Deals on vacations and trips to Windsor

Save when you book Windsor package deals

Choose two or more items and save on your trip:

Top Windsor hotels deals

Windsor Crossroads Motel

Windsor Crossroads Motel

2.5 out of 5
606 North Main Street Windsor MO
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $73 total per night
$73 total
Apr 26 - Apr 27
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
Parkfield Inn

Parkfield Inn

2.5 out of 5
506 Kansas Ave Clinton MO
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $132 total per night
$132 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Comfort Inn Sedalia Station

Comfort Inn Sedalia Station

2.5 out of 5
3600 W Broadway Blvd Sedalia MO
Free Cancellation
$112 nightly
The price is $128 total per night
$128 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a lobby fireplace, and dry cleaning are also on offer.
Westbridge Inn and Suites

Westbridge Inn and Suites

2 out of 5
106 S Baird St. Clinton MO
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $101 total per night
$101 total
May 3 - May 4
Total with taxes and fees
This motel 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. There's an outdoor pool on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Econo Lodge Truman Inn

Econo Lodge Truman Inn

2 out of 5
3501 W Broadway Blvd Sedalia MO
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $87 total per night
$87 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like continental breakfast and free self parking.
Best Western State Fair Inn

Best Western State Fair Inn

3 out of 5
3120 S Limit Sedalia MO
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $140 total per night
$140 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-in, and conference space. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
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.

Popular places to visit

Royal Oaks Hospital

Though Royal Oaks Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Windsor while you are here.

Royal Oaks Hospital

Frequently asked questions

How much are vacation packages to Windsor?
Your vacation fantasies can be realized in Windsor from an impressive . Our vacation packages include flights and hotels, so organizing your itinerary will be easy as pie. The only thing you'll need to focus on is having a good time.
How long should my Windsor vacation be?
The majority of travelers lock in a hotel for 2 nights in Windsor. But that doesn't mean you have to do that. How long you spend here all depends on what sorts of things you want to do during your vacation. If you want to discover every nook and cranny of this superb place, treat yourself to another couple of nights (or even longer!).
Where can I get the best vacation package deals for Windsor?
You'll come across an excellent range of Windsor package deals on Travelocity. With 400 air carriers and 1,000,000 properties around the globe, putting together your ideal getaway will be easy.
Why should I purchase my Windsor vacation bundle via Travelocity?
With top-notch service, customer support available 24/7 and some of the most gorgeous escapes around, you'll never wander alone. And if you find a better price, we'll match it. That's our Price Match Guarantee.
Will I save money on my Windsor car rental if I combine it with a hotel or flight?
You most certainly can — combine your car, hotel and flight into a Windsor vacation package and you can save a handsome sum. With so much to see and do in Windsor, that rental vehicle will make it easy to explore. Once you've buckled yourself in, crank up the music and cruise toward Worlds of Fun, an unmissable sight around 70 mi from Windsor.
Where should I stay when visiting Windsor?
Many travelers opt to spend their nights at the Windsor Crossroads Motel. It's a great base for your Windsor escape.

Photos of local treasures

Browse Windsor vacation photos for more inspiration