Deals on vacations and trips to Windsor

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Windsor flight + hotel vacation packages

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Baymont by Wyndham Decatur IL North

Baymont by Wyndham Decatur IL North

2 out of 5
Price was $715, price is now $704 per person
$704
per person
Aug 14 - Aug 17
found 6 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Decatur (DEC)
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's an indoor pool on site, and laundry facilities and free newspapers are also offered.
Locust housing

Locust housing

2 out of 5
Price was $1,999, price is now $1,804 per person
$1,804
per person
Aug 14 - Aug 17
found 6 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Decatur (DEC)
This hotel features a virtual front desk. Take advantage of the free self parking.
Decatur Conference Center & Hotel

Decatur Conference Center & Hotel

2.5 out of 5
Price was $769, price is now $727 per person
$727
per person
Aug 18 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Decatur (DEC)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Holiday Inn & Suites Decatur-Forsyth by IHG

Holiday Inn & Suites Decatur-Forsyth by IHG

3 out of 5
Price was $833, price is now $813 per person
$813
per person
Aug 14 - Aug 17
found 6 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Decatur (DEC)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Hampton Inn Decatur Mt. Zion

Hampton Inn Decatur Mt. Zion

2.5 out of 5
Price was $835, price is now $820 per person
$820
per person
Aug 14 - Aug 17
found 6 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Decatur (DEC)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Free perks include buffet breakfast, free self parking, and an area shuttle.

Top Windsor hotels deals

Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $89 total per night
$89 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon

2 out of 5
205 Mcfall Rd Mattoon IL
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $75 total per night
$75 total
Jul 20 - Jul 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A safe deposit box is provided and the front desk is staffed around-the-clock.
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

2.5 out of 5
4922 Paradise Rd Mattoon IL
Free Cancellation
$97 nightly
The price is $108 total per night
$108 total
Aug 6 - Aug 7
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
Free Cancellation
$93 nightly
The price is $104 total per night
$104 total
Aug 6 - Aug 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an indoor pool on site, and laundry facilities and free newspapers are also offered.
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr Mattoon IL
Free Cancellation
$79 nightly
The price is $89 total per night
$89 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il

3 out of 5
100 Coles Centre Parkway Mattoon IL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $145 total per night
$145 total
Jul 23 - Jul 24
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Free self parking, a 24-hour business center, and a snack bar/deli are also offered.
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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.

Frequently asked questions

How much are vacation packages to Windsor?
Get ready to be pleasantly surprised — you could find yourself in Windsor for a paltry $704. Here at Travelocity, we save you time and stress with our vacation packages. With hotels, flights and tours all available at our one-stop shop, what's holding you back?
Where can I get the best vacation package deals for Windsor?
For the perfect Windsor package deal, nothing compares to Travelocity. Select from 400 airlines and 1,000,000 properties worldwide to create your ideal adventure — the choice is all yours!
Why should I purchase my Windsor vacation package via Travelocity?
Whether you're planning an epic vacation or a last-minute weekend trip, we have loads of enticing destinations to choose from at a good price. What's more, we provide 24/7 support, high-quality service and a Price Match Guarantee. Save yourself time and money and secure your dream vacation today.
Can I save on my Windsor car rental if I book it with a hotel or flight?
With a Windsor vacation package, you can combine your hotel, car and flight bookings and save a tidy sum. If you want to see the best of this wonderful part of the world, why not start with Busch Stadium? This renowned attraction is 100 mi from Windsor. With your own wheels, you'll be there in no time.
Which airport is best for Windsor?
The main airport is Decatur Airport (DEC). Collect your bags, step out of arrivals and you'll find yourself 30 mi from central Windsor.

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