Cruce's Cabooses | 660-525-6394 | 781 NE 901 Rd., Windsor, MO 65360

Cruce's CaboosesTwo fully equipped unique railroad cabooses in a beautiful secluded wooded area overlooking a pond. Open from March to November. Enjoy wholesome family fun or a romantic getaway. Ride the Katy Trail on your bicycle or your horse; an on-site corral is available. Each caboose is air conditioned and heated and all linens and towels are provided. Sit around your private campfire in Hobo Holler in the evening and have a continental breakfast before you hit the trail in the morning.

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Farrington Park | (660) 647-3130 | 116 S County Line Rd, Windsor, MO 65360

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Fitzgerel's Nightly Rentals, LLC | 660-525-2059 | 301 W. Benton, Windsor, MO 65360

Fitzgerel's Nightly Rentals, LLCWe have two bedrooms for nightly rentals in our beautiful home, which was built in 1870. You will have access to a kitchenette, shared bathroom, and a very large living room for leisure, games and visiting. You also have access to our backyard with a picnic table, porch swing, fire pit and privacy fence. We are very close to the Katy and Rock Island Trails, and downtown Windsor. Please call or text for more information.

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Katy-Rock Junction | 660-525-2032 | 506 W. Florence, Windsor, MO 65360

Katy-Rock JunctionTent camping, outpost cabins, general store, and bathrooms/showers. Two basic cabins that will sleep four people in each cabin. Garage for locked bicycle storage. View our full page article by Clicking Here.


Kim's Cabins, LLC | 660-351-0905 | 403 Cherry Street, Windsor, MO 65360

Kim's Cabins, LLCKim's Cabins offers four modern cabins; each one sleeps four to seven. Each cabin features WiFi, fully equipped kitchens, heat/AC and tub/shower. Enjoy our picnic tables and fire pits, all in a peaceful setting just steps from the Katy and Rock Island Trails in Windsor. View our full page article by Clicking Here.


The Broken Spoke | 660-525-4193 | 609 Railroad, Windsor, MO 65360

The Broken SpokeWe are a nightly rental that sits on an acre of land only steps from the Katy Trail and only minutes from local restaurants and shopping. We can accommodate up to six in the house, we have options for larger groups upon request, as well as extended stay rates. 1-2 guests $100/night and up to 6 guests $125/night (Holiday rates may apply)

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Windsor Crossroads Motel | 660-647-2151 | 606 N. Main, Windsor, MO 65360

Windsor Crossroads MotelNewly remodeled motel, easy to get to on 52 Highway. Wireless internet and Dish TV, fridge and microwave provided. Smoke free, no pets


Windsor Quarter House by Sur le vélo LLC | 573-575-8117 | 500 E. Benton St., Windsor, MO 65360

Windsor Quarter House by Sur le vélo LLCOwners: Adam Pousson and Crystal Monteleone

Bed and breakfast catering to cyclists and adventure vacationers.

Sur le Vélo, it means "on the bike".