Wine, Cheese, & Chocolate Stroll 2026

Sip and Savor the Wine, Cheese & Chocolate Stroll through Historic Deadwood. Registration 12pm - 3pm @ Deadwood Welcome Center
About this Event

Wine, Cheese & Chocolate Stroll 2026

Deadwood’s finest businesses will once again serve up samples of select fine wines, pleasing cheeses, and sweet chocolates to ticket holders on Saturday, November 7! This yearly event goes from 1 p.m. to 6 p.m., with registration from noon to 3 p.m. Your ticket will get you tastings at all participating locations along with a commemorative wine glass and great holiday shopping ideas!

Ticket Link Coming Soon.

Must be 21+ to participate. MUST HAVE PHOTO ID at REGISTRATION. All participants must sign at registration.

All participants will be required to check-in at the registration at the Deadwood Welcome Center (501 Main Street). Tickets are not refundable or transferable. Proceeds from ticket sales go to Deadwood’s Main Street Initiative.

Deadwood’s finest businesses will once again serve up samples of select fine wine and choice chocolates to ticket holders on Saturday, November 7!