Deals on vacations and trips to Windsor

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Windsor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Decatur Conference Center & Hotel

Decatur Conference Center & Hotel

2.5 out of 5
Price was $715, price is now $668 per person
$668
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Hampton Inn Decatur Mt. Zion

Hampton Inn Decatur Mt. Zion

2.5 out of 5
Price was $705, price is now $699 per person
$699
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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

Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
Free Cancellation
$89 nightly
The price is $99 total per night
$99 total
Nov 10 - Nov 11
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. A computer station, dry cleaning, and laundry facilities are also on offer.
Breakfast included
Parking included
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
$101 nightly
The price is $113 total per night
$113 total
Oct 26 - Oct 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.
Breakfast included
Pet friendly
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

2.5 out of 5
4922 Paradise Rd Mattoon IL
Free Cancellation
$93 nightly
The price is $103 total per night
$103 total
Nov 10 - Nov 11
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.
Pool
Breakfast included
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
$89 nightly
The price is $100 total per night
$100 total
Nov 1 - Nov 2
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 laundry service. There's a gym on site, and concierge services and free newspapers are also offered.
Breakfast included
Pet friendly
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
$146 nightly
The price is $162 total per night
$162 total
Oct 25 - Oct 26
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.
Pool
Pet friendly
Fairfield by Marriott Inn & Suites Mattoon

Fairfield by Marriott Inn & Suites Mattoon

3 out of 5
409 SWORDS DRIVE Mattoon IL
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $140 total per night
$140 total
Oct 25 - Oct 26
Total with taxes and fees
An indoor pool is featured at this hotel, along with self parking. Enjoy the free continental breakfast each morning. WiFi in public areas and a safe deposit box are also provided.
Pool
Breakfast included
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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 $668. 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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