Managing a vacation rental in the Black Hills takes time, effort, and local expertise. At Deadwood Rentals, we make property ownership simple and profitable by handling everything from bookings and guest communication to cleaning coordination and marketing. Learn how our team helps property owners earn more while providing guests an unforgettable stay in Deadwood, South Dakota.
Raise a glass to one of Deadwood’s most anticipated annual events — the Big Whiskey Festival. Each November, the town comes alive with tastings, music, and good company as whiskey lovers from across the country gather in the heart of the Black Hills. Discover what to expect, how to make the most of the weekend, and where to stay for the perfect blend of comfort and adventure.
There’s something magical about fall in the Black Hills — the way sunlight filters through golden aspens, the smell of pine on a cool breeze, and the peaceful quiet that settles in once the summer crowds fade away.
If you’ve been waiting for the perfect time to visit, this is it. The final weeks of fall bring out Deadwood’s most relaxed, beautiful side — and it’s yours to explore.
Each October, Deadwood, South Dakota, transforms into one of the most exciting destinations in the Black Hills with its annual Deadweird Halloween celebration. This two-day event turns the historic mining town into a lively mix of music, costumes, and community spirit. Whether you’re visiting for the contests, the live entertainment, or simply to soak in the spooky-season charm, there’s something here for everyone.
If you’re heading to town for the 2025 Deadweird weekend (October 24–25), here’s everything you’ll want to see, do, and experience—plus where to stay to make the most of your trip.
Every October, Deadwood, South Dakota, comes alive with the sound of live music and local storytelling during the Wild West Songwriters Festival. This three-day celebration brings top songwriters and rising talent together for intimate performances across downtown. Discover why fall is the perfect time to experience Deadwood—and why Deadwood Rentals is the best place to stay during the festival.