming. I’m thinking of night desk clerk Jake and the nice lady who worked at breakfast last Saturday. Also a well-stocked ..."

Reviewed on May 28, 2026

Opens in a new windowHilton Garden Inn Mattoon, Il
The Shelby Inn

The Shelby Inn

2.5 out of 5
816 W Main Street Shelbyville IL
$116 nightly
The price is $126 total per night from Jun 23 to Jun 24
$126 total
Jun 23 - Jun 24
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, barbecue grills, and a virtual front desk are also on ...
"My room was very clean. The staff was very quick at answering my questions. Parking was great. The heat and air conditioner worked great when I needed to use them. I really enjoyed my stay in Shelbyville."

Reviewed on May 20, 2026

Opens in a new windowThe Shelby Inn
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
Fully refundable
$94 nightly
The price is $106 total per night from Jun 28 to Jun 29
$106 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business ...
"Room was clean and spacious. Breakfast was very good. Had biscuits with sausage gravy (most others only have the gravy). Air conditioning was very quiet. Hot water could have been a little hotter."

Reviewed on May 27, 2026

Opens in a new windowComfort Suites Mattoon East
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

2.5 out of 5
4922 Paradise Rd Mattoon IL
Fully refundable
$99 nightly
The price is $109 total per night from Jun 8 to Jun 9
$109 total
Jun 8 - Jun 9
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
"Very friendly and helpful staff. Clean rooms and very convenient location. Nice outdoor pool that looked well maintained even though we didn’t use it. Breakfast was typical hotel stuff. I would definitely stay here again if I’m in the area."

Reviewed on May 24, 2026

Opens in a new windowQuality Inn & Suites Mattoon South
Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University

2.5 out of 5
206 Mcfall Rd Mattoon IL
Fully refundable
$91 nightly
The price is $102 total per night from Jun 17 to Jun 18
$102 total
Jun 17 - Jun 18
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free ...
"Nice and clean"

Reviewed on May 15, 2026

Opens in a new windowClarion Pointe Mattoon near University
Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from May 31 to Jun 1
$94 total
May 31 - Jun 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express ...
"Overall, it was a clean, quiet place. It was the first time we stayed there. It looked like it was just remodeled. Everything was in like new condition, the has been painted and looked good. It's located really close to any kind of food you would want. We would stay again when I'm in the area."

Reviewed on May 26, 2026

Opens in a new windowBest Western Heartland Inn
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr Mattoon IL
Fully refundable
$101 nightly
The price is $113 total per night from May 31 to Jun 1
$113 total
May 31 - Jun 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour ...
"This was supposedly a 9.2 star hotel. Ha! 6 at best... first off I specifically go to hotels for the largest room and the pool period. As soon as I got to the hotel theres a sign saying the pool is closed (the whole reason I booked this place) and it had been closed for some time apparently. Get ..."

Reviewed on May 25, 2026

Opens in a new windowHoliday 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
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Jun 8 to Jun 9
$75 total
Jun 8 - Jun 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"Beds were terrible. No refrigerators or microwaves in rooms."

Reviewed on May 10, 2026

Opens in a new windowSuper 8 by Wyndham Mattoon
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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 Hotel & Travel Guide\n

You will find there aren't any Travelocity-listed options within Windsor itself. There's no need to panic, because about 7 places to stay are available within driving distance from Windsor.

The nearest Travelocity hotel is the Holiday Inn Express & Suites Mattoon, Illinois, which lies 14 miles (23 kilometers) from the heart of downtown Windsor. Alternatively, you could head to the Comfort Suites Mattoon, located in Illinois, which is 15 miles (24 kilometers) from the town center.

The Quality Inn & Suites can be found about 10 miles (17 kilometers) from the city center of Windsor. Or, alternatively, the Baymont Inn and Suites of Mattoon can be found approximately 15 miles (24 kilometers) away. Two other accommodation options in the region are the Super 8 Mattoon as well as the Days Inn Mattoon.

If time is on your side, why not get to know the many delights to be found in Southern Illinois while you're in Windsor? Spend time at Southern Illinois's farms and also relish its rural landscapes, rolling hills and prairies. Common things to do in this corner of United States of America include rock climbing, hiking and abseiling.

The nearest accommodations in Effingham include Mattoon and Charleston. Mattoon is 12 miles (20 kilometers) to the east of Windsor, while Charleston is 20 miles (36 kilometers) to the east. Mattoon hotels are the Hampton Inn Mattoon and Motel 6 Mattoon IL. The McGrady Inn and Unique Suites Hotel are a selection of the places to stay in Charleston.

Give yourself a serving of local sport by taking a trek to State Farm Center, which can be found 50 miles (79 kilometers) to the north of Windsor. Travelocity customers that enjoy the ease of finding accommodation in the neighborhood, reserve a room in the Hyatt Place Champaign-Urbana or Homewood Suites by Hilton Champaign-Urbana.

For wise travelers flying to Windsor, a logical gateway is Decatur Airport. The nearest Travelocity-listed room is Hawthorn Suites by Wyndham Decatur.

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 $75. 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 61 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

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Great location a bit off interstate and between Mattoon and Charleston — just 10 minutes to Eastern Illinois University and IHSA state track meet. Staff couldn’t have been more welcoming. I’m thinking of night desk clerk Jake and the nice lady who worked at breakfast last Saturday. Also a well-stocked bar in the lobby and a fire pit out front."
A verified traveler stayed at Hilton Garden Inn Mattoon, Il
Hilton Garden Inn Mattoon, Il

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