Windsor, MO

Travel Guide

Windsor Crossroads Motel

Windsor Crossroads Motel

2.5 out of 5
606 North Main Street Windsor MO
$70 nightly
The price is $76 total per night from Dec 3 to Dec 4
$76 total
Dec 3 - Dec 4
Total with taxes and fees
Stay at this motel in Windsor. Enjoy free parking, daily housekeeping, and a picnic area.
Windsor Crossroads Motel
Parkfield Inn

Parkfield Inn

2.5 out of 5
506 Kansas Ave Clinton MO
$117 nightly
The price is $132 total per night from Nov 8 to Nov 9
$132 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Clinton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,002 reviews)
"Place is a decently quiet and clean hotel. Limited options in Clinton. Basic but good"

Reviewed on Nov 5, 2026

Parkfield Inn
Econo Lodge Truman Inn

Econo Lodge Truman Inn

2 out of 5
3501 W Broadway Blvd Sedalia MO
$70 nightly
The price is $80 total per night from Dec 1 to Dec 2
$80 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Sedalia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Daum Museum of Contemporary Art ...
5.8/10 (878 reviews)
"If you want to save money, stay here. If you want to be right by Walmart an a couple restaurants , stay here . For the price you save don't except all the extras . The pool is not heated. The Jacuzzi could've been hotter. Some of the things that you might be used to they do not have . No coffee pot ..."

Reviewed on Nov 3, 2026

Econo Lodge Truman Inn
See all 236 properties in Windsor
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.
Hickory Hollow Resort

Hickory Hollow Resort

2 out of 5
158 SE Hwy PP Clinton MO
Stay at this cabin in Clinton. Enjoy free parking, an outdoor pool, and hiking/biking on site.
8.2/10 Very Good! (27 reviews)
"Lo único que no me gustó fue el olor que hay dentro, tiene mucha humedad."

Reviewed on Nov 2, 2026

Hickory Hollow Resort
Tremendous 3-bedroom townhome with close to Cave Hollow Park in Warrensburg

Tremendous 3-bedroom townhome with close to Cave Hollow Park in Warrensburg

Warrensburg MO
Stay at this vacation home in Warrensburg. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Cave Hollow Park and Blind Boone Park are located ...
10/10 Exceptional! (8 reviews)
"Overall good property to rent with close access to park and trails. Kitchen was nice with all essentials available. Easy check in and out. Easy access to town. Would rent again!"

Reviewed on Nov 3, 2026

Tremendous 3-bedroom townhome with close to Cave Hollow Park in Warrensburg
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

Warsaw MO
Book a stay at this family-friendly vacation home in Warsaw. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lost Valley Hatchery and ...
10/10 Exceptional! (92 reviews)
"Great place for a big group. Plenty of room to get together and to spread out."

Reviewed on Nov 1, 2026

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
See all properties in Windsor
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

When is the best time to visit Windsor?
The best time to visit Windsor is from May through September. This period typically offers pleasant weather for travelers to enjoy the destination. For fewer crowds and better value, the months of November through February are a good option, offering a quieter experience.
What cuisines can you find in Windsor?
In Windsor, you can find Thai cuisine, with dishes like Pad Thai, Green Curry, and Tom Yum Soup. Travelers can also enjoy Italian, Mexican, and other Asian options such as Chinese and Indian. The area also offers coffee shops and various pubs and lounges.
Can I book a refundable hotel in Windsor?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Windsor by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Windsor with Expedia?
Expedia makes it easier to plan your Windsor trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Windsor?
The best choice depends on your travel style. Hotels in Windsor can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Windsor trip on Expedia?
Once you've booked your Windsor trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Windsor trip?
Expedia offers customer support before, during, and after your Windsor trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Windsor?
If it's your first trip to Windsor, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Windsor hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Windsor hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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