Welcome to Windsor, Missouri, the crossroad where the Katy Trail and the Rock Island Spur intersect and is also the Northern Gateway to Truman Lake. Our area is home to great restaurants, inviting places to stay and a large Amish community with bulk stores, greenhouse and other services open to the public. The Windsor Area Chamber of Commerce is here to serve you and the truly remarkable businesses we represent. You can find chamber members by name or category by using the Membership dropdown in the site menu.

  • Reflections
  • 16th Annual Kid's Fishing Derby
  • Sunset at Farrington Park
  • Somewhere Over the Fogbow!
  • Kim's Sky
  • Kims's Sky
  • Farrington Park Ground View
  • Pink Sunrise
  • Downtown Windsor
  • A Windsor Sunset on Main Street
  • Light vs. Dark
  • Fall Sunrise
  • Broken Spoke Nightly Rentals
  • Kim's Cabins, LLC
  • Amish School
  • Winter Wonderland
  • Sky over Farrington Park
  • Kathy O'Dell
  • Beauty of The Storm
  • A Foggy Morning
  • Mutts and Manners and More, LLC
  • Doris Tilman's Rainbow
  • Granny Mary's Bed & Breakfast
  • Amish in a Snowstorm
  • Kelly Horner
  • Cinco De Mayo
  • Von Holten ranch
  • Doug & Brandon Landsberg
  • Laurel Oaks
  • Calhoun Hay Field
  • Heron on the Dock at Farrington Park
  • Sunset on the Trail Town
  • Peace
  • A Monet in Missouri
  • Clouds Over the Countryside
  • Sunset at Farrington Park
  • Water on the Farm
  • Winter's Bittersweet
  • Jesse Crain Farm, Windsor, Mo
  • Farrington Park
  • Fog at Farrington Park
  • Our Caboose
  • Dawn in Windsor
  • Farrington Park
  • Big Sky Over Windsor Main Street
  • Purple Sky Over Windsor
  • Blue Star Memorial
  • Henry County R-1 School District
  • Welcome To Windsor

Downtown Windsor at Night

The Katy TrailRock Island Spur

Windsor, MO... Crossroads of the Trails

Windsor, MO, mile marker 248 on the Katy Trail, is the only place where the Katy Trail and the Rock Island Spur of the Katy Trail connect. We welcome visitors from all over the world that enjoy using these beautiful trails. Travelers coming in on either trail will find a comfortable place to rest for the night and a community that thoroughly enjoys and appreciates them being here. We have trail information resources for you here.

A Small town with a big heart!

Due to Covid-19 concerns, the December 9, 2020 Chamber Luncheon has been canceled. This was a difficult decision to make, but the safety and well being of our community members are of the utmost importance to us. Thank you for your understanding. We hope to see you next year at our January Luncheon.

  • Katy Bridge looking down, onto Rock Island Spur heading East to St Louis.
  • Overlooking Trail
  • Rock Island Spur
  • January 24, 2020 Snow
  • January 24, 2020 Snow
  • January 24,2020 Snow
  • January 24,2020 Snow
  • January 24,2020 Snow
  • January 24,2020 Snow
  • Rock Island Spur
  • Snow Covered Bridge
  • Katy Trail Bridge over Rock Island Spur
  • Snow Covered trail
  • Deer on Trail
  • East Fork Tebo Creek
  • Windsor Sign on Trail