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      Windsor trails and routes are listed on Trailforks with interactive trail maps, difficulty ratings, photos, and user-reported trail conditions. Supported activity types include Hiking, Trail Running, Mountain Biking, Snowshoeing, Nordic Skiing, Gravel Biking, Skiing, E-Biking and Winter Fat Biking. Scenery includes creeks, lakes and views. Common trail features include skinnies and berms. Many trails are family friendly. Popular destinations include Irishman's Road Recreation Site, Ski Martock and Haliburton House Museum.
      This is an auto-generated description of Windsor. Login or register to submit a custom description.

      Trail info last updated

      Activities Click to view
      Region Details
      • 6
      • 7
      • 10
      • 26
      • 1

      Region Status
      Caution as of Jul 20, 2026
      Local Trail Association

      Stats

      Avg Trail Rating
      Trails (view details)
      73
      Trails Mountain Bike
      50
      Trails E-Bike
      4
      Trails Gravel Bike
      30
      Trails Winter Fat Bike
      4
      Trails Horse
      1
      Trails Hike
      58
      Trails Trail Running
      58
      Trails Dirtbike/Moto
      1
      Trails ATV/ORV/OHV
      1
      Trails Snowmobile
      1
      Trails Snowshoe
      49
      Trails Downhill Ski
      8
      Trails Nordic Ski
      42
      Total Distance
      30 miles
      Total Descent
      4,364 ft
      Total Vertical
      596 ft
      Highest Trailhead
      615 ft
      Reports
      766
      Photos
      20
      Completed Counter
      4,103

      Sub Regions

      Popular Windsor Mountain Biking Trails

      • 90 ★ 3.0 • 615 ft • 5 ft • 143 •
      Popular green difficulty family friendly gravel path. This multi-use trail can be used both directions and has a easy overall physical rating. On average it takes minutes to complete this trail.
      • 95 ★ 5.0 • 808 ft • 8 ft • 140 •
      Popular blue difficulty singletrack. This multi-use trail can be used both directions and has a moderate overall physical rating. On average it takes 3 minutes to complete this trail.
      • 100 ★ 4.0 • 613 ft • 12 ft • 139 •
      Popular blue difficulty singletrack. This multi-use trail can be used downhill primary and has a moderate overall physical rating with a 12 ft blue climb. It features bridge and drop. On average it takes 2 minutes to complete this trail.
      • 90 ★ 3.5 • 663 ft • 9 ft • 138 •
      Popular blue difficulty singletrack. This multi-use trail can be used both directions and has a moderate overall physical rating. On average it takes 2 minutes to complete this trail.
      • 100 ★ 4.0 • 1,161 ft • 15 ft • 132 •
      Popular green difficulty singletrack. This multi-use trail can be used both directions and has a easy overall physical rating. On average it takes 1 minutes to complete this trail.
      • 95 ★ 4.0 • 456 ft • 22 ft • 128 •
      Popular blue difficulty singletrack. This multi-use trail can be used both directions and has a easy overall physical rating. On average it takes minutes to complete this trail.
      • 85 ★ 3.0 • 459 ft • 12 ft • 127 •
      Popular blue difficulty singletrack. This multi-use trail can be used both directions. On average it takes minutes to complete this trail.
      • 80 ★ 3.0 • 714 ft • 24 ft • 124 •
      Popular blue difficulty singletrack. This multi-use trail can be used both directions and has a moderate overall physical rating. On average it takes 1 minutes to complete this trail.

      Recent Ride Log Activity in Region

      Today

      • 0 rides

      Yesterday

      • 0 rides
      Past Week
      • 2 rides

      Windsor Mountain Bike Routes

      3 miles • 170 ft • 39 • Loop •
      This would give you a good tour of the site and hits the majority of the trials.
      31 miles • 1,806 ft • 1 • Loop •
      This loop starts at the carpool parking lot in St Croix, it is mostly on former logging roads but there...
      34 miles • 1,708 ft • 0 •
      Mainly old logging roads through the hills of NS. There is one area that is off road and requires you to...

