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Recommended hotels in Windsor

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Holiday Inn Express & Suites Mattoon by IHG

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, (747)
"Good location "
United States
Matthew
$82 nightly
The price is $92
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Mattoon by IHG
Lobby
Best Western Heartland Inn

Best Western Heartland Inn

Best Western Heartland Inn
2.5 star property
Mattoon
8.2 out of 10, Very Good, (550)
"Clean room, comfortable beds, good breakfast selection, and friendly front desk staff. "
United States
Cristy
$81 nightly
The price is $90
Dec 14 - Dec 15
Total with taxes and fees
Best Western Heartland Inn
Property amenity
Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (206)
"Very nice place to stay."
United States
Pam
$127 nightly
The price is $141
Dec 18 - Dec 19
Total with taxes and fees
Hilton Garden Inn Mattoon, Il
Lobby
Comfort Suites Mattoon East

Comfort Suites Mattoon East

Comfort Suites Mattoon East
2.5 star property
Mattoon
8.8 out of 10, Excellent, (877)
"We found the room in excellent condition."
United States
Thomas
$84 nightly
The price is $94
Dec 25 - Dec 26
Total with taxes and fees
Comfort Suites Mattoon East
Outdoor dining
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
Sullivan
10.0 out of 10, Exceptional, (49)
"This is a great location for a weekend getaway !"
United States
Julie M.
$336 nightly
The price is $356
Dec 15 - Dec 16
Total with taxes and fees
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
BBQ/picnic area
The Shelby Inn

The Shelby Inn

The Shelby Inn
2.5 star property
Shelbyville
8.8 out of 10, Excellent, (130)
"Room was clean and host was very accommodating. Would highly recommend. "
United States
Ann Marie
$117 nightly
The price is $128
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Shelby Inn
Lobby
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South
2.5 star property
Mattoon
8.6 out of 10, Excellent, (781)
"Will stay here again "
United States
Jayne
$84 nightly
The price is $93
Dec 25 - Dec 26
Total with taxes and fees
Quality Inn & Suites Mattoon South
Fridge, microwave, oven, stovetop
Brickway Retreat

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (40)
"This house was perfect! Very clean, beautifully decorated and very cozy. So many nice extras. Because of bad weather we had to modify our stay and we were very grateful that the hosts were able to accommodate us. We would absolutely stay here again. "
United States
Shari
$170 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
Brickway Retreat
Lobby
Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University
2.5 star property
Mattoon
8.4 out of 10, Very Good, (866)
"Nice little hotel. Our kids lived the pool. Rooms were nice and clean."
United States
Danielle
$85 nightly
The price is $95
Dec 25 - Dec 26
Total with taxes and fees
Clarion Pointe Mattoon near University
Studio Suite, 1 King Bed, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon
2.0 star property
Mattoon
7.4 out of 10, Good, (703)
"Very clean and very friendly staff "
United States
Holly
$62 nightly
The price is $69
Jan 4 - Jan 5, 2026
Total with taxes and fees
Super 8 by Wyndham Mattoon
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.
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Top Windsor Hotel Reviews

Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University

10/10 Excellent
"I was so impressed and pleased with my stay at Clarion Pointe Mattoon. From our check in until our departure, the staff was very kind and helpful. Our room was so clean and updated. We stayed 2 nights and it was a very peaceful experience. We have stayed down the road at the pricier hotel and this stay was comparable to it, only the price was better! If I had to have something to mention, the exhaust fan in the bathroom does not have its own control. "
Pam 2-night trip
Posted 1 month ago
Clarion Pointe Mattoon near University

Frequently asked questions

Are you looking for a luxury hotel for your Windsor vacation?
Use Expedia and let us help you arrange a flight to Decatur, IL (DEC) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Windsor offers.
When can I expect good weather in Windsor?
Planning for the weather is an important factor for making your trip to Windsor a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Windsor is 47 inches.
What's there to see and do in Windsor?
Enjoy Windsor and visit Wolf Creek State Park, Lake Shelbyville, and Lake Shelbyville Beach. If you have a bit of extra time while you're in the area, you might want to check out Eagle Creek State Park and Mattoon City Hall.

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