Wine, Cheese & Chocolate Stroll

November 7, 2026 - November 7, 2026

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!

GET TICKETS HERE!

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!

Logo with wine bottles and a heart and text that says, "Wine Cheese & Chocolate Stroll, Deadwood, SD."

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

Ticket Information

Ticket Information: Tickets on sale now! https://www.eventbrite.com/e/1996826219977?aff=oddtdtcreator

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