Windsor's Stroll In The Park

06/01/2026

Thank you to all who made the 2026 Stroll In The Park a success! We had 300+ through our gate to enjoy 25 wine, beer, sprits and specialty foods and other products.

📸 Be on the lookout for pictures from the event coming soon! Have pictures from the Stroll? Post in the comments and tag your friends!

🏅 This event would not have been possible without our vendors and volunteers! Those who helped set up the canopies and tables, worked the gate, helped park cars, delivered ice, ran the check in table and picked up the park following the event - this event wouldn’t have been possible without these individuals! To our vendors, thank you for being a part of Stroll In The Park. If you enjoyed the stroll, tag your favorite vendor in the comments! Please be sure to like/follow their pages (tagged in the comments) to support these local and family owned businesses throughout the year!

🎸 A huge thank you to Borderline Band for providing our live music for this event.

🏆 Last but not least - thank you to our sponsors who helped make this event possible: Gardner’s Body Shop and Windsor Mini-Storage, Ivan R. Battle (Conuco Farms) and Wisper Internet.

🍻 American Legion Post #82
🍺 Grellner Distribution
🍹Pickled Possum
🍷St. James Winery
🍷Timber Ridge Winery
🍷Headquarters Winery & Restaurant
💎 Forever Linked by K&M | Copper Blooms
🍷Windy Wine Company
🍹A1 Bottling
🥃 Skull Splitters
🌭 VFW Post 2610
🥃J. Rieger & Co
🍗1 Eleven Tap & Que
🍷 Get Drizzled Wine Drizzles
🍻Welpman Springs Brewing
🍻The Local Tap
🍷Giggling Grapes Winery
🍷Summit Lake Winery
🍻Ozark Viking Meadery
🍷Walnut Creek Winery
🌮 Los Homies Street Tacos
🥃 Six Mile Ordinary
🍿 Golden Kettle Corn (Proceeds supported First Christian Church Kid’s Camp fund)
🌸 Sassy Scent Freshies

05/31/2026

We are set up at the Windsor's Stroll In The Park 💐🍷
Come see us!

05/30/2026

Bo and alex’s team is all set up at the Windsor wine stroll !!!

This is our first time here in Windsor and we excited to be part of the wine stroll this year!!

Come on out and learn all about mead !! Try some as well and take your favorite flavor !

05/30/2026

🌟Get Ready to Stroll In The Park!! 🌟

If it’s your first stroll (or your 14th!) - please read the following guidelines for Saturday’s event:

🌦️ This is a rain or wine - we mean shine! - event! Please dress weather appropriate (don’t forget your umbrella!) so the weather doesn’t prevent you from enjoying the event to it’s fullest!

🎟️ Tickets will be taken and sold at the gate. If you have purchased online, please have your QR code ready for our gate attendants to scan!

🪪 Please have your ID on your person at all times during the event. Your ID will be checked at the check in table prior to receiving your wrist band and glass. Any vendor reserves the right to check your ID at any point.

🅿️ Please follow gate attendant guidelines when entering the park! Parking will be available past the gate entrance in the grassy areas. If you are not comfortable parking in the grass, parking is available on County Line Road. Please obey all traffic laws and posted parking guidelines as this road is not closed for this event. For those who wish to carpool, parking is allowed in the former Windsor Lanes parking lot at the corner of 52 Highway and County Line Road for the duration of the event.

🛻 Due to the rain and soft ground, parking within the loop of the park will be limited to handicap and vendors only. Handicap parking will be available by the dock and park bathrooms, and vendors will be instructed on their parking location when they arrive. Designated driver vehicles will be allowed to enter the park to drop off stroll participants at the check in table, but must return to parking area. Golf carts and ATVs will be allowed in the loop of the park, but must stay on paved or gravel roadways to allow for the safety of those walking about the park during the event.

🧑‍🧒‍🧒 Any children or teens under the age of 15 must be accompanied at all times by an adult. General admission tickets required for anyone entering the park ages 12+.

