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

2026 Stroll Menu and Locations
Snitches at Tin Lizzie
- Calvet Cremant de Bordeaux Rosé
- Banfi Brachetto di Aqui
Belle Joli Winery
- Frontenac
- Harvest Red
Mineral Palace
- Frisk Prickly Riesling
- Chasing Lions Pinot Noir
The Celebrity Hotel
- Kokomo Sauvignon Blanc
- Shatter Grenache
Durty Nelly’s Irish Bar
- The Seeker Red Blend
- Dona Paula Malbec
The Bullock Hotel
- Daou Rosé
- H3 Cabernet Sauvignon
Deadwood Outfitters & Tipsy Buffalo Bar
- Babich Sauvignon Blanc
- Treana Cabernet Sauvignon
Saloon No. 10
- Greenwing Pinot Grigio
- Tapestry Cabernet Sauvignon
Jacobs Gallery
- Conundrum Red Blend
- Ramos Pinto Tawny Port
Midnight Star
- So’Vive Sauvignon Blanc
- J Vineyards Pinot Noir
Rocksino by Hard Rock
- Rombauer Chardonnay
- Rombauer Cabernet Sauvignon
Silverado
- Bread & Butter Prosecco
- Portlandia Big Believer Cabernet Sauvignon
Deadwood Mountain Grand
- Sonoma Chardonnay
- Argyle Bloom House Pinot Noir
The Landmark Hotel & Casino
- 1000 Stories Chardonnay
- 1000 Stories Cabernet Sauvignon
Ian Munsick’s Cowboy Bar
- 1000 Stories Sauvignon Blanc
- 1000 Stories Zinfandel
Jacob’s Brewhouse
- Lime Margarita Wine Cocktail
- Strawberry Margarita Wine Cocktail
- Brassfield Cabernet Sauvignon
Naughti Wines
- Burlesque Blackberry
- Bay Bros Red Cliff Blend
*Chocolate Only Locations*
- Harley Davidson
- Madame Peacocks Beer & Bling
- Bergs Jewelry & Gifts
- Antiques 1876 & Rita & Mandi’s Home Decor
- Doc and Alice