      Photos of Windsor Mountain Bike

      mtb
      43 |
      Mar 16, 2024 @ 2:37pm
      Mar 16, 2024
      mtb
      48 |
      Mar 16, 2024 @ 2:37pm
      Mar 16, 2024
      mtb
      129 |
      May 8, 2023 @ 7:46am
      May 8, 2023
      mtb
      90 |
      May 8, 2023 @ 7:45am
      May 8, 2023
      mtb
      94 |
      May 8, 2023 @ 7:45am
      May 8, 2023
      mtb
      104 |
      May 8, 2023 @ 7:45am
      May 8, 2023
      mtb
      93 |
      May 8, 2023 @ 7:45am
      May 8, 2023
      mtb
      97 |
      May 8, 2023 @ 7:44am
      May 8, 2023
      mtb
      96 |
      May 8, 2023 @ 7:22am
      May 8, 2023
      mtb
      83 |
      May 8, 2023 @ 7:22am
      May 8, 2023
      mtb
      75 |
      May 8, 2023 @ 7:22am
      May 8, 2023
      mtb
      98 |
      May 8, 2023 @ 7:22am
      May 8, 2023

      Videos of Windsor Mountain Bike

      Frog Leg 1 - Irishmans
      mtb
      0:58 | 187 | May 14, 2018
      Evan @ Poley Mountain
      mtb
      trail: Bunny Hill
      0:47 | 90 | Jan 28, 2013
      Poley Mountain with the kids
      mtb
      trail: Bunny Hill
      0:53 | 152 | Jan 28, 2013
      Rootamentree
      mtb
      2:18 | 785 | May 13, 2018 , Windsor
      Iishman's Rd Drop Zone
      mtb
      trail: Drop Zone
      0:37 | 1244 | May 13, 2018 , Windsor
      Irishmans Rd historical
      mtb
      1188 | Oct 24, 2016 , Windsor

      Recent Trail Reports

      Activity Feed

      usernameactiontypetitledate
      SammyFalmouthaddreportactivity #99645503
      Jul 20, 2026 @ 5:43pm
      Jul 20, 2026
      hcandursunwishlisttrailactivity #97898549
      Jun 27, 2026 @ 6:50am
      Jun 27, 2026
      vvenedamwishlisttrailactivity #93772208
      May 1, 2026 @ 5:06am
      May 1, 2026
      SammyFalmouthaddreportactivity #92882209 and 3 more
      Apr 18, 2026 @ 12:00pm
      Apr 18, 2026
      thunderboxaddpoiactivity #92711908
      Apr 16, 2026 @ 2:57am
      Apr 16, 2026

      Recent Comments

      usernametypetitlecommentdate
      ClasikrktrailTregothic TrailI walk this trail most days, nice easy level...
      Jul 13, 2022 @ 5:20am
      Jul 13, 2022
      sylsaraultreportAvon River CauswayOk oooouop
      Jun 15, 2019 @ 12:08pm
      Jun 15, 2019
      bent6543trailIntimidator TrailThis trail should be closed. It's a very...
      May 17, 2017 @ 3:17am
      May 17, 2017

      Local Badges


      Activity Type Stats

      activitytypetrailsdistancedescentdescent distancetotal verticalratingglobal rankstate rankphotosreportsroutesactivity logs
      Mountain Bike5022 miles1,332 ft7 miles528 ft
      #5,494#202076631,125
      E-Bike48 miles138 ft3 miles495 ft
      #8,132#394371366
      Gravel Bike3017 miles702 ft6 miles528 ft
      #2,515#19183137
      Winter Fat Bike41 mile89 ft2,976 ft46 ft
      #3,397#203
      Horse17 miles125 ft3 miles377 ft
      321
      Hike5824 miles1,457 ft8 miles528 ft
      #6,546#29766136
      Trail Running5824 miles1,457 ft8 miles528 ft
      #6,296#25765135
      Dirtbike/Moto17 miles125 ft3 miles377 ft
      3211
      ATV/ORV/OHV17 miles125 ft3 miles377 ft
      32111
      Snowmobile17 miles125 ft3 miles377 ft
      11
      Snowshoe4914 miles1,270 ft5 miles194 ft
      #961#332164
      Downhill Ski83 miles2,503 ft3 miles528 ft
      #607#316357
      Nordic Ski4215 miles1,401 ft5 miles194 ft
      #939#2020424