⚠️ BEWARE ⚠️
There have been comments on our recent posts with individuals trying to “re-sell” their tickets because they can no longer attend the event. We do our best to delete these comments, but please do not try to purchase a ticket from those individuals! All sales are final through our online ticket platform, and Stroll In The Park does not facilitate the re-sell of tickets purchased with cash at any of our three authorized businesses. Any post trying to re-sell a ticket is a scam.

🍷 Please drink responsibly, and enjoy Strolling In The Park!

05/29/2026

05/28/2026

Make Saturday simple - get your tickets online! Tickets can be purchased at the gate, but save time in line and purchase now!

Join me at Windsor's Stroll In The Park 2026

05/27/2026

🤩 We are fortunate to have several repeat vendors to Stroll In The Park - and a lot of new faces!

👇🏻Which vendor are you excited to sample from? Drop a comment below and tag the vendor!

🍻 American Legion Windsor Missouri
🍺 Grellner Distribution
🍹Pickled Possum
🍷St. James Winery
🍷Timber Ridge Winery
🍷Headquarters Winery & Restaurant
💎 Forever Linked by K&M | Copper Blooms
🍷Windy Wine Company
🍹A1 Bottling
🥃 Skullsplitter Spirits Distillery
🌭 VFW Four Counties Post 2610 - Windsor, Mo
🥃J. Rieger & Co
🍗1 Eleven Tap & Que
🍷 Get Drizzled Wine Drizzles
🍻Welpman Springs Brewing
🍻The Local Tap
🍷Giggling Grapes Winery
🍷Summit Lake Winery
🍻Ozark Viking Meadery
🍷Walnut Creek Winery
🌮 Los Homies Street Tacos
🥃 Six-Mile Ordinary
🍿 Golden Kettle Corn (Proceeds to support First Christian Church Kid’s Camp fund)
🌸 Sassy Scent Freshies

🎶 Live music by The Borderline Band!

Tickets are for sale in person at G&L Package Liquor, Pickled Possum and @ Equity Bank or purchase online
at https://www.ticketsignup.io/TicketEvent/StrollInThePark26

05/25/2026

Get your tickets before midnight to get in on the pre-sale discount!

05/23/2026

✨ONE WEEK UNTIL WINDSOR STROLL IN THE PARK✨

⛅️ This is a rain or shine event! (Time to buy those cute rain boots you’ve been eyeing?!)

🎟️ Tickets for the 2026 Stroll In can be purchased online at www.ticketsignup.io/TicketEvent/StrollInThePark26 , or purchase in person at G&L Package Liquor, Equity Bank (Windsor, MO) or Pickled Possum.

💵 Advance purchase price now through May 25. Purchase before then to get $5 off admission price! General admission tickets are required for entry without a Stroll Ticket, $10 (no pre-sale discount).

🎶 Live music by The Borderline Band!

We are thrilled to welcome the following TWENTY SEVEN vendors to our event:

🍻 American Legion Windsor Missouri
🍺 Grellner Distribution
🍹Pickled Possum
🍷St. James Winery
🍷Timber Ridge Winery
🍷Headquarters Winery & Restaurant
💎 Forever Linked by K&M | Copper Blooms
🍷Luna Umbra Winery
🍷Windy Wine Company
🍹A1 Bottling
🥃 Skull Splitters
🌭 VFW Post 2610
🥃J. Rieger & Co
🍗1 Eleven Tap & Que
🍷 Get Drizzled Wine Drizzles
🍻Welpman Springs Brewing
🍻The Local Tap
🍷Giggling Grapes Winery
🍷Summit Lake Winery
🍻Ozark Viking Meadery
🍷Walnut Creek Winery
🥖Sweet Sourdough Delights
🌮 Los Homies Street Tacos
🥃 Six-Mile Ordinary
🍿 Golden Kettle Corn (Proceeds to support First Christian Church Kid’s Camp fund)
🌸 Sassy Scent Freshies