Windsor Vacation Packages

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Your Windsor Vacation

When a getaway to the city is calling your name, answer it with a Windsor vacation package. With all your travel arrangements under control before you go, all you have to do here is focus on having the time of your life. Fill your trip to Windsor with tours of its big-hitting attractions. First stop? Make a beeline for Wolf Creek State Park. Whoever you're traveling with and whatever your bank balance, your ultimate Windsor vacation is just a few clicks away with Expedia.

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Windsor Hotel Deals

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
The price is CA $134 per night from May 31 to Jun 1
CA $134
CA $150 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (578 reviews)
"Great staff and queiet"

Reviewed on May 18, 2026

Best Western Heartland Inn
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
The price is CA $128 per night from Jun 14 to Jun 15
CA $128
CA $143 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (948 reviews)
"Bathtub drain was so slow I was in standing water during my shower. Seems to be a common issue with many hotels. Rest of stay was clean and comfortable."

Reviewed on May 17, 2026

Comfort Suites Mattoon East
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
The price is CA $139 per night from May 31 to Jun 1
CA $139
CA $155 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (787 reviews)
"I I always picked a holiday Inn. But who ever wan this one. Seriously needs to be ashamed of themselves. For a suite to have stained carpets. A leaking air conditioner with a wet rug and 2 lights ! Do you guys punish ani al owners. I’ve stayed in such a dump. Corporate needs to take that hotel away ..."

Reviewed on May 19, 2026

Holiday Inn Express & Suites Mattoon by IHG
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.