By undefined November 15, 2025
When winter blankets the Black Hills, Deadwood becomes a launching point for one of the most spectacular snowmobiling adventures in the country. With over 350 miles of groomed trails in the Black Hills National Forest, the region offers a rich network of routes for sledders of all levels. In this post, we will break down some of the most iconic trails around Deadwood, guide you through their different segments, and highlight what you can see on each leg.
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Discover the best winter activities in Deadwood and the Black Hills - from skiing and snowmobiling to cozy cabin stays and festive events!
Group of bison roaming free and crossing the street together in Custer State Park
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Make the most of your spring break in the Black Hills w/exciting activities & events! See our recommendations for an unforgettable getaway!
Mother and child enjoying the Christmas tree and lights for the holiday season
By undefined September 14, 2025
Celebrate a magical Christmas in the Black Hills w/festive activities, stunning winter landscapes, & cozy holiday charm!
Group of different size and color pumpkins sitting together in field
By undefined September 14, 2025
Experience the best of the Black Hills this Fall, from thrilling outdoor adventures to the iconic Mt. Rushmore! Book your getaway today!
Laptop, phone, espresso and notebook on table for someone remote working
By undefined September 14, 2025
With the outdoors at your fingertips & rich history, Black Hills offers an amazing setting for children to learn & parents to work remotely!
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By undefined September 14, 2025
Whether you are a novice skier or ready to shred the back bowls, the beginning of ski season is always an exciting affair in the Black Hills!
Mount Rushmore on a clear, sunny day in SD
By undefined September 14, 2025
Unlock essential tips for Mount Rushmore! Beat crowds, explore nearby attractions & stay with Deadwood Connections for convenience & comfort!
Large downtown Deadwood sign leading into the historic district of Deadwood
By undefined September 14, 2025
Discover top places in Deadwood! From historic Main Street & thrilling museums to mines & distilleries. Explore the best of this destination!
Group cheers their pink cocktails together outdoors in bright area
By megpark July 7, 2025
Cool off in Deadwood w/the best summer cocktails, craft beers, & local brews. Discover top bars & lounges for a refreshing Black Hills night out.

Planning the Ultimate South Dakota Fall Vacation

September 14, 2025

Weathered leaf

Enjoy lower rates on our Black Hills vacation home rentals when you book a stay during the fall season. With more availability and cabin rental options at great prices, planning a getaway to the Black Hills is easy. Cozy up in a cabin for two or bring the whole family or stay in one of our larger cabin rentals that can accommodate 12+ guests. We also have pet-friendly cabin rentals and rentals with private hot tubs to reward yourself after a long day of exploring the Black Hills. 


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Black Hills Outdoor Activities 

Get outdoors and enjoy one of nature’s most beautiful seasons! Many people come to Black Hills and Badlands to view the leaves changing colors. The vibrant reds, yellows, and oranges are a sight to see. Peak times for viewing autumn foliage in the Black Hills is the end of September to mid-October. Wind through 22 miles of the Spearfish Canyon Scenic Byway to view the fall foliage from the comfort of your own car. There are plenty of pull-offs on the byway for you to stop and marvel at the fall colors. If you’re itching to get out of the car, a hike to Bridal Veil Falls or Roughlock Falls for some quiet time out in nature is a must-do while in the Black Hills. Other popular attractions in and around the area are Mt. Rushmore, Custer State Park, and the Devils Tower. 


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Spot Wildlife in the Black Hills 

An hour away from Black Hills is Custer State Park – recognized as one of the Top Ten Wildlife Destinations in the World. Custer State Park is made up of 71,000 acres of land in the Black Hills and is a great place for travelers who love the outdoors and adventure. Keep your eyes peeled for bison, mountain goats, whitetail and mule deer, elk, coyotes and more. The drive through Custer State Park is an exciting one so buckle up and enjoy the ride. Please remember that these animals are wild and can be unpredictable. Keep your distance.

Ready to Experience Black Hills in the Fall? 

Take a road trip to the Black Hills and experience one of its most magical seasons. The air is crisp, the crowds of summer are gone, and you’ll snag a great deal on one of our Black Hills vacation rentals. Choose from a wide selection of Black Hills cabin rentals.


Bring the pup too – we offer pet-friendly Black Hills cabin rentals so that your four-legged friend can enjoy the fall foliage too. Can’t find what you’re looking for or have a question? Contact us and get in touch with one of our reservationists to help you plan your Black Hills vacation. 


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