more stats
4.0 miles
Distance
366 ft
Climb
-738 ft
Descent
00:39:57
Avg time
-371 ft
Altitude change
6,268 ft
Altitude min
6,970 ft
Altitude max
6,639 ft
Altitude start
6,270 ft
Altitude end
-1.8%
Grade
-30.2%
Grade max
20.3%
Grade min
1 mile
Distance climb
3 miles
Distance down
1,066 ft
Distance flat
00:39:57
Avg time

Flagline (Middle) Details

  • Activities
    • Mountain Bike
    • Hike
    • Trail Running
  • Riding Area
    Dutchman Flat Sno-Park
    Bend, Oregon
  • Difficulty Rating
  • Voted Difficulty
    Blue (1 vote)
  • Local Popularity
    80 in Mountain Biking [+]
    • 45 in Trail Running
    • 30 in Hiking
  • Global Ranking
    #42506 in Mountain Biking [+]
    • #109098 in Trail Running
    • #98963 in Hiking
  • Trail Type
    Singletrack
  • Bike Type
    XC
  • Climb Difficulty
    Blue
  • Physical Rating
    Moderate
  • Season
    August 15 to ski season
  • eBike Allowed
  • Land Owner
    USFS - Deschutes Ranger District

Description from BendTrails:

Middle Flagline is one of the more technical, long and fast downhills in the Bend area. The simple fact that this segment is closed for most of the summer makes it a highly anticipated route when August 15th rolls around — it’s pretty much guaranteed that the parking lot at Dutchman Sno Park will be loaded with cars on that morning

If you are thinking about riding this trail before it officially opens on August 15th, think again. The trail will be riddled with deadfall, and there is a full time Forest Service employee roaming the Bend Watershed in the summer.

While you can climb Middle Flagline from Swampy Lakes to reach the Metolius-Windego trail, 90% of riders will start at Dutchman and head downhill towards Bend. The popular “Bachelor to Bend” shuttle usually includes the Middle Flagline trail.

Another popular way to access Middle Flagline is to start at the Skyliner Sno Park, climb Northfork to Met-Win and loop back to your car — that route combines lots of XC climbing with ripping fast DH.

Trail Supporters

  • USFS
    Land Manager

Recent Activity on Trail

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  • 1,222 rides
  • Last: Nov 15, 2025
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Flagline (Middle) Trail Reports

statusdatedescription
May 26, 2026 @ 11:42am (America/Los_Angeles)
May 26, 2026
Closed until August 15th
Oct 9, 2025 @ 10:56am (America/Los_Angeles)
Oct 9, 2025
Standing water in spots but riding well
Sep 9, 2025 @ 9:38am
Sep 9, 2025
We got lucky with hero dirt after the thunderstorms and trail was dry underneath and I’m sure dried out quickly
Sep 7, 2025 @ 9:11am
Sep 7, 2025
Surprised to see it so dry with the recent rain.
Sep 1, 2025 @ 2:01pm
Sep 1, 2025
First time on Middle Flag and I don’t think better conditions are possible. Trail is riding great!
more »
Status:
on May 26, 2026
Variable
Avg: 4.45 (16 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
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        Directions to flagline-middle trailhead (44.024310, -121.657360)

        Photos

        21 more »
        69 |
        Sep 6, 2025 @ 9:46am
        Sep 6, 2025
        85 |
        Sep 6, 2025 @ 9:46am
        Sep 6, 2025
        111 |
        Sep 1, 2025 @ 11:08am
        Sep 1, 2025
        120 |
        Oct 7, 2023 @ 5:06pm
        Oct 7, 2023

        Videos

        3 more »
        Last Tracks for the season? Snowy Flagline Lap
        3:48 | 172 | Oct 25, 2023 , Bend
        youtuber Middle Flagline
        11:52 | 274 | Nov 2, 2022 , Bend
        Flagline Trail
        9:03 | 1334 | Aug 18, 2020 , Bend

        Routes with this trail

        5.0 14 miles 1,681 ft 5 Loop
        This is a loop including Middle and Lower Flagline. From Dutchman Snopark, head north to the top of Middle...
        4.0 30 miles 1,997 ft 13
        Here in Bend the Whole Chimichanga offers a unique and unparalleled downhill experience of Central Oregon,...
        3.7 19 miles 2,688 ft 11 Loop
        Best of Bend in one loop - bad ass ride that will take it out of you

        7 Reviews & Comments


        We hope you've been enjoying Trailforks!

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        • By gbearce2001TF Pro & contributors
        • #30107 - 8,442 views

        Frequently Asked Questions About Flagline (Middle)

        Where is Flagline (Middle) located?
        Flagline (Middle) is located in Dutchman Flat Sno-Park, Bend, Oregon, United States. It is part of the Dutchman Flat Sno-Park trail network. The trailhead is located at coordinates 44.02431, -121.65736.
        How hard is Flagline (Middle)?
        Flagline (Middle) is rated as Blue difficulty. The physical rating is Moderate. The average grade is 1.8%. The climb difficulty is rated Blue.
        What is the elevation gain for Flagline (Middle)?
        Flagline (Middle) has 366 ft of elevation gain. The trail has 738 ft of elevation descent. The elevation ranges from 6,268 ft to 6,970 ft.
        How long is Flagline (Middle)?
        Flagline (Middle) is 4.0 miles long. The trail type is singletrack.

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