more stats
2.6 miles
Distance
160 ft
Climb
-214 ft
Descent
00:20:55
Avg time
-53 ft
Altitude change
5,342 ft
Altitude min
5,446 ft
Altitude max
5,446 ft
Altitude start
5,394 ft
Altitude end
-0.4%
Grade
-12.8%
Grade max
11.2%
Grade min
1 mile
Distance climb
1 mile
Distance down
1,972 ft
Distance flat
00:20:55
Avg time

Tiddlywinks (Upper) Details

  • Activities
    • Mountain Bike
    • E-Bike
    • Hike
    • Trail Running
  • Riding Area
    Wanoga
    Bend, Oregon
  • Difficulty Rating
  • Local Popularity
    90 in Mountain Biking [+]
    • 75 in E-Biking
    • 55 in Trail Running
    • 70 in Hiking
  • Global Ranking
    #25636 in Mountain Biking [+]
    • #2665 in E-Biking
    • #121458 in Trail Running
    • #100197 in Hiking
  • State Ranking
    #265 in Mountain Biking · Oregon [+]
    • #23 in E-Biking
    • #1,822 in Trail Running
    • #1,558 in Hiking
  • Trail Type
    Singletrack
  • Bike Type
    AM, XC
  • Direction
    Both Directions
    Popular In Reverse
  • Climb Difficulty
    Blue
  • Physical Rating
    Moderate
  • Dogs Allowed
    Yes
  • eBike Allowed
    Yes up to Class 1
  • TTFs on Trail
    Rock Garden

This is really a transfer trail from the Wanoga snowpark to what us local refer to as Tiddlywinks. So if you get on this expecting a downhill trail, have no fear, you will get to the goods in about 10-15 min. Trail has a fun start into some rocky bits, then some moderate climbing before you drop into the real tiddlywinks.

Tags
RestroomsRock gardensRocky
Trail Supporters
Local Trail Association
Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 40 rides
  • 34 miles average
6 Months
  • 438 rides
  • 25 miles avg distance
All
  • 1,883 rides
  • Last: Sep 29, 2026
c1c2c3c4
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Tiddlywinks (Upper) Trail Reports

Status:
on Sep 6, 2026
Variable
Avg: 3.9 (26 votes)
Your vote: 0

view (6,720)
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      Directions to tiddlywinks-upper trailhead (43.964190, -121.516520)

      Photos

      19 more »
      mtb
      110 |
      Jul 6, 2025 @ 9:48pm
      Jul 6, 2025
      mtb
      165 |
      Jul 11, 2023 @ 7:33am
      Jul 11, 2023
      mtb
      203 |
      Oct 26, 2021 @ 9:36pm
      Oct 26, 2021
      mtb
      265 |
      Nov 7, 2018 @ 5:47pm
      Nov 7, 2018

      Videos

      8 more »
      Tiddlywinks / Funner
      mtb
      6:23 | 150 | Nov 3, 2025 , Bend
      youtuber Tiddlywinks
      mtb
      8:26 | 384 | Sep 22, 2023 , Bend
      Upper Tiddlywinks tech sections
      mtb
      175 | Jul 23, 2023 , Bend
      Tiddlywinks Trail - Bend, OR
      mtb
      11:01 | 648 | Oct 27, 2018 , Bend

      Routes with this trail

      ★ 3.6 • 10 miles • 1,239 ft • 17 • Loop •
      Great quick after work ride before it gets dark. Gets the goods of and the DH section without climbing up...
      ★ 4.5 • 7 miles • 331 ft • 2 • Point to Point •
      ★ 5.0 • 13 miles • 1,354 ft • 5 •
      Wanoga - to Tiddlywinks

      Trail Products

      3.9 ★★★★★
      26 Ratings
      5 ★ 23%
      4 ★ 46%
      3 ★ 27%
      2 ★ 4%
      1 ★

      11 Reviews & Comments

      Npmather
      Still too much snow. A couple of feet deep in big blobs at the trailhead.
      skyeriver8
      2 ride arounds bowhead reach, up top, 1 chunky rock garden goes if you get a spot to avoid frame scaring, you can cut over early and go around it all, 1 big rock feature in woods you can go around left just before feature.
      galden
      Rode 5/18/2024. Couple of smaller snow patches at the top, but 95% rideable. Go get it!

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      • By gbearce2001TF Pro & contributors
      • #30101 - 9,035 views

      Frequently Asked Questions

      ▼ Where is Tiddlywinks (Upper) located?
      Tiddlywinks (Upper) is located in Wanoga, Bend, Oregon, United States. It is part of the Wanoga trail network. The trailhead is located at coordinates 43.96419, -121.51652.
      ▼ How hard is Tiddlywinks (Upper)?
      Tiddlywinks (Upper) is rated as Blue difficulty. The physical rating is Moderate. The average grade is 0.4%. The climb difficulty is rated Blue.
      ▼ What is the elevation gain for Tiddlywinks (Upper)?
      Tiddlywinks (Upper) has 160 ft of elevation gain. The trail has 214 ft of elevation descent. The elevation ranges from 5,342 ft to 5,446 ft.
      ▼ Is Tiddlywinks (Upper) a point to point trail?
      Tiddlywinks (Upper) is not a point to point trail. The direction is Both Directions. The trail type is singletrack.
      ▼ How long is Tiddlywinks (Upper)?
      Tiddlywinks (Upper) is 2.6 miles long. The trail type is singletrack.
      ▼ Are dogs allowed on Tiddlywinks (Upper)?
      Yes, dogs are allowed on Tiddlywinks (Upper). Please keep dogs on a leash where required and clean up after them.
      ▼ How do I access Tiddlywinks (Upper)? Where is the closest parking trailhead?
      The closest parking and trailhead locations to Tiddlywinks (Upper) are: View all parking locations in the area.
      ▼ How long does it take to ride Tiddlywinks (Upper)?
      Based on recorded activities, it takes an average of 23 minutes to ride Tiddlywinks (Upper). The trail is 2.6 miles long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
      ▼ How busy is Tiddlywinks (Upper)?
      Tiddlywinks (Upper) is a very popular trail. There have been 6,695 recorded activities on this trail. The trail has received 6,720 check-ins. View recent activity on this trail.

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