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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
Trail Flow (Ridden Direction)
Trailforks scans users activity logs to determine the most popular direction each trail is ridden. A good flowing trail network will have most trails flowing in a single direction according to their intension.
The colour categories are based on what percentage of users are riding a trail in its intended direction.
The colour categories are based on what percentage of users are riding a trail in its intended direction.
- > 96%
- > 90%
- > 80%
- > 70%
- > 50%
- < 50%
- bi-directional trail
- no data
Trail Last Used
Trailforks scans activity logs to determine the last time a trail was ridden.
- < 2 days
- < 1 week
- < 2 weeks
- < 1 month
- < 6 months
- > 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
Contribute Details
Colors indicate trail is missing specified detail.
- Description
- Photos
- Description & Photos
- Videos
Trail Popularity ?
Trailforks scans activity logs to determine which trails are ridden the most in the last 9 months.
Trails are compared with nearby trails in the same city region with a possible 25 colour shades.
Think of this as a heatmap, more activities = more kinetic energy = warmer colors.
- most popular
- popular
- less popular
- not popular
ATV/ORV/OHV Filter
Max Vehicle Width
inches
US Cell Coverage
Legend
Radar Time
Activity Recordings
Trailforks uses anonymized public activity data.
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Activity Recordings
Trailforks uses anonymized public activity data.
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Winter Trails
Warning
A routing network for winter maps does not exist. Selecting trails using the winter trails layer has been disabled.
Missing Trails
Most Popular
Least Popular
Trails are colored based on popularity. The more popular a trail is, the more red. Less popular trails trend towards green.
Jump Magnitude Heatmap
Heatmap of where users jump on trails. Zoom in to see individual jumps, click circles to view jump details.
BC Backroad Status
Service Road Atlas is a free to use, community-driven service for viewing and creating reports on the numerous back-country service roads around B.C. and Alberta.
Slope Aspect
Direction the slope faces
Trails Deemphasized
Trails are shown in grey.
Only show trails with no bike usage.
Suggested Layers
Based on selected activity type
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SaveMiddlebury has one of the most unique small-town multi-use trail networks anywhere
With the TAM (Trail Around Middlebury) encircling the whole town, it connects a number of multi-use trail areas together into one big trail network.
In the network there is a good mix of trail styles - from smooth, easy trails suitable for a lazy Sunday afternoon stroll or suitably challenging trails for trail runners. For mountain bikers there is a good mix of fast and flowy, gnarly New England tech or great down-hill trails.
Visit the websites and Facebook pages of the Middlebury Area Land Trust and the Addison Bike Club, linked below, to learn more about the unique partnerships that makes all of this possible.
With the TAM (Trail Around Middlebury) encircling the whole town, it connects a number of multi-use trail areas together into one big trail network.
In the network there is a good mix of trail styles - from smooth, easy trails suitable for a lazy Sunday afternoon stroll or suitably challenging trails for trail runners. For mountain bikers there is a good mix of fast and flowy, gnarly New England tech or great down-hill trails.
Visit the websites and Facebook pages of the Middlebury Area Land Trust and the Addison Bike Club, linked below, to learn more about the unique partnerships that makes all of this possible.
Disclaimer:
Important: The trails of Middlebury are multi-use trails. Please show respect to all trail users. While mountain bikers are warmly welcomed on Middlebury trails, and have access to most of the trails, there are some trails that are limited to foot traffic only. Please respect these arrangements.
