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5 Places You Can Shred with Olympians This Winter

You don't have to be an Olympic-caliber athlete to ski with one

Wendy Fisher at Crested Butte Mountain Resort. (Courtesy Crested Butte Mountain Resort)
Wendy Fisher Skiing

You don't have to be an Olympic-caliber athlete to ski with one

Imagine loading onto the chairlift with gold-medalist ski racer Tommy Moe or standing atop the terrain park next to Olympic snowboard champion Red Gerard. What if you could learn to bobsled or Nordic ski from someone who has competed among the very best in the world? Select ski resorts and outfitters are launching experiences that pair you with Winter Olympians for a day of high-level instruction, personal guiding, or some good old-fashioned fun.

Snowboard with Red Gerard or Jamie Anderson

(Aaron Blatt/Red Bull Content Pool)

Squaw Valley Alpine Meadows, California

Last year, Stomp Sessions launched an app with the goal of linking you up with top-notch pros in sports like skateboarding and snowboarding. This winter, the company will host on-demand lessons with local experts (from $239 an hour), plus three to four weekend-long camps at Squaw Valley Alpine Meadows with elite Winter Olympians, like 2018 snowboard slopestyle gold medalists Jamie Anderson and Red Gerard and ski racers Julia Mancuso and Daron Rahlves. If that’s not your speed, join 1998 Olympic mogul champ Jonny Moseley, Squaw’s chief mountain host, during this year’s holiday season for free-of-charge afternoon tours of the mountain.

Bobsled with Valerie Fleming or Shauna Rohbock

(Gene Sweeney)

Park City, Utah

There aren’t many places in the world where you can hop into a bobsled and rocket down a track at 70 miles per hour while pulling three Gs, but Park City, Utah, is one of them. Stay at the St. Regis Deer Valley (from $538), and you can sign up to have Olympic bobsled silver medalists Valerie Fleming or Shauna Rohbock guide you down the track. If you’d rather ski, guests at the Waldorf Astoria Park City (from $409) can shred Park City Mountain Resort alongside Olympic mogul skier Nate Roberts.

Ski with Tommy Moe

skier mountain
(Courtesy Jackson Hole Mountain Resort)

Jackson Hole, Wyoming

Ski-racing legend Tommy Moe won two Olympic medals at the 1994 Winter Olympics in Lillehammer, Norway. In Jackson Hole, Wyoming, you can spend a day skiing with the super-G and downhill specialist around his favorite spots on his home mountain, like the Hobacks or out-of-bounds runs like Four Pines and Pinedale. And while Moe skis fast, you don’t have to—intermediate to advanced skiers are welcome (from $750).

Do a Biathlon with Glenn Jobe

(Courtesy Auburn Ski Club)

Boreal Mountain, California

Biathlon, which combines Nordic skiing with shooting, isn’t a sport you want to pick up without some basic instruction and safety tips, so why not have your coach be a former Olympian? The two-hour introductory biathlon clinic at Auburn Ski Club Training Center on California’s Donner Summit costs only $85 and is taught by the club’s biathlon director, Glenn Jobe, who competed at the 1980 games in Lake Placid, New York.

Ski with Wendy Fisher

Wendy Fisher teaching
(Courtesy Crested Butte Mountain Resort)

Crested Butte, Colorado

On select Wednesdays this winter at Crested Butte, Wendy Fisher will be teaching half-day clinics for intermediate and advanced skiers. Fisher raced at the 1992 Olympics in Albertville, France, and later won two big-mountain freeskiing world titles. Her clinics are designed for groups of up to six people and cost $135 per person, or you can book Fisher for a private lesson starting at $583.

Filed To: Park City / California / Skiing / Squaw Valley / Jackson / Olympics / Snow Sports
Nicolas Henderson/Creative Commons )

San Marcos, Texas

Billed as the world’s toughest canoe race, the Texas Water Safari, held each June, is a four-day, 260-mile jaunt from the headwaters of the San Marcos River northeast of San Antonio to the small shrimping town of Seadrift on the Gulf Coast. There’s no prize money—just bragging rights for the winner. Any boat without a motor is allowed, and you’ll have to carry your own equipment and overnight gear. Food and water are provided at aid stations along the way. Entry fees start at $175 and increase as race day approaches.

The Ring

(Courtesy Quatro Hubbard)

Strasburg, Virginia

The Ring is a 71-mile trail running race in early September along the entire length of Virginia’s rough and rocky Massanutten Trail loop. To qualify, you need to have run a 50- or 100-mile race before the event and win a spot through the lottery system. Entry is free. Complete the run and you’ll become part of the tight-knit Fellowship of the Ring and be eligible for the Reverse Ring, which entails running the trail backwards in the middle of winter.


(David Silver)

Santa Fe, New Mexico

Each spring, competitors gather in Santa Fe’s historic plaza with a simple goal: be the first to reach 12,308-foot Deception Peak, 17 miles and 5,000 feet of elevation gain away. Competitors run or bike the first 15 miles to the local ski area before transitioning to their waiting ski-touring setups for the final push to the top. Time stops only when they’ve skied back down to the tailgate in the resort’s parking lot, which is funded by the modest entry fee of around $25. To add to the sufferfest, some participants sign up for the Expedition category, in which they strap their skis, skins, boots, and poles to their bikes for the long ride up. Start dates vary depending on snow conditions, but look for the event page to be posted on Facebook in late March or early April.