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      Chesapeake 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, E-Biking, Horseback, Gravel Biking and Adaptive Biking. Popular destinations include Indian River Park, Northwest River Park and Chesapeake Arboretum.
      This is an auto-generated description of Chesapeake. Login or register to submit a custom description.

      Trail info last updated

      Activities Click to view
      Region Details
      • 1
      • 2
      • 27
      • 3

      Region Status
      Open as of Oct 6, 2024
      Local Trail Association

      Stats

      Avg Trail Rating
      Trails (view details)
      54
      Trails Mountain Bike
      33
      Trails E-Bike
      22
      Trails Gravel Bike
      6
      Trails Adaptive Bike
      5
      Trails Horse
      8
      Trails Hike
      54
      Trails Trail Running
      38
      Total Distance
      21 miles
      Total Descent
      293 ft
      Total Vertical
      64 ft
      Highest Trailhead
      67 ft
      Reports
      736
      Photos
      53
      Completed Counter
      1,094
      Sub Regions

      Popular Chesapeake Mountain Biking Trails

      80 3.6 3 miles 19 ft 156
      Popular green difficulty singletrack. This multi-use trail can be used one direction and has a easy overall physical rating with a 19 ft green climb. It features bridge and ladder bridge. Trail visibility is always easy to follow. On average it takes 30 minutes to complete this trail.
      100 3.0 492 ft 0 ft 71
      Popular green difficulty singletrack. This multi-use trail can be used both directions and has a easy overall physical rating with a 0 ft green climb. It features jump. Adaptive MTB rating: amtb green.
      95 3.0 1,004 ft 2 ft 70
      Popular green difficulty singletrack. This multi-use trail can be used both directions and has a easy overall physical rating with a 2 ft green climb.
      90 2.0 961 ft 0 ft 69
      Popular green difficulty doubletrack. This multi-use trail can be used both directions and has a easy overall physical rating with a 0 ft green climb.
      95 4.0 833 ft 0 ft 68
      Popular blue difficulty singletrack. This multi-use trail can be used one direction and has a hard overall physical rating with a 0 ft blue climb. It features jump and skinny.
      85 2.0 712 ft 0 ft 67
      Popular green difficulty singletrack. This multi-use trail can be used one direction and has a easy overall physical rating with a 0 ft green climb.
      100 0.0 459 ft 0 ft 64
      Popular green difficulty singletrack. This multi-use trail can be used both directions and has a easy overall physical rating.
      85 4.0 951 ft 5 ft 64
      Popular blue difficulty singletrack. This multi-use trail can be used one direction and has a moderate overall physical rating with a 5 ft blue climb. It features berm, bridge and jump.

      Recent Ride Log Activity in Region

      Today
      • 0 rides
      Yesterday
      • 1 rides
      Past Week
      • 3 rides

      Photos of Chesapeake Mountain Bike

      mtb
      94 |
      Nov 10, 2024 @ 11:12am
      Nov 10, 2024
      mtb
      137 |
      Jan 9, 2024 @ 12:50pm
      Jan 9, 2024
      mtb
      140 |
      Jan 9, 2024 @ 9:54am
      Jan 9, 2024
      mtb
      100 |
      Jan 9, 2024 @ 9:53am
      Jan 9, 2024
      mtb
      40 |
      Oct 5, 2023 @ 9:25am
      Oct 5, 2023
      mtb
      112 |
      Sep 15, 2021 @ 8:01am
      Sep 15, 2021
      mtb
      230 |
      Jan 18, 2020 @ 10:35am
      Jan 18, 2020
      mtb
      116 |
      Aug 2, 2019 @ 12:21pm
      Aug 2, 2019
      mtb
      117 |
      Aug 2, 2019 @ 12:21pm
      Aug 2, 2019
      mtb
      138 |
      Aug 2, 2019 @ 12:21pm
      Aug 2, 2019
      mtb
      134 |
      Jun 15, 2019 @ 4:22pm
      Jun 15, 2019
      mtb
      57 |
      Aug 8, 2018 @ 5:15am
      Aug 8, 2018

      Videos of Chesapeake Mountain Bike

      Biking Bad - Mountain Biking at Indian River Park
      mtb

      8:17 | 394 | Jul 2, 2022
      youtuber More Flow in Virginia! Indian River State Park...
      mtb

      10:03 | 285 | Apr 10, 2022
      Wanna MTB in VA Beach? - Indian River Park...
      mtb
      trail: Outer Loop
      20:53 | 1556 | Mar 6, 2020 , Chesapeake

      Recent Trail Reports

      Activity Feed

      usernameactiontypetitledate
      BenLow2019wishlisttrailactivity #101790673
      Aug 18, 2026 @ 12:49pm
      Aug 18, 2026
      TheojPZSwawishlisttrailactivity #99554850
      Jul 19, 2026 @ 11:29am
      Jul 19, 2026
      tcaron757wishlistregionactivity #97851418
      Jun 26, 2026 @ 12:39pm
      Jun 26, 2026
      jcaballero39wishlistregionactivity #90076343
      Mar 6, 2026 @ 12:04pm
      Mar 6, 2026
      JoseokVaykriddentrailactivity #87490762
      Jan 19, 2026 @ 1:23pm
      Jan 19, 2026

