3.4
(28)
91
riders
02:35
20.8km
410m
Mountain biking
Get ready for a moderate mountain biking adventure on the Funner and Tiddlywinks Loop, a 12.9-mile (20.8 km) route that offers a dynamic change of scenery. You will start in a high desert landscape, then quickly transition into the vibrant, green Deschutes National Forest. The trail climbs 1330 feet (405…
Last updated: April 23, 2026
Tips
Your route passes through a protected area
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Waypoints
Start point
Parking
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20.8 km
End point
Way Types & Surfaces
Way Types
17.0 km
3.76 km
< 100 m
Surfaces
11.5 km
5.73 km
3.51 km
< 100 m
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Elevation
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Tuesday 2 June
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Max wind speed: 14.0 km/h
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This route was planned by komoot.
The Funner and Tiddlywinks Loop is part of the Wanoga trail system near Bend, Oregon. While the specific trailhead isn't named in the provided information, trails in this system typically have designated parking areas. It's advisable to check a local trail map or app for the most precise starting point and parking details before your ride.
This is considered an intermediate mountain biking loop. While the Tiddlywinks descent features rollable tabletops and ride-around options for more complex obstacles, the Funner ascent is a challenging 4-mile climb with significant elevation gain, sandy sections, and some steep, rocky parts that may require dismounting. It's best suited for riders with some experience.
The loop is typically ridden by climbing the Funner trail and then descending the Tiddlywinks trail. This direction allows you to experience the sustained uphill challenge followed by the exhilarating freeride descent. While technically rideable in either direction, this is the most common and recommended approach.
The trail offers diverse terrain. The Funner ascent transitions from high desert to thick forest, with sandy and rocky sections. The Tiddlywinks descent is a freeride-style trail through dense and open forest, known for its man-made features like tabletop jumps, bermed corners, and side-angle jumps. Be aware of sharp lava rock sections on the descent.
The best time of year to ride this trail is generally during the drier months when snow has melted and the ground is firm. Given its location in Central Oregon, late spring through early fall typically offers the most favorable conditions. Always check local weather and trail conditions before heading out.
As the Funner and Tiddlywinks Loop is located within the Deschutes National Forest, a recreation pass may be required for parking at certain trailheads. These often include the Northwest Forest Pass or a day-use fee. It's always best to check the official U.S. Forest Service website for the Deschutes National Forest for the most current information on fees and regulations.
Generally, trails in the Deschutes National Forest allow dogs, but they must be kept on a leash. Given that this is a popular mountain biking trail with both uphill and downhill traffic, it's crucial to ensure your dog is well-behaved and under control for the safety of all trail users. Always pack out any waste.
Yes, the route connects to the Storm King Trail, providing further routing options for extending your ride. Additionally, the loop itself incorporates sections of other official trails, including the Oregon Timber Trail, Funner, and Tiddly Winks (Upper) and Tiddly Winks (Lower).
The trail offers diverse scenery, starting in a high desert environment and gradually transitioning into the lush, green splendor of the Deschutes National Forest. You'll ride through dense forests and occasionally through more open, logged areas, providing varied visual experiences throughout the ride.
Yes, safety is important on this trail. The Funner ascent has sections that are uphill-only and downhill-only, though some stretches remain two-way where uphill riders have the right of way. On the Tiddlywinks descent, be mindful of the man-made features and sharp lava rock sections. Always ride within your skill level, wear appropriate safety gear, and be aware of other trail users.