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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Windsor

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, (551)
"Clean room, comfortable beds, good breakfast selection, and friendly front desk staff. "
United States
Cristy
$81 nightly
The price is $90
Dec 18 - Dec 19
Total with taxes and fees
Best Western Heartland Inn
Exterior
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 21 - Dec 22
Total with taxes and fees
Holiday Inn Express & Suites Mattoon by IHG
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
$108 nightly
The price is $118
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Shelby Inn
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
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
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
Private kitchen
Relax Inn & Suites

Relax Inn & Suites

Relax Inn & Suites
2.5 star property
Mattoon
6.0 out of 10, (20)
"Yes"
United States
douglas
$66 nightly
The price is $73
Dec 31 - Jan 1, 2026
Total with taxes and fees
Relax Inn & Suites
Reception
Suite Dreams Motel By Capital O Mattoon I - 57

Suite Dreams Motel By Capital O Mattoon I - 57

Suite Dreams Motel By Capital O Mattoon I - 57
2.5 star property
Mattoon
7.2 out of 10, Good, (536)
"Great place to stay"
United States
Melissa
$83 nightly
The price is $91
Dec 14 - Dec 15
Total with taxes and fees
Suite Dreams Motel By Capital O Mattoon I - 57
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 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Mattoon, Il
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, (867)
"Nice little hotel. Our kids lived the pool. Rooms were nice and clean."
United States
Danielle
$86 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
Clarion Pointe Mattoon near University
Reception
Gateway Inn

Gateway Inn

Gateway Inn
2.5 star property
Sullivan
8.4 out of 10, Very Good, (77)
"Checking in was a breeze, and very friendly staff. Motel is older but definitely clean. "
United States
Lisa
$75 nightly
The price is $84
Dec 26 - Dec 27
Total with taxes and fees
Gateway Inn
View from property
Spillway Motel

Spillway Motel

Spillway Motel
2.0 star property
Shelbyville
6.4 out of 10, (106)
"Price is good for an overnight stay"
United States
Carla
$52 nightly
The price is $57
Dec 30 - Dec 31
Total with taxes and fees
Spillway Motel
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
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
Interior
Newly Remodeled! Mattoon Room: B4 - Queen

Newly Remodeled! Mattoon Room: B4 - Queen

Newly Remodeled! Mattoon Room: B4 - Queen
Mattoon
10.0 out of 10, Exceptional, (1)
"The location was perfect as it was only 11 minutes to Eastern IL Univ. The directions sent to enter the property was clear and easy to understand. Room clean and free of odor. Several chain and local restaurants nearby. "
United States
LaTonya G.
$68 nightly
The price is $74
Dec 14 - Dec 15
Total with taxes and fees
Newly Remodeled! Mattoon Room: B4 - Queen
Interior
Newly Remodeled! - A4 Queen Rm Private Bathroom, Shared Shower (Lockable)

Newly Remodeled! - A4 Queen Rm Private Bathroom, Shared Shower (Lockable)

Newly Remodeled! - A4 Queen Rm Private Bathroom, Shared Shower (Lockable)
Mattoon
8.0 out of 10, Very Good, (1)
"I stayed at this hotel for 3 nights while on a travel assignment and it was perfect for the price! The only thing that would have made it even better for a travel nurse that works night shift and sleeps during the day is to have some type of curtains up to keep the sun out while sleeping and a sitting table or desk to eat at otherwise it’s was perfect to just sleep which is what I really needed it for!! It had a microwave, fridge, sink and toilet in the room and a shared shower outside of the...
United States
Clarinda
$63 nightly
The price is $64
Dec 15 - Dec 16
Total with taxes and fees
Newly Remodeled! - A4 Queen Rm Private Bathroom, Shared Shower (Lockable)
Fridge, microwave, oven, stovetop
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Mattoon
10.0 out of 10, Exceptional, (1)
"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."
United States
Chad S.
$248 nightly
The price is $263
Dec 14 - Dec 15
Total with taxes and fees
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Interior
Newly Remodeled! B5 - Two Room Suite, King & Queen

Newly Remodeled! B5 - Two Room Suite, King & Queen

Newly Remodeled! B5 - Two Room Suite, King & Queen
Mattoon
8.0 out of 10, Very Good, (1)
"The rooms were clean as described and very plain as pictured. The only thing s missing is a desk and chair and a place to hang clothes. "
United States
Michael G.
$86 nightly
The price is $94
Dec 15 - Dec 16
Total with taxes and fees
Newly Remodeled! B5 - Two Room Suite, King & Queen
Exterior
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Cozy Country Cabin - Sleeps 6 - with Hot Tub

Cozy Country Cabin - Sleeps 6 - with Hot Tub
2.0 star property
Sullivan
10.0 out of 10, Exceptional, (23)
"Great place! "
United States
Luis G.
$255 nightly
The price is $270
Dec 15 - Dec 16
Total with taxes and fees
Cozy Country Cabin - Sleeps 6 - with Hot Tub
Fridge, microwave, oven, stovetop
Eagle's Nest near Eagle Creek State Park

Eagle's Nest near Eagle Creek State Park

Eagle's Nest near Eagle Creek State Park
Findlay
9.4 out of 10, Exceptional, (16)
"Amazing host and property. "
United States
Nicholas K.
$203 nightly
The price is $215
Dec 14 - Dec 15
Total with taxes and fees
Eagle's Nest near Eagle Creek State Park
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

Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

10/10 Excellent
"Clean room. Low water pressure in sink. Shower seemed ok. Breakfast was good."
Rick 1-night trip
Posted 5 days ago
Quality Inn & Suites Mattoon South

Find out more about Windsor

Windsor B&B information

Number of reviews
5,725
Accommodation
0 B&B
Lowest Price
$57
Highest Price
$356

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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