Upcoming Events
The Rocheport Stroll
Tour the historic village, hear live music, and shop local merchants all while enjoying wine, beer & spirits samples from across Missouri.
Saturday June 20th | 4:00pm – 8:00pm
Local merchants work together to curate this unique experience for visitors—The Rocheport Stroll gives you and your friends the opportunity to walk leisurely throughout our little village, hear a variety of live music, and shop our galleries, restaurants & shops all while sampling local wine, beer & spirits.
Tickets include a commemorative wine glass and access to delicious local beverages from 4:00pm to 8:00pm on Saturday, June 20th, 2026.
Day-of tickets will be available for sale at Meriwether Cafe on Saturday, June 20th for $30.00, but you can click here to get your discounted $25.00 ticket now!
2026 Tasting line up includes Adam Puchta Winery, Baltimore Bend, Beckett’s Winery, Broadway Brewery, Civil Life Brewing, Flat Branch Brewery, Giggling Grape, Les Bourgeois Winery, Lindwedel Winery, Logboat Brewery, Luna Umbra Winery, Musket Cellars, Ozark Meadery, Rocheport Winery, Six Mile Ordinary Distilling, Small Batch Winery, St. James Winery, plus more!
2026 Music Linup includes Dyarl Lewis, The Blue Stooges, Swamp Weed Cajun Band, Laura Semken, Anthony Wilkerson, plus more!
Chocolate Crawl 2026!
Tickets are on sale now for just $20 until Jan 31st, then $25 up to the event. So click here to buy now!
The Chocolate Crawl 2026 in Rocheport, MO will feature participating merchants serving delectable chocolates.
With your ticket you will get a map emailed to you three days prior to the event and the directions of where to pick up your bag to carry all your treats. If you purchase within 3 days of the event, you will need to go to rocheport-mo.com/events/ to view the map with the pick up stops online. This event will run on February 14th from 12-4PM allowing plenty of time to enjoy all that Rocheport has to offer.
Tickets are non-refundable.
Every Second Saturday
April – October
Join us in Rocheport for a fun, family-friendly time
Free to attend, enjoy variety of rotating and staple vendors each weekend.
2025 Plein Air Painting Raffle
Take a chance on winning this stunning painting
Tickets available online or at Stockton Mercantile, where the original can also be viewed. The painting will be awarded at the Wassail Walk in winter 2025!
Purchase 1 ticket [$5.00]
Purchase 5 tickets [$20.00]
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