more stats
3,783 ft
Distance
19 ft
Climb
-353 ft
Descent
00:04:06
Avg time
-333 ft
Altitude change
10,181 ft
Altitude min
10,514 ft
Altitude max
10,514 ft
Altitude start
10,181 ft
Altitude end
-8.811%
Grade
-27.63%
Grade max
18.015%
Grade min
214 ft
Distance climb
3,346 ft
Distance down
223 ft
Distance flat
00:04:06
Avg time

Double Jeopardy Details

  • Activities
    • Mountain Bike
    • E-Bike
  • Riding Area
    Trestle Bike Park
    Winter Park, Colorado
  • Difficulty Rating
  • Voted Difficulty
    Black Diamond (2 votes)
  • Local Popularity
    70 in Mountain Biking [+]
    • 75 in E-Biking
  • Global Ranking
    #48138 in Mountain Biking
  • Trail Type
    Singletrack
  • Direction
    Downhill Only
    Popular Direction Shown
  • eBike Allowed
  • TTFs on Trail
    Berm, Rock Face, Rock Garden

Double Jeopardy starts at the intersection of the main doubletrack access road and Lower Shy Ann. The trail begins with very flowing, bermed turns, and just a few interspersed rocks. These technical trail features connect well and are all easily rollable.

Eventually, the trail pops you out at a "choose your own adventure" Y intersection. From here you can choose an easier route (right, or Double Jeopardy Connector) or a more challenging route (left).

The left route has quite a few technical features: this section begins with a ledgy rock garden which leads into a wooden off-camber turn. Shortly after, the trails converge, and then diverge again instantly. To the right features wood boardwalks that carry you over large boulders. To the left is two more rock gardens with consistent ~2' drops.

These rock gardens lead into a righthand berm that pops you out onto super-fast, incredibly flowy singletrack. The trail then dives in and out of the woods as you cross open ski trails with breathtaking vistas of the Arapaho Mountains. The trail then takes one final dive into the woods. There you'll be greeted by well-built, fast berms. Right as you're about to pop out of the woods there is a blind jump to the left and a ride around on the right. Trust the trail builders on this feature, it's easily sendable.

Double Jeopardy finishes on very fast singletrack that contours along a ski trail. The trail terminates at the intersection with Lower Shy Ann.

Trail Supporters

  • USFS
    Land Manager

Bike Park

Local Trail Association
Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 12 rides
  • 28 miles average
6 Months
  • 82 rides
  • 27 miles avg distance
All
  • 557 rides
  • Last: Jul 13, 2026
c1c2c3c4
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Status:
on Jul 12, 2026
Dry
Avg: 4.21 (8 votes)
Your vote: 0

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Trail Conditions
  • Unknown
  • Snow Groomed
  • Snow Packed
  • Snow Covered
  • Snow Cover Partial
  • Freeze/thaw Cycle
  • Icy
  • Prevalent Mud
  • Wet
  • Variable
  • Ideal
  • Dry
  • Very Dry
Trail Flow (Ridden Direction)
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  • Downhill Primary
  • Both Directions
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  • Uphill Only
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BC Backroad Status

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Slope Aspect
Direction the slope faces
Flat N NE E SE S SW W NW
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        Directions to double-jeopardy-51297 trailhead (39.874270, -105.781960)

        Photos

        11 more »
        470 |
        Sep 18, 2009 @ 7:26pm
        Sep 18, 2009
        591 |
        Jul 26, 2010 @ 4:36pm
        Jul 26, 2010
        278 |
        Sep 13, 2016 @ 3:13pm
        Sep 13, 2016
        85 |
        Aug 6, 2022 @ 9:33am
        Aug 6, 2022

        Videos

        10 more »
        Double Jeopardy @ Trestle Bike Park
        4:00 | 147 | Jun 28, 2024 , Winter Park
        FLORIDA MAN VS. COLORADO STEEPS - DOUBLE BLACK...
        25:17 | 101 | Oct 14, 2023 , Winter Park
        TRESTLE BIKE PARK BLUE TRAILS - DAY 1...
        23:52 | 155 | Sep 27, 2023 , Winter Park
        Double Jeopardy ~ Trestle Bike Park ~ Winter...
        3:16 | 458 | Jul 19, 2018 , Winter Park

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        • By toddTF Pro Trailforks & contributors
        • #51297 - 2,208 views

        Frequently Asked Questions About Double Jeopardy

        Where is Double Jeopardy located?
        Double Jeopardy is located in Trestle Bike Park, Winter Park, Colorado, United States. It is part of the Trestle Bike Park trail network. The trailhead is located at coordinates 39.87427, -105.78196.
        How hard is Double Jeopardy?
        Double Jeopardy is rated as Blue difficulty. The average grade is 8.811%.
        What is the elevation gain for Double Jeopardy?
        Double Jeopardy has 19 ft of elevation gain. The trail has 353 ft of elevation descent. The elevation ranges from 10,181 ft to 10,514 ft.
        Is Double Jeopardy a point to point trail?
        Yes, Double Jeopardy is a point to point trail. The direction is Downhill Only. The trail type is singletrack.

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