Windsor Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E, Mattoon, IL
23.56 km from city center
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr, Mattoon, IL
23 km from city center
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Suite Dreams Hotel

Suite Dreams Hotel

2.5 out of 5
300 Broadway Avenue East, Mattoon, IL
21.88 km from city center
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon

2 out of 5
205 Mcfall Rd, Mattoon, IL
23.54 km from city center
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the property ...
Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

3 out of 5
100 Coles Centre Parkway, Mattoon, IL
24.92 km from city center
Stay at this 3-star hotel in Mattoon. Enjoy free parking, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. ...
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

2.5 out of 5
4922 Paradise Rd, Mattoon, IL
18.49 km from city center
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Shelby Inn

The Shelby Inn

2.5 out of 5
816 W Main Street, Shelbyville, IL
18.26 km from city center
Stay at this motel in Shelbyville. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Forest Park and Lake Shelbyville Beach are located ...
Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East, Mattoon, IL
23.65 km from city center
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Gateway Inn

Gateway Inn

2.5 out of 5
1320 S Hamilton St, Sullivan, IL
16.03 km from city center
Stay at this motel in Sullivan. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction The Little Theatre on the Square is located ...
Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University

2.5 out of 5
206 Mcfall Rd, Mattoon, IL
23.62 km from city center
Book a stay at this business-friendly hotel in Mattoon. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Mattoon Peterson Park ...
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, May 16 - Mon, May 18
ORD
O'Hare Intl.
DEC
Decatur
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select United flight, departing Sat, May 16 from O'Hare Intl. to Decatur, returning Mon, May 18, priced at $149 found 6 days ago
United
Sat, May 16 - Mon, May 18
ORD
O'Hare Intl.
DEC
Decatur
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select United flight, departing Sat, May 16 from O'Hare Intl. to Decatur, returning Mon, May 18, priced at $159 found 6 days ago
United
Sat, May 16 - Mon, May 18
ORD
O'Hare Intl.
DEC
Decatur
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select United flight, departing Sat, May 16 from O'Hare Intl. to Decatur, returning Mon, May 18, priced at $170 found 6 days ago
United
Sun, May 17 - Tue, May 19
ORD
O'Hare Intl.
DEC
Decatur
$191 Roundtrip, found 5 days ago
$191
Roundtrip
found 5 days ago
Select United flight, departing Sun, May 17 from O'Hare Intl. to Decatur, returning Tue, May 19, priced at $191 found 5 days ago