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Overview

Mickelson Trail - Black Hills - South Dakota 2026
Custer, SD 57730, USA
Jun 14 - 20, 2026
Bubba's PAMPERED Pedalers image
Bubba's PAMPERED Pedalers
$3,350
Deposit: $1,675

About your trip

Experience cycling in the Black Hills of South Dakota on both the Mickelson Trail and inside Custer State Park. Three riding days feature riding the entirety of the George S. Mickelson Trail (GMT) which spans over 100 miles of dedicated rail-trail winding through wilderness and rock tunnels in the Black Hills of picturesque western South Dakota. On the fourth riding day, you'll explore the stunning Custer State Park and the acclaimed Wildlife Loop. Your stay for the week will be in the charming town of Custer, SD offering a perfect base. The tour will feature a variety of scenic routes over four exciting riding days.


Over the week you will be awestruck by the area’s natural beauty and abundant wildlife in one of the least populated parts of the USA. The State of South Dakota's commitment to the Mickelson Trail has resulted in its status as one of the best-maintained rail-trails in the US. This BPP ride is an experience too naturally stunning to miss.


This five-day, six-night all-inclusive fully supported bicycle vacation will be based out of the renowned Rock Crest Lodge & Cabins in Custer, SD for the entire week. You can book a standard room or upgrade in style to a spacious cabin. Each day offers shorter ride options, ensuring you can ride at your own pace. BPP will handle all the arrangements, including shuttles for you and your bike, so you can focus on enjoying your trip, after all this is PAMPERING.

What's included

HOTELS

6 nights lodging

MEALS

Breakfasts and Dinners

SHUTTLES

Daily shuttles to and from ride venues

SAG

Twice daily SAGs offering refreshments & snacks

Riding Day 1

Riding Day 1 image

Custer To Edgemont (Mickelson Trail)

Moments after you step outside your room and mount your bike, you’ll be riding south on the Mickelson Trail. As you descend from the hills of Custer, be sure to stop and check out the bicycle sculpture next to our SAG station in Pringle. Monday’s ride takes you from pine-covered hills to the edge of the prairie lands in Edgemont, SD. 

Riding Day 2

Riding Day 2  image

Custer To Hill City And Back (Mickelson Trail)

On Tuesday, we’ll return to the Mickelson Trail, this time heading north toward Hill City. Begin with a gradual climb through stunning natural scenery, peaking with a quintessential view of the Crazy Horse Memorial. Then enjoy coasting downhill into the charming town of Hill City, where you can explore and even take a vintage steam train ride before biking back to Custer. 

Non Riding Day

Non Riding Day image

Mount Rushmore, Crazy Horse and more

Join our shuttle crew to visit nearby sights such as Mount Rushmore, Crazy Horse, and more. Alternatively, you can plan your own ride from our accommodations in Custer, conveniently located right off the Mickelson Trail. 

Riding Day 3

Riding Day 3 image

Custer State Park - Needles Highway To The Wildlife Loop

In Custer State Park, begin your journey at the iconic Needles Eye rock formation and pass through the narrow Needles Eye Tunnel. The Needles Highway is a stunning and challenging route that showcases the rugged beauty of the Black Hills. Next, connect to the 18-mile Wildlife Loop where you’ll pedal among the park’s large herd of majestic bison. Just remember, don’t pet the “fluffy cows!” The loop is also renowned for its pronghorn antelope, burros, elk, and more, allowing you to enjoy seeing wildlife in their natural habitat. 

Riding Day 4

Riding Day 4 image

Deadwood to Hill City (Mickelson Trail)

Starting in the historic town of Deadwood, famous for its Wild West heritage, the ride begins with an energizing uphill stretch out of town toward the first SAG stop at Dumont. After recharging, get ready for a fun descent, winding through old railroad tunnels and across trestles, all the while enjoying views of Castle Creek on the way to our second SAG stop at Mystic. From there, the route takes you through dramatic rock formations and more tunnels as you roll through the hills, eventually arriving in Hill City, perfectly concluding this scenic segment of the Mickelson Trail. 

Location

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1. Custer, SD 57730, USA

Custer, SD 57730, USA

About your organizer

WELCOME TO BUBBA’S PAMPERED PEDALERS Discover the ultimate inn-to-inn bicycle vacations with meticulously crafted routes, comfortable accommodations, and delightful group meals. Ride light as we transport your luggage daily. Bond with fellow riders over local flavors as you recap the day’s adventures. Our SAG team provides hydration, snacks, and a dedicated bike mechanic. We offer choices of riding distances to fit your needs and welcome eBikes, tandems, and recumbents. Join us where you ride, and we do the rest!

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