Book Windsor Bed & Breakfast

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Windsor

A reception area with a curved counter, a clock, and a sign that reads 'Sole Dreams.'

1. Suite Dreams Hotel

Suite Dreams Hotel
2.0 star property
Mattoon
7.8 out of 10, Good, (18 reviews)
"Extra friendly and helpful staff!"
United States
Tim
$76 nightly
The price is $85
Nov 9 - Nov 10
Total with taxes and fees
Suite Dreams Hotel
A hotel room with a large bed, a separate desk with a chair, a TV, a bathroom with a bathtub, and a window with curtains.

2. Comfort Suites Mattoon East

Comfort Suites Mattoon East
2.5 star property
Mattoon
8.8 out of 10, Excellent, (1,004 reviews)
"Good breakfast ."
United States
David
$86 nightly
The price is $96
Nov 26 - Nov 27
Total with taxes and fees
Comfort Suites Mattoon East
A hotel lobby with a check-in counter, seating area, and a decorative floor pattern.

3. Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South
2.5 star property
Mattoon
8.4 out of 10, Very good, (843 reviews)
"Enjoyed our stay and would stay here again."
United States
Larry
$91 nightly
The price is $100
Nov 26 - Nov 27
Total with taxes and fees
Quality Inn & Suites Mattoon South
A hotel lobby with a dining area, kitchen, and seating.

4. Best Western Heartland Inn

Best Western Heartland Inn
2.5 star property
Mattoon
8.2 out of 10, Very good, (652 reviews)
"Such a great stay! Everything was clean and everyone was so friendly. Will definitely stay again."
United States
Crystal
$89 nightly
The price is $100
Nov 11 - Nov 12
Total with taxes and fees
Best Western Heartland Inn
A reception area with a wooden reception desk, a white wall with a textured pattern, and a sign that reads "Clarion Pointe by Choice Hotels".

5. Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University
2.5 star property
Mattoon
8.4 out of 10, Very good, (937 reviews)
"Good place to stay."
United States
Brad
$88 nightly
The price is $99
Dec 6 - Dec 7
Total with taxes and fees
Clarion Pointe Mattoon near University
A motel with a row of rooms, a covered parking area, and a sunset in the background.

6. Gateway Inn

Gateway Inn
2.5 star property
Sullivan
8.6 out of 10, Excellent, (94 reviews)
"Excellent place to stay for the night"
United States
Michael
$83 nightly
The price is $92
Nov 22 - Nov 23
Total with taxes and fees
Gateway Inn
A modern interior with a bar area, seating, and a large flat-screen TV.

7. Fairfield by Marriott Inn & Suites Mattoon

Fairfield by Marriott Inn & Suites Mattoon
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (38 reviews)
"The front desk was extremely welcoming and the rooms were spacious and clean."
United States
Folake
$116 nightly
The price is $130
Nov 22 - Nov 23
Total with taxes and fees
Fairfield by Marriott Inn & Suites Mattoon
A Hilton Garden Inn with a modern design, featuring a prominent entrance and multiple floors.

8. Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
3.0 star property
Mattoon
9.0 out of 10, Wonderful, (282 reviews)
"Had a great experience"
United States
Maudlyn
$146 nightly
The price is $162
Nov 15 - Nov 16
Total with taxes and fees
Hilton Garden Inn Mattoon, Il
A Holiday Inn Express & Suites hotel with a modern design, featuring a prominent sign and a covered entrance.

9. Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG
2.5 star property
Mattoon
8.0 out of 10, Very good, (849 reviews)
"The staff was friendly. breakfast was great! The elevator and the pool were both not working and our room was drab with some of the furniture in poor repair."
United States
Cynthia
$111 nightly
The price is $124
Nov 24 - Nov 25
Total with taxes and fees
Holiday Inn Express & Suites Mattoon by IHG
A hotel room with two beds, a nightstand, a lamp, a microwave, and framed pictures on the wall.

10. Spillway Motel

Spillway Motel
2.0 star property
Shelbyville
6.6 out of 10, (119 reviews)
"close to the spillway, staff very friendly, the place has seen better days but you find everything you need close by"
United States
mirko
$57 nightly
The price is $62
Dec 1 - Dec 2
Total with taxes and fees
Spillway Motel
A two-story house with a balcony, a porch, and a well-maintained lawn.

11. The Shelby Inn

The Shelby Inn
2.5 star property
Shelbyville
8.8 out of 10, Excellent, (163 reviews)
"SPACIOUS ROOM, EASY PARKING, QUIET & SAFE"
United States
REBECCA A
$112 nightly
The price is $122
Dec 9 - Dec 10
Total with taxes and fees
The Shelby Inn
A hotel room with two beds, a desk, a television, and a refrigerator.

