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Top Windsor hotels

Cozy Country Cabin - Sleeps 6 - with Hot Tub

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2 out of 5
Sullivan
$253 nightly
The price is $268 total per night from Aug 25 to Aug 26
$268 total
Aug 25 - Aug 26
Total includes taxes and fees
A hot tub is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Bachelorette trip
"We had a small little bachelorette weekend to celebrate our best friend’s wedding in September. It was just three of us and this cabin was so perfect!! The host, area, property, and views were so lovely. We loved the hot tub and the friendly host dog Chase!! We can’t wait to come back again!!"

Reviewed on Jun 28, 2025

Cozy Country Cabin - Sleeps 6 - 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
$135 nightly
The price is $150 total per night from Aug 29 to Aug 30
$150 total
Aug 29 - Aug 30
Total includes 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.
"convenient"

Reviewed on Aug 10, 2025

Hilton Garden Inn Mattoon, Il
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E, Mattoon, IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Sep 4 to Sep 5
$98 total
Sep 4 - Sep 5
Total includes 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 ...
"Nice place"

Reviewed on Aug 17, 2025

Comfort Suites Mattoon East
The Shelby Inn

The Shelby Inn

2.5 out of 5
816 W Main Street, Shelbyville, IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $157 total per night from Sep 18 to Sep 19
$157 total
Sep 18 - Sep 19
Total includes 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 ...
"Good stay. Come for a family baptism."

Reviewed on Jul 20, 2025

The Shelby Inn
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

2.5 out of 5
4922 Paradise Rd, Mattoon, IL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $96 total per night from Sep 7 to Sep 8
$96 total
Sep 7 - Sep 8
Total includes 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 ...
Nice stay
"Check in was fast, staff very nice, room was clean. Great price"

Reviewed on Aug 17, 2025

Quality Inn & Suites Mattoon South
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
$97 nightly
The price is $109 total per night from Sep 7 to Sep 8
$109 total
Sep 7 - Sep 8
Total includes 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. Guests ...
"Good location"

Reviewed on Aug 1, 2025

Holiday Inn Express & Suites Mattoon by IHG
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
$85 nightly
The price is $95 total per night from Aug 25 to Aug 26
$95 total
Aug 25 - Aug 26
Total includes 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 ...
"BW staff were very nice. Room was ok."

Reviewed on Aug 8, 2025

Best Western Heartland Inn
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
$63 nightly
The price is $70 total per night from Aug 31 to Sep 1
$70 total
Aug 31 - Sep 1
Total includes 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 ...
"Thank you ."

Reviewed on Aug 10, 2025

Super 8 by Wyndham Mattoon
Suite Dreams Hotel

Suite Dreams Hotel

2.5 out of 5
300 Broadway Avenue East, Mattoon, IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Aug 21 to Aug 22
$105 total
Aug 21 - Aug 22
Total includes taxes and fees
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
"Perfect location to walk to Bagelfest"

Reviewed on Jul 20, 2025

Suite Dreams Hotel
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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 $70. 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 68 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