Links
- Trailmap - TAM - Trail Around Middlebury
- Facebook Page for Middlebury Area Land Trust and Trail Around Middlebury
- Facebook Page for Addison County Bike Club - ACBC
- Addison County Bike Club Website
- Middlebury Area Land Trust Website
Trail info last updated
Activities Click to view
- Mountain Bike
54 trails
- Gravel Bike
10 trails
- Adaptive Bike
4 trails
- Winter Fat Bike
17 trails
- Hike
72 trails
- Trail Running
72 trails
- Snowshoe
14 trails
Region Details
- 5
- 15
- 26
- 8
Region Status
Open as of Jun 25, 2026Stats
- Avg Trail Rating
- Trails (view details)
- 74
- Trails Mountain Bike
- 54
- Trails Gravel Bike
- 10
- Trails Adaptive Bike
- 4
- Trails Winter Fat Bike
- 17
- Trails Hike
- 72
- Trails Trail Running
- 72
- Trails Snowshoe
- 14
- Total Distance
- 31 miles
- Total Descent Distance
- 14 miles
- Total Descent
- 3,700 ft
- Total Vertical
- 517 ft
- Highest Trailhead
- 798 ft
- Reports
- 353
- Photos
- 17
- Completed Counter
- 5,380
Sub Regions
-
Battel Woods
- 6
- 13
- 4
-
Chipman Hill
- 7
- 10
- 2
-
Means Woods
- 1
- 1
-
Murdock Woods
- 1
- 1
-
TAM
-
Wright Park
- 1
Popular Middlebury Mountain Biking Trails
• 95 ★ 0.0 • 659 ft • 13 ft • 166 •
Popular blue difficulty singletrack. This multi-use trail can be used both directions and has a moderate overall physical rating with a 13 ft blue climb. Trail visibility is always easy to follow. On average it takes minutes to complete this trail.
• 100 ★ 4.5 • 531 ft • 33 ft • 161 •
Popular blue difficulty singletrack. This multi-use trail can be used both directions with a 33 ft blue climb. Trail visibility is always easy to follow. On average it takes minutes to complete this trail.
• 85 ★ 0.0 • 3,619 ft • 28 ft • 154 •
Popular green difficulty singletrack. This multi-use trail can be used both directions and has a easy overall physical rating with a 28 ft green climb. Trail visibility is always easy to follow. On average it takes 12 minutes to complete this trail.
• 100 ★ 2.5 • 4,400 ft • 254 ft • 133 •
Though people ride this trail Downhill, we prefer to use it as a climber. Be aware as you ascend the trail. There are some blind high speed corners.
• 75 ★ 5.0 • 4,928 ft • 0 ft • 132 •
Sidewinder is part of the TAM trail system. It starts off the top of Chipman and is quite steep and high speed. Be on alert for hikers as this is a popular hiking trail. After you come off the hill the trail mellows out and has some fun...
• 70 ★ 0.0 • 1 mile • 43 ft • 130 •
Popular green difficulty family friendly gravel path. This multi-use trail can be used both directions and has a easy overall physical rating with a 43 ft green climb. Trail visibility is always easy to follow. On average it takes 6 minutes to complete this trail.
• 85 ★ 0.0 • 482 ft • 5 ft • 129 •
Popular blue difficulty singletrack. This multi-use trail can be used both directions and has a moderate overall physical rating with a 5 ft blue climb. Trail visibility is always easy to follow. On average it takes minutes to complete this trail.