12. Relax Inn & Suites

Relax Inn & Suites
2.5 star property
Mattoon
6.6 out of 10, (30 reviews)
"Good cheap place to stay"
United States
Taylor
$92 nightly
The price is $102
Nov 15 - Nov 16
Total with taxes and fees
Relax Inn & Suites
A spacious kitchen with wooden cabinets, a dishwasher, and a dining area with a table and chairs.

13. Fish, boat, grill, chill, pets, relax

Fish, boat, grill, chill, pets, relax
Sullivan
9.4 out of 10, Exceptional, (72 reviews)
"The house was clean. Beds and couches were very comfortable. Great for our dogs."
United States
Vince S.
$216 nightly
The price is $229
Dec 1 - Dec 2
Total with taxes and fees
Fish, boat, grill, chill, pets, relax
A brick house with a white door, a mailbox, and a wooden porch.

14. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (53 reviews)
"Great place for a stay. Nice amenities and very clean. Would absolutely stay again"
United States
Kevin F.
$156 nightly
The price is $165
Nov 9 - Nov 10
Total with taxes and fees
Brickway Retreat
A residential street with a house featuring a front porch, outdoor seating, and string lights.

15. Cozy, and private apartment near Lake Shelbyville

Cozy, and private apartment near Lake Shelbyville
Shelbyville
9.8 out of 10, Exceptional, (24 reviews)
"Excellent stay. Very nice accommodations. Will absolutely be staying there again the next time we are in town. "
United States
Brandon S.
$109 nightly
The price is $116
Nov 9 - Nov 10
Total with taxes and fees
Cozy, and private apartment near Lake Shelbyville
A kitchen with a marble countertop, stainless steel refrigerator, and wooden cabinets.

16. Eagle's Nest near Eagle Creek State Park

Eagle's Nest near Eagle Creek State Park
Findlay
9.6 out of 10, Exceptional, (26 reviews)
"Me and my family loved this place. Very clean. We enjoyed our stay and would stay again."
United States
terri m.
$225 nightly
The price is $238
Nov 9 - Nov 10
Total with taxes and fees
Eagle's Nest near Eagle Creek State Park
A compact kitchen with wooden cabinets, a refrigerator, a stove, and two bar stools.

17. Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds

Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
Sullivan
9.4 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay. It was close proximity to the beach on Lake Shelbyville and the property was clean."
United States
aubrey m.
$264 nightly
The price is $280
Nov 23 - Nov 24
Total with taxes and fees
Lakeside Haven Come enjoy the relaxing stay next to the Lake with nature sounds
A rustic cabin with a porch, surrounded by a well-maintained lawn and trees.

18. Binion Lodge: Wooded Privacy Near Lake Shelbyville

Binion Lodge: Wooded Privacy Near Lake Shelbyville
Sullivan Township
10.0 out of 10, Exceptional, (20 reviews)
"Very nice and secluded property! Hosts are outstanding as well!"
United States
John
$391 nightly
The price is $406
Nov 23 - Nov 24
Total with taxes and fees
Binion Lodge: Wooded Privacy Near Lake Shelbyville
A modern living room with a flat-screen TV, a sofa, a coffee table, and a ceiling fan.

19. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (47 reviews)
"Very nice place to stay!"
United States
Brandon R.
$243 nightly
The price is $244
Nov 30 - Dec 1
Total with taxes and fees
Prairieview Cabin - with Hot Tub
A house with a porch supported by white columns, a black door with a wreath, and two white rocking chairs.

20. Cozy 1-bedroom with AC and WiFi in charming Shelbyville

Cozy 1-bedroom with AC and WiFi in charming Shelbyville
Shelbyville
8.4 out of 10, Very good, (20 reviews)
"Place was great!"
United States
Robyn J.
$111 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
Cozy 1-bedroom with AC and WiFi in charming Shelbyville
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 reviews in Windsor

A hotel room with a large bed, a separate desk with a chair, a TV, a bathroom with a bathtub, and a window with curtains.
Comfort Suites Mattoon East

Comfort Suites Mattoon East

Comfort Suites Mattoon East
Mattoon

10/10 Excellent

U r consistent
United States
Bernard
Reviewed November 7, 2026
Comfort Suites Mattoon East

Frequently Asked Questions

Searching for B&Bs in Windsor?

If you want to find an accommodation with a small number of rooms and a more personalized environment, a B&B may be the perfect thing for your getaway to Windsor.

Why would you choose a B&B over a traditional hotel room?

Every B&B has a unique charm. Whether it's a picturesque garden or a beautiful breakfast room, the tiny details are what make bed and breakfasts the perfect escape.

What's the best time of year to stay at a B&B in Windsor?

When you're planning your getaway to Windsor, year-round temperatures and rainfall may be important factors to consider. 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.

How can I get to and around Windsor?

Planning your excursions in and around Windsor is easier with these transportation options. Fly into Decatur, IL (DEC), which is located 31 mi (49.9 km) away from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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