Sip & Stay: Your Guide to Deadwood’s Big Whiskey Festival
There’s something about fall in Deadwood that just feels right for a glass of whiskey. The air is crisp, Main Street glows under warm light, and the sound of live music spills from historic saloons. This weekend, it all comes together for one of the town’s most anticipated annual events — Deadwood’s Big Whiskey Festival.
Whether you’re a seasoned whiskey lover or simply here to take in the atmosphere, this event blends the best of Black Hills flavor, history, and hospitality — and we’ve got the inside scoop on how to make the most of it.
A Toast to Deadwood Tradition
The Big Whiskey Festival is Deadwood’s way of celebrating good spirits — literally. With more than sixty whiskey selections from around the world, it’s a weekend of tastings, stories, and new favorites.
From bold bourbons to smooth Scotches and small-batch ryes, every pour tells a story. You’ll find distillers sharing insights, local bartenders mixing creative whiskey cocktails, and plenty of live music to keep the mood rolling.
Festival check-in begins at Saloon #10, with tastings spread throughout downtown venues — making it easy to sip and stroll your way through the evening. It’s the perfect balance of history, fun, and flavor — Deadwood style.
The Perfect Fall Getaway
If you’ve been looking for an excuse to escape to the Black Hills, this is it. November in Deadwood offers that peaceful, late-fall magic — the kind of atmosphere that pairs perfectly with a whiskey glass in hand.
Spend the day exploring local trails or scenic drives, then step into downtown as the sun sets for the main event. Between the warm lights, the music, and the friendly crowd, the Whiskey Festival captures everything people love about this mountain town in one unforgettable weekend.
Stay Close to the Fun with Deadwood Rentals
When the tastings wind down, there’s nothing better than coming back to comfort. Our Boulder Canyon Golf Villas are just minutes from Main Street and offer the perfect retreat after a day of sipping and exploring.
What You’ll Love
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Pet-friendly and family-friendly units
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Private patios with mountain and golf course views
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Fireplaces, Wi-Fi, and all the amenities of home
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Peaceful location between Deadwood and Sturgis
Enjoy the festival, soak in the Black Hills beauty, and relax knowing your cozy villa is just a short drive away.
Plan Ahead — Whiskey Lovers’ Heaven
If you can’t make it this year, don’t worry — the fun continues next fall. Next year’s Deadwood Whiskey Festival is tentatively scheduled for October 30–31, 2026, giving you plenty of time to plan the ultimate Black Hills getaway.
Book early, bring your friends, and toast to another unforgettable weekend in the hills.
Final Pour
There’s no better way to enjoy the last days of fall than with a glass of good whiskey, a view of the mountains, and a cozy place to call home.
Deadwood’s Big Whiskey Festival is more than an event — it’s an experience. And with Deadwood Rentals, you can stay close to the excitement while relaxing in total comfort when the night winds down.
Book your stay today at deadwoodrentalssd.com and make this Whiskey Festival weekend one to remember.