💗 Downtown Oakland Winter Fest + Wine Walk Returns Feb. 14, 2026

Downtown Oakland is celebrating Winter Fest on Saturday, February 14, 2026, from 10 AM – 4 PM — with a full day of winter fun, family activities, local shopping, and our popular Winter Fest Wine Walk (21+).

Whether you’re coming for ice sculptures, hot cocoa, Valentine photo ops, or wine tastings, Winter Fest is a perfect way to spend the day downtown!

❄ Winter Fest Highlights (10 AM – 4 PM)

• Themed & interactive ice sculptures
• Cupid’s Corner handmade market
• Mountain Fresh Farmers Market
• Hot cocoa bar
• Sweetheart Lane Valentine photo ops
• Local dining & shopping specials

🍷 Winter Fest Wine Walk (11 AM – 4 PM | 21+ Ticketed Event)

• Wine Walk tasting event (registration at The Gallery Shop)
• Chocolate & treats throughout the district
• Chili cook-off at St. Peter’s Parish Hall
• Sleigh rides (Noon – 4 PM)
• Kids scavenger hunt starting 11 AM at the B&O Museum
• Face painting & children’s activities
• SMART Art Space and Press Room
• Live musical performances

Tickets are limited — purchase early!

📚 B&O Book Nook Schedule

11:30 AM – Children’s reading
Sir Grace and the Big Blizzard
Author: Laura Treacy Bentley

12:00 – 1:30 PM
Performances by Pirates, Poets & Scribes

1:30 PM – Reading from the novel
Glass Mountain
Author: Laura Treacy Bentley

❤️ Thank You to Our Sponsors

Winter Fest is proudly sponsored by:

Oakland Oil & Propane
WVU Medicine Garrett Regional Medical Center

Wine walk tickets: https://garrettcountyartscouncil.ticketspice.com/2026-winter-fest-wine-walk

Sponsorship page: https://garrettcountyartscouncil.ticketspice.com/winter-fest-sponsorship-page