      Recent Comments

      usernametypetitlecommentdate
      SteveB414trailSidewinder TrailThis trail is not named Sidewinder.
      Jul 2, 2025 @ 12:55pm
      Jul 2, 2025
      SteveB414trailShortcut Trail (to Sidewinder and Ridgeline Trail)Not sure who named these trails in Trailforks...
      May 20, 2025 @ 7:58pm
      May 20, 2025
      RossVsC3VKtrailOuter LoopTop part is extremely muddy. The rest is OK,...
      Feb 15, 2025 @ 10:23am
      Feb 15, 2025
      Bear1977trailOak Grove LoopMuddy
      Jul 14, 2024 @ 7:14am
      Jul 14, 2024
      Bear1977trailOuter Loopyesterday was 99% dry. two trees down ...
      Jan 15, 2024 @ 11:20am
      Jan 15, 2024

      Local Badges


      Activity Type Stats

      activitytypetrailsdistancedescentdescent distancetotal verticalratingglobal rankstate rankphotosreportsroutesactivity logs
      Mountain Bike3312 miles259 ft2 miles66 ft
      #7,909#2,560157364,622
      E-Bike227 miles39 ft1 mile16 ft
      #6,838#2,05966952
      Gravel Bike64 miles213 ft4,849 ft62 ft
      #3,130#1,121278
      Adaptive Bike54 miles213 ft4,760 ft62 ft
      #5,260#1,3864
      Horse83 miles3 ft1,253 ft3 ft
      #2,730#1,4232117
      Hike5421 miles292 ft3 miles66 ft
      #1,407#63234713171
      Trail Running3817 miles289 ft3 miles66 ft
      #7,313#2,413713127

      Frequently Asked Questions

      What are the best places to ride in Chesapeake?
      Chesapeake has 5 areas to explore for mountain biking. The top rated areas are:
      What are the highest rated mountain biking trails in Chesapeake?
      The highest rated mountain biking trails in Chesapeake are: View all mountain biking trails sorted by rating.
      Where can I park to ride in Chesapeake?
      There are 10 parking locations listed in Chesapeake. 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 Chesapeake?
      The longest trail in Chesapeake is Outer Loop at 2.6 miles. View all trails sorted by distance.
      What are the best & highest rated hiking trails in Chesapeake?
      What are the best & highest rated trail running trails in Chesapeake?
      How many trails are in Chesapeake?
      Chesapeake has a total of 54 trails. Of those, 33 are designated for mountain biking. Browse top mountain biking trails in Chesapeake to find detailed information including difficulty ratings, distances, and trail conditions.
      Which trail has the most elevation gain in Chesapeake?
      The trail with the most elevation gain in Chesapeake is Great Bridge Battlefield Trail with 210 ft of elevation gain. View all trails sorted by elevation gain.
      Which trail has the most elevation descent in Chesapeake?
      The trail with the most elevation descent in Chesapeake is Great Bridge Battlefield Trail with 209 ft of elevation descent. View all trails sorted by elevation descent.
      What activities are most popular in Chesapeake?
      Chesapeake supports the following activities: Mountain Biking, E-Biking, Gravel Biking, Adaptive Biking, Horseback, Hiking, Trail Running.
      What bike services are there in Chesapeake?
      The following bike services are available in Chesapeake:
      • Bike Shop (1)
      Browse the full Chesapeake directory for details.
      What are the steepest mountain biking trails in Chesapeake?
      The steepest mountain biking trail in Chesapeake is Trail to Parking Lot with an average grade of 0.8%. View all trails sorted by grade.
      Are there any trails with scenic viewpoints in Chesapeake?
      Yes, there are 3 scenic viewpoints marked along trails in Chesapeake. Some popular viewpoints include: Explore more points of interest to find trails with the best views.
      Are the trails open in Chesapeake?
      Out of 15 trails:
      • Clear / Green: 13
      • Minor Issue / Yellow: 2
      View the full trail status page for the latest updates.
      Can I ride an ebike in Chesapeake?
      Yes, Chesapeake supports e-bike riding. There are 22 trails in Chesapeake that allow e-bikes. Check the e-bike trails listing for specific trail access details and any local regulations.
      What are the most popular Strava Segments in Chesapeake?
      The most popular Strava segments in Chesapeake are:
      • Sugar Magnolia (1,012 athletes)
      • Cardio Pump Track (935 athletes)
      • Ipswichbacks (914 athletes)
      View all Strava segments in Chesapeake.
      What are some popular technical trail features in Chesapeake?
      There are 19 technical trail features (TTFs) in Chesapeake. Some popular features include: View all technical trail features in Chesapeake.
      Are there accessible or adaptive trails in Chesapeake?
      Yes, there are 5 accessible/adaptive trails in Chesapeake. View all adaptive trails in Chesapeake for specific accessibility information.
      What are the most popular mountain biking trails in Chesapeake?
      What are the best beginner ride trails in Chesapeake?
      The best beginner mountain biking trails in Chesapeake are: View all beginner mountain biking trails in Chesapeake.
      • By onewordanthem & contributors
      • Admins: apply
      • #10540 - 3,669 views

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