Photos of Middlebury Mountain Bike
Videos of Middlebury Mountain Bike
Recent Trail Reports
| status | trail | date | condition | info | user |
|---|---|---|---|---|---|
| Super Seven | Jun 25, 2026 @ 5:24pm (America/New_York) Jun 25, 2026 | Ideal | htfmybackyard | ||
| Chipman Road | Jun 8, 2026 @ 1:58pm (America/New_York) Jun 8, 2026 | Dry | PETER7c4Enp | ||
| East Coast | May 19, 2026 @ 7:37am (America/Denver) May 19, 2026 | Ideal | VTtrailbuilder Sugarbush | ||
| TAM Trail- Chipman Access | May 12, 2025 @ 9:18am May 12, 2025 | Wet | tao-of-clen | ||
| Sidewinder | May 12, 2025 @ 9:18am May 12, 2025 | Variable | tao-of-clen | ||
| Sidewinder | May 12, 2025 @ 9:18am May 12, 2025 | Variable | tao-of-clen | ||
| Old Pine | May 12, 2025 @ 9:18am May 12, 2025 | Ideal | tao-of-clen | ||
| Lower Bittersweet | May 12, 2025 @ 9:18am May 12, 2025 | Variable | tao-of-clen | ||
| The Wall | May 12, 2025 @ 9:18am May 12, 2025 | Variable | tao-of-clen | ||
| Rabbit Hole | May 12, 2025 @ 9:18am May 12, 2025 | Variable | tao-of-clen |
Activity Feed
| username | action | type | title | date |
|---|---|---|---|---|
| pauldwGJI1A | wishlist | region | activity #101271399 | Aug 11, 2026 @ 4:06pm Aug 11, 2026 |
| stevefromBurly | add | photo | activity #99364304 | Jul 17, 2026 @ 4:41am Jul 17, 2026 |
| wymanii | wishlist | region | activity #98319888 | Jul 3, 2026 @ 2:10am Jul 3, 2026 |
| htfmybackyard | add | report | activity #97793451 | Jun 25, 2026 @ 2:27pm Jun 25, 2026 |
| esbeebuhl | wishlist | region | activity #97642282 | Jun 23, 2026 @ 11:44am Jun 23, 2026 |
Recent Comments
| username | type | title | comment | date |
|---|---|---|---|---|
| trail | Blocked | Jul 19, 2024 @ 3:38pm Jul 19, 2024 | ||
| trail | Riding pretty well. Tree diwn across trail... | Jul 16, 2024 @ 6:26am Jul 16, 2024 | ||
| trail | I think maybe it's supposed to be XC | Jun 22, 2023 @ 4:10am Jun 22, 2023 | ||
| trail | Rode this on my gravel bike and it was in good... | Sep 7, 2020 @ 6:41pm Sep 7, 2020 | ||
| trail | what is "technical XS"? | Aug 5, 2020 @ 1:15am Aug 5, 2020 |
Local Badges
-

10 Blue Trails65 awarded -

Epic Ride Climb 2k10 awarded -

Climbing 10k Badge20 awarded -

Climbing 100k Badge2 awarded -

Completionist1 awarded -

Epic Ride Descent 2k10 awarded
Bike & Skill Parks
| name | type | city | rating |
|---|---|---|---|
| Middlebury Pump Track | skill park | Middlebury |
Activity Type Stats
| activitytype | trails | distance | descent | descent distance | total vertical | rating | global rank | state rank | photos | reports | routes | activity logs |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Mountain Bike | 54 | 21 miles | 2,995 ft | 10 miles | 512 ft | #4,357 | #33 | 17 | 353 | 4,066 | ||
| Gravel Bike | 10 | 9 miles | 571 ft | 4 miles | 509 ft | #2,629 | #14 | 29 | 125 | |||
| Adaptive Bike | 4 | 2 miles | 144 ft | 3,468 ft | 85 ft | #5,270 | #32 | 26 | ||||
| Winter Fat Bike | 17 | 10 miles | 1,867 ft | 5 miles | 492 ft | #2,188 | #17 | 30 | 1 | |||
| Hike | 72 | 30 miles | 3,432 ft | 13 miles | 518 ft | #5,594 | #27 | 349 | 130 | |||
| Trail Running | 72 | 30 miles | 3,432 ft | 13 miles | 518 ft | #4,869 | #24 | 349 | 309 | |||
| Snowshoe | 14 | 6 miles | 663 ft | 2 miles | 187 ft | #1,087 | #32 | 140 | 9 |
Frequently Asked Questions
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What are the best places to ride in Middlebury?
Middlebury has 6 areas to explore for mountain biking. The top rated areas are:
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What are the highest rated mountain biking trails in Middlebury?
The highest rated mountain biking trails in Middlebury are:
- Wright Park - TAM (4.2/5)
- MegaWatt (4.1/5)
- Sidewinder (4.1/5)
- Sidewinder (4.1/5)
- Lower Bittersweet (4/5)
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What is the best time of the year to ride in Middlebury?
