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.

  • Jesse Crain Farm, Windsor, Mo
  • 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
  • Doug & Brandon Landsberg
  • 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
  • Fall Sunrise
  • 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
  • Reflections
  • 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
  • Doris Tilman's Rainbow
  • Amish in a Snowstorm

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!

The Windsor Area Chamber of Commerce meets the second Wednesday of every month for a luncheon. Our next luncheon is July 10, 2024. The cost of the luncheon is $13.00. We meet at the Windsor Assembly of God Church located at 300 North County Line Road in Windsor. We need to know by the end of business day Monday, July 8th if you plan to attend. You may sign up in reply to the email invitation and pay at the door, or by clicking on the RSVP link below. If you would... Read More
  • Rock Island Spur
  • Katy Trail SFB 2
  • Katy Trail SFB
  • Windsor Sign on Trail
  • East Fork Tebo Creek
  • Deer on Trail
  • Snow Covered trail
  • Katy Trail Bridge over Rock Island Spur
  • Snow Covered Bridge
  • Katy Bridge looking down, onto Rock Island Spur heading East to St Louis.
  • 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
  • Overlooking Trail