Deals on vacations and trips to Windsor

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Windsor flight + hotel vacation packages

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Hawthorn Extended Stay by Wyndham Decatur

Hawthorn Extended Stay by Wyndham Decatur

3 out of 5
Price was $634, price is now $624 per person
$624
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip flight included
New Orleans (MSY) to Decatur (DEC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Locust housing

Locust housing

2 out of 5
Price was $1,451, price is now $1,373 per person
$1,373
per person
Oct 2 - Oct 4
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Decatur (DEC)
This hotel features a virtual front desk. Take advantage of the free self parking.
Baymont by Wyndham Decatur IL North

Baymont by Wyndham Decatur IL North

2 out of 5
Price was $698, price is now $672 per person
$672
per person
Oct 2 - Oct 4
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Sleep Inn Decatur I-72

Sleep Inn Decatur I-72

2.5 out of 5
Price was $693, price is now $680 per person
$680
per person
Oct 2 - Oct 4
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Decatur (DEC)
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a picnic area are also on offer.
Decatur Conference Center & Hotel

Decatur Conference Center & Hotel

2.5 out of 5
Price was $687, price is now $675 per person
$675
per person
Oct 2 - Oct 4
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Top Windsor hotels deals

Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon

2 out of 5
205 Mcfall Rd Mattoon IL
Get rates
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.
Breakfast included
Parking included
Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
Free Cancellation
$86 nightly
The price is $96 total per night
$96 total
Sep 30 - Oct 1
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
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
$88 nightly
The price is $99 total per night
$99 total
Sep 10 - Sep 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 laundry service. There's a gym on site, and concierge services and free newspapers are also offered.
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
$91 nightly
The price is $101 total per night
$101 total
Sep 30 - Oct 1
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
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
$98 nightly
The price is $110 total per night
$110 total
Sep 30 - Oct 1
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
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
$127 nightly
The price is $141 total per night
$141 total
Sep 7 - Sep 8
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
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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 $624. 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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