Based on activity log data, the most popular months to ride in Middlebury are:
- September (84 activities)
- August (69 activities)
- October (59 activities)
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Where can I park to ride in Middlebury?
There are 9 parking locations listed in Middlebury. The most popular parking spots are:
- Means Woods Parking South
- Wahington Street Parking
- Battel Woods South Parking
- Wright Park TAM Parking
- TAM Wright Park Parking
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What is the longest trail in Middlebury?
The longest trail in Middlebury is Wright Park - TAM at 1.6 miles. View all trails sorted by distance.
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What are the best & highest rated hiking trails in Middlebury?
The best hiking trails in Middlebury are: View all hiking trails sorted by popularity score.
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What are the best & highest rated trail running trails in Middlebury?
The best trail running trails in Middlebury are: View all trail running trails sorted by popularity score.
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How many trails are in Middlebury?
Middlebury has a total of 74 trails. Of those, 54 are designated for mountain biking. Browse top mountain biking trails in Middlebury to find detailed information including difficulty ratings, distances, and trail conditions.
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Which trail has the most elevation gain in Middlebury?
The trail with the most elevation gain in Middlebury is Super Seven with 254 ft of elevation gain. View all trails sorted by elevation gain.
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Which trail has the most elevation descent in Middlebury?
The trail with the most elevation descent in Middlebury is Sidewinder with 320 ft of elevation descent. View all trails sorted by elevation descent.
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What activities are most popular in Middlebury?
Middlebury supports the following activities: Mountain Biking, Gravel Biking, Adaptive Biking, Winter Fat Biking, Hiking, Trail Running, Snowshoeing.
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What bike services are there in Middlebury?
The following bike services are available in Middlebury:
- Bike Shop (2)
- Trail Association (1)
- Land Managers (1)
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What are the steepest mountain biking trails in Middlebury?
The steepest mountain biking trail in Middlebury is Sidewinder with an average grade of 6.2%. View all trails sorted by grade.
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Are the trails open in Middlebury?
The overall region status for Middlebury is Clear / Green. Out of 53 trails:
- Clear / Green: 43
- Minor Issue / Yellow: 7
- Significant Issue / Amber: 2
- Closed: 1
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What type of bike is most common in Middlebury?
Based on activity log data, the most common bike types used in Middlebury are:
- XC (6 activities)
- AM (5 activities)
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What are the most popular Strava Segments in Middlebury?
The most popular Strava segments in Middlebury are:
- Rehab (Before Exit) (510 athletes)
- Sidewinder DH (464 athletes)
- Early exit, eh? (454 athletes)
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What are some popular technical trail features in Middlebury?
There are 5 technical trail features (TTFs) in Middlebury. Some popular features include: View all technical trail features in Middlebury.
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What trails are closed in Middlebury?
There are currently 1 closed trails in Middlebury. The breakdown of all trail statuses is:
- Clear / Green: 43
- Minor Issue / Yellow: 7
- Significant Issue / Amber: 2
- Closed: 1
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Are there accessible or adaptive trails in Middlebury?
Yes, there are 4 accessible/adaptive trails in Middlebury. View all adaptive trails in Middlebury for specific accessibility information.
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Are there local clubs or events in Middlebury?
There are 1 local clubs or associations listed in the Middlebury directory. Browse the local directory for details.
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What are the most popular mountain biking trails in Middlebury?
The most popular mountain biking trails in Middlebury are: View all mountain biking trails sorted by popularity.
▼
What are the best beginner ride trails in Middlebury?
The best beginner mountain biking trails in Middlebury are:
- Up Again (1/5)
- Northern Loop (4/5)
- Suspension Bridge - TAM (0/5)
Activities
Trails
Points of Interest
- By WillieJacobsz
Trailforks SBP SWW & contributors - Admins: VMBA, Velomont, Jwduston, ACBC
- #13074 - 12,823 views
- middlebury activity log | embed map of Middlebury mountain bike trails | middlebury mountain biking points of interest
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