American Legion Post 82 | 660-647-5597 | 10341 Hwy 52 E., Windsor, MO 65360

American Legion Post 82The American Legion is the largest and oldest Veteran Service Organization in the nation. Post 82 has been serving the Windsor community for over 100 years. As the creators of the G.I. Bill of Rights and the driving force behind the Veteran's Administration, the American Legion has a long history of protecting the rights of our active duty service men and women and our veterans. Come join us!


Casey's General Store | 660-647-2418 | 500 W. Benton, Windsor, MO 65360

Casey's General StorePizza, sandwiches, drinks, baked goods and fuel. Open 24 hours.


Cinco de Mayo Mexican Restaurant | 660-647-0280 | 109 E. Benton, Windsor, MO 65360

Cinco de Mayo Mexican RestaurantJose and Josefina Paz had a dream for many years... to own their own restaurant. Their dream was realized when they purchased the building at 109 E. Benton in Windsor. Jose and Josefina chose Windsor because they wanted to be in a small, close knit community and get to know their customers. Come in and meet the Paz family and you'll find that Cinco de Mayo is truly a place to unwind, enjoy well-made drinks, eat delicious Mexican food and spend quality time with family and friends.


Dairy Queen | 660-647-3763 | 500 S. Main, Windsor, MO 65360

Dairy QueenOur Dairy Queen is one of the few remaining original concept stores. Established in 1951 by Harold and Helen Wilson, it stayed in the Wilson family until 2014, when Matt and Michelle Paxton purchased the business.

The Paxtons have maintained the tradition set forth by the Wilsons; the Dairy Queen is still a seasonal business and one of the most anticipated days in Windsor is the reopening of the store for the summer season.  It's not spring in Windsor til you've had your favorite Dairy Queen treat!


Judy's Kitchen | 115 East Benton, Windsor, MO 65360

Judy's KitchenJudy's Kitchen is a family owned and operated, non-smoking business. Our tenderloins are hand breaded and made to order! We will have specials Monday, Tuesday, Wednesday and Sunday! We offer a variety of desserts daily! Breakfast, lunch and dinner.


Main St. Nutrition | 816-286-7691 | 109 S Main, Windsor, MO 65360

Main St. NutritionYour Local Healthy Hangout serving Healthy shakes and energizing drinks!

OPEN Monday - Friday 7am - 4pm, Sat 8am - 2pm

Curbside pick up only!


Miss Shonda's Diner | (660) 647-2777 | 301 S. Main St, Windsor, MO 65360

Miss Shonda's Diner


Pickled Possum | 660-647-2637 | 104 S. Main, Windsor, MO 65360

Pickled Possum"Making Pickled Grins Happen"

A true neighborhood tavern, offering a selection of craft beer, whiskey and wine, with standard bar fare, all in a relaxing environment designed to help patrons have a great time. Follow us for band listings and special events!


Sidetrack Cafe | 660-647-2744 | 800 W. Benton, Windsor, MO 65360

Sidetrack CafeAmerican comfort food, plus, amazing pizza! Open Sundays from 5:30 AM - 2:00 PM with breakfast all day and a special. Open 5:30 AM-2:00 PM seven days a week as well as evening hours Wednesday-Saturday 5:00 PM-9:00 PM. Monday-Saturday we will also offer pizza that is delicious.


Sonic | 660-647-2136 | 329 N. Main, Windsor, MO 65360

SonicCommunity involvement is a Windsor Sonic Drive In tradition!

Visit the webpage for photos.


Subway | 660-647-0220 | 116 W. Benton, Windsor, MO 65360

SubwayWe are within walking distance from the Katy Trail trailhead. ​

Eat fresh! See our menu at Subway.com

Wagon Wheel Cafe | (660) 647-3443 | 121 N. Main St., Windsor, MO 65360

Wagon Wheel Cafe