      Frequently Asked Questions

      ▼ What are the best places to ride in Windsor?
      Windsor has 5 areas to explore for mountain biking. The top rated areas are:
      ▼ What are the highest rated mountain biking trails in Windsor?
      The highest rated mountain biking trails in Windsor are: View all mountain biking trails sorted by rating.
      ▼ Where can I park to ride in Windsor?
      There are 7 parking locations listed in Windsor. The most popular parking spots are: View all parking and trailhead locations on the map to plan your visit.
      ▼ What is the longest trail in Windsor?
      The longest trail in Windsor is Glooscap Heritage Loop at 5,188 ft. View all trails sorted by distance.
      ▼ What are the best & highest rated hiking trails in Windsor?
      ▼ What are the best & highest rated trail running trails in Windsor?
      ▼ How many trails are in Windsor?
      Windsor has a total of 73 trails. Of those, 50 are designated for mountain biking. Browse top mountain biking trails in Windsor to find detailed information including difficulty ratings, distances, and trail conditions.
      ▼ Which trail has the most elevation gain in Windsor?
      The trail with the most elevation gain in Windsor is Westbrook Loop with 117 ft of elevation gain. View all trails sorted by elevation gain.
      ▼ Which trail has the most elevation descent in Windsor?
      The trail with the most elevation descent in Windsor is Mosher's Trail with 121 ft of elevation descent. View all trails sorted by elevation descent.
      ▼ What activities are most popular in Windsor?
      Windsor supports the following activities: Mountain Biking, E-Biking, Gravel Biking, Winter Fat Biking, Hiking, Trail Running, Snowshoeing, Skiing, Nordic Skiing.
      ▼ What bike services are there in Windsor?
      The following bike services are available in Windsor:
      • Trail Association (1)
      Browse the full Windsor directory for details.
      ▼ What are the steepest mountain biking trails in Windsor?
      The steepest mountain biking trail in Windsor is Hawthorne Alley with an average grade of 3.3%. View all trails sorted by grade.
      ▼ Are there any trails with scenic viewpoints in Windsor?
      Yes, there are 1 scenic viewpoints marked along trails in Windsor. Some popular viewpoints include: Explore more points of interest to find trails with the best views.
      ▼ Are the trails open in Windsor?
      The overall region status for Windsor is Minor Issue / Yellow. Out of 51 trails:
      • Clear / Green: 39
      • Minor Issue / Yellow: 9
      • Significant Issue / Amber: 3
      View the full trail status page for the latest updates.
      ▼ Can I ride an ebike in Windsor?
      Yes, Windsor supports e-bike riding. There are 4 trails in Windsor that allow e-bikes. Check the e-bike trails listing for specific trail access details and any local regulations.
      ▼ What are the most popular mountain biking routes in Windsor?
      ▼ What are the top sights to see in Windsor?
      There are 2 notable sights in Windsor. Some of the top sights include: Explore all points of interest in Windsor.
      ▼ What are the most popular Strava Segments in Windsor?
      The most popular Strava segments in Windsor are:
      • winters loop (237 athletes)
      • Rootamentree (205 athletes)
      • Longbow CW (181 athletes)
      View all Strava segments in Windsor.
      ▼ Are there local clubs or events in Windsor?
      There are 1 local clubs or associations listed in the Windsor directory. Browse the local directory for details.
      ▼ What are the most popular mountain biking trails in Windsor?
      ▼ What are the best beginner ride trails in Windsor?
      The best beginner mountain biking trails in Windsor are: View all beginner mountain biking trails in Windsor.
      • By JeffVTF Pro & contributors
      • Admins: bent6543, AVMBA
      • #11483 - 6,806 views

      Downloading of trail gps tracks in kml & gpx formats is enabled for Windsor.
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