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3,419 ft
Distance
103 ft
Climb
-106 ft
Descent
00:06:04
Avg time
-4 ft
Altitude change
586 ft
Altitude min
694 ft
Altitude max
648 ft
Altitude start
643 ft
Altitude end
-0.1%
Grade
-22.4%
Grade max
21.3%
Grade min
1,293 ft
Distance climb
1,841 ft
Distance down
285 ft
Distance flat
00:06:04
Avg time
Upper Bittersweet Details
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Activities
- Mountain Bike
- Hike
- Trail Running
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Riding AreaChipman Hill
Middlebury, Vermont -
Difficulty Rating
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Local Popularity85 in Mountain Biking [+]
- 65 in Trail Running
- 75 in Hiking
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Global Ranking
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Hiking SAC ScaleT1 Hiking
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Trail TypeSingletrack
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Bike TypeDH, AM, XC
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DirectionBoth DirectionsPopular Direction Shown
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Climb DifficultyBlue
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Physical RatingEasy
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Trail VisibilityAlways easy to follow
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Dogs AllowedYes
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Land OwnerMiddlebury Area land Trust
No community description for Upper Bittersweet trail has been added yet!
AI Generated Description
Upper Bittersweet is a 3,419 ft popular blue difficulty singletrack trail located near Middlebury Vermont. This multi-use trail can be used both directions and has a easy overall physical rating with a 103 ft blue climb. Trail visibility is always easy to follow. On average it takes 6 minutes to complete this trail.
Local Trail Association
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Please consider joining or donating to the local trail association to supportDonate to earn trail karma!
trail development & maintenance.
Traditionally Indigenous Territory
Recent Activity on Trail
Past Week
- 0 rides
6 Months
- 10 rides
- 11 miles avg distance
All
- 91 rides
- Last: Jul 2, 2026
| c1 | c2 | c3 | c4 |
|---|---|---|---|
January | February | March | April |
May | June | July | August |
September | October | November | December |
Upper Bittersweet Trail Reports
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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
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- Very Dry
Trail Flow (Ridden Direction)
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The colour categories are based on what percentage of riders are riding a trail in its intended direction.
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- > 90%
- > 80%
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- > 6 months
Trail Ridden Direction
The intended direction a trail should be ridden.
- Downhill Only
- Downhill Primary
- Both Directions
- Uphill Primary
- Uphill Only
- One Direction
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Directions to upper-bittersweet trailhead
(44.028490, -73.164990)
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Nearby Trails
- Northern Loop 1,742 ft
- Sidewinder 1,804 ft
- Up Again 1,837 ft
- Ski Jump 1,880 ft
- The Wall Connector 1,893 ft
- By WillieJacobsz
Trailforks SBP SWW & contributors - #213593 - 598 views
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Frequently Asked Questions About Upper Bittersweet
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Where is Upper Bittersweet located?
Upper Bittersweet is located in Chipman Hill, Middlebury, Vermont, United States. It is part of the Chipman Hill trail network. The trailhead is located at coordinates 44.02849, -73.16499.
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How hard is Upper Bittersweet?
Upper Bittersweet is rated as Blue difficulty. The physical rating is Easy. The average grade is 0.1%. The climb difficulty is rated Blue.
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What is the elevation gain for Upper Bittersweet?
Upper Bittersweet has 31 m of elevation gain. The trail has 32 m of elevation descent. The elevation ranges from 179 m to 212 m.
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Is Upper Bittersweet a point to point trail?
Upper Bittersweet is not a point to point trail. The direction is Both Directions. The trail type is singletrack.
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