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Routes
Mountain biking trails
United States
Colorado
Grand County
Winter Park

Shy Ann, Rainmaker, and Green World Loop

Hard

2.8

(11)

58

riders

Shy Ann, Rainmaker, and Green World Loop

01:58

17.8km

590m

Mountain biking

Embark on the Shy Ann, Rainmaker, and Green World Loop for a challenging mountain biking adventure that spans 11.1 miles (17.8 km). This difficult route demands skill as you navigate varied terrain, from dense wooded sections to open ski runs offering expansive views. You will conquer a significant 1929 feet…

Last updated: April 23, 2026

Tips

Includes a segment in which cycling is not permitted

After 14.3 km for 529 m

Waypoints

A

Start point

Train Station

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B

17.8 km

End point

Parking

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Way Types & Surfaces

Way Types

14.2 km

1.59 km

1.08 km

894 m

< 100 m

Surfaces

8.01 km

7.92 km

1.71 km

< 100 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (3,260 m)

Lowest point (2,770 m)

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Weather

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Tuesday 7 July

23°C

7°C

-- %

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Frequently Asked Questions

What is the overall difficulty of the Shy Ann, Rainmaker, and Green World Loop?

This loop offers a significant range in difficulty, making it a diverse experience. Shy Ann is an intermediate blue trail, Rainmaker is an advanced black diamond trail, and Green World is an easy green trail. The combination provides a progressive challenge, suitable for riders looking to experience different skill levels within one ride.

What kind of terrain and features can I expect on this mountain biking loop?

You'll encounter a wide variety of terrain. Shy Ann features flowing downhill sections with groomed berms and small tabletop jumps. Rainmaker is a freeride line packed with jumps, perfectly sculpted berms, and optional gaps. Green World offers wide, buffed-out singletrack with easy wooden rollovers, bermed turns, and fun rollers.

Where does the loop start and how do I access it?

The loop is located within Trestle Bike Park at Winter Park Resort. Riders typically access the Shy Ann trail after taking a lift to the summit. Parking is available at Winter Park Resort, which serves as the base for the bike park.

Does this mountain biking loop intersect with other trails?

Yes, the route incorporates sections of several other trails. You'll ride parts of the Rainmaker, Shy Ann, and Lower Green World trails. It also briefly connects with the Fraser River Trail and the Lower Long Trail.

Do I need a permit or pay an entrance fee for this trail?

Since this loop is primarily within Trestle Bike Park at Winter Park Resort, you will need to purchase a lift ticket or season pass to access the trails. The area is within Arapaho National Forest, but specific permits for riding these trails are typically covered by the bike park's access fees.

Is the Shy Ann, Rainmaker, and Green World Loop dog-friendly?

Trestle Bike Park, where this loop is located, generally has a strict no-dog policy on its mountain biking trails, including this loop. It's best to leave your furry friends at home when riding here.

When is the best time of year to ride this loop?

The best time to ride this loop is during the Trestle Bike Park's operating season, which typically runs from early summer (late June) through early fall (late September or early October), weather permitting. Always check the resort's official website for current operating dates and trail conditions.

Are there any viewpoints or scenic spots along the way?

Yes, the loop offers diverse scenery. Shy Ann provides good views and flows through wooded areas and open ski runs. Green World is celebrated for its beautiful vistas, lush areas, and wooden stream crossings, offering ideal spots for a break. The entire loop transitions from wooded sections to expansive open ski slopes.

Are there facilities like cafes or accommodation nearby?

Yes, as the loop is part of Winter Park Resort, you'll find numerous facilities nearby. There are cafes, restaurants, and various accommodation options available directly at the resort base and in the nearby town of Winter Park.

What's an insider tip for riding this loop?

This loop offers a natural progression in difficulty. Many riders use Shy Ann as an intermediate warm-up before tackling the advanced features of Rainmaker. After the adrenaline of Rainmaker, transitioning to Green World provides a scenic and relaxing descent, making it a great way to cool down or regroup with friends of varying skill levels.

Nearby routes

Hard

118

Shy Ann, Rainmaker, and Green World Loop

01:58h

17.8km

590m

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