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      The Cross Hills Area includes several separate smaller trail Networks. To the North is Winnick Woods which connects to Dyer Hutchinson Farm to the southwest and Cross Hill Trails, Leighton Farms and Spurwink further to the south.

      The 71 acre Winnick Woods parcel is owned by the Town of Cape Elizabeth and was donated to the Town for preservation and includes extensive woodlands, wetlands, a pond and a meadow. Grades on the trails can be steep and bridges and boardwalks have been constructed.

      The Dyer - Hutchinson parcel is owned by the Cape Elizabeth Land Trust. The trail begins in a wooded and wetland area and rises to the top of an open field before continuing into the woods. Grades are moderate. This trail intersects with the town-owned Winnick Woods to the north and connects to the Cross Hill Trails.

      The Cross Hill Trails are owned by the Town of Cape Elizabeth. The trails are predominantly wooded with both moderate and steep slopes, with at least one bridge crossing a wetland area. The trail system
      connects to the Winnick Woods and Leighton Farms trails in the north.

      The Spurwink trail property is owned by the Town of Cape Elizabeth. This trail follows the edge of the Town Farm field, winds through a wooded area adjacent to Pollack Brook. Grades are gentle to moderate. Portions of the trail adjacent to Riverside Cemetery are seasonally wet. The southern end of the trail opens up to a view of the Spurwink Marsh.

      The Runaway Farm trail winds through forested wetland, with moderate grade changes. This is a self-contained loop trail, a portion of which can be difficult to negotiate when wet.
      Primary Trail Type: Cross-Country
      Winnick Trailhead Parking google parking directions
      Access Info:
      The Winnick Woods trailhead is located on Sawyer Rd and includes a small gravel parking lot and kiosk. Trails also connect to the Cross Hill Trails and the Dyer Hutchinson Trails and will soon connect to the Eastman Meadows trail.

      The Dyer - Hutchinson trailhead is located 3/10 mile south of Fickett Street on the east side of Sawyer Road across from mailbox #1147. Parking is permitted only in the two-car graveled area.

      Multiple entrances to the Cross Hill network include Wells Rd, Cross Hill Rd, Apple Tree Lane, and the end of Hawthorne Rd.

      The Leighton Farms access is from Wells Rd, Leighton Farms Rd and Steeplebush Rd. These trails connect to the Cross Hill trail system.

      Entrance to the Spurwink Trail is next to the pump station and on Spurwink Ave north of the Pollack Brook crossing.

      The entrance to the Runaway Farm Trail is located between two driveways on the south side of Spurwink Avenue approximately 500 feet from Route 77.
      Activities Click to view
      Region Details
      • 1
      • 20
      • 6

      Region Status
      Open as of Sep 11, 2024
      Local Trail Association

      Stats

      Avg Trail Rating
      Trails (view details)
      27
      Trails Mountain Bike
      27
      Trails Hike
      27
      Trails Trail Running
      27
      Total Distance
      14 miles
      Total Descent
      1,030 ft
      Total Vertical
      159 ft
      Highest Trailhead
      204 ft
      Reports
      113
      Photos
      5
      Ridden Counter
      4,593

      Photos of Cross Hills Area Mountain Bike

      report
      trail: Tiger Lilly
      13 |
      Apr 25, 2024 @ 3:12pm
      Apr 25, 2024
      trail: Dyer Woods 1
      72 |
      Aug 7, 2020 @ 6:36am
      Aug 7, 2020
      trail: Dyer Woods 1
      60 |
      Jun 22, 2020 @ 11:09am
      Jun 22, 2020
      report
      trail: Noodle
      148 |
      Sep 24, 2018 @ 1:08pm
      Sep 24, 2018
      trail: Bridges
      190 |
      Jun 29, 2017 @ 1:03pm
      Jun 29, 2017

      Videos of Cross Hills Area Mountain Bike

      GoPro Pine Hills Plymouth MA April 2015
      trail: Hills
      3:31 | 688 | Apr 7, 2015
      Forest Hills Station Free Ride Boston
      trail: Hills
      2:40 | 402 | Nov 20, 2014
      Niner WFO 9 vs Coon Hollow Trail at Blue Hills
      trail: Hills
      2:03 | 608 | Oct 20, 2014
      Pinkbike Share The Ride Boston
      trail: Hills
      3:37 | 3571 | Jan 3, 2014
      Chunder at F.Gilbert Hills
      trail: Hills
      0:45 | 79 | Dec 27, 2013
      Blue Hills MA run
      trail: Hills
      4:39 | 231 | Jan 20, 2013
      MTB in the Snow
      trail: Hills
      4:04 | 122 | Jan 15, 2013
      Fort Rocks
      trail: Bridges
      1:34 | 121 | Jan 12, 2013

      Recent Trail Reports

      statustraildateconditioninfouser
      Dyer Woods 1
      Sep 11, 2024 @ 3:38pm
      Sep 11, 2024
      Idealdry and riding greatKewhited
      To Pond
      Jun 20, 2024 @ 10:32am
      Jun 20, 2024
      WetI think this has been discontinued but...haynzy
      Dyer Hutchinson Trail
      Jun 20, 2024 @ 10:32am
      Jun 20, 2024
      WetBridges were typically slippery when wet....haynzy
      Tiger Lilly
      May 14, 2024 @ 2:42am
      May 14, 2024
      DryBlowdowns have been cleareddd82
      Green Belt 2
      Jun 23, 2023 @ 10:51am
      Jun 23, 2023
      WetWet…really wet in all the usual spots.solavelocidad
      Power Line
      Jun 8, 2023 @ 12:43am
      Jun 8, 2023
      IdealSome trail work had been done around one...haynzy
      Winnick Loop
      Jun 8, 2023 @ 12:43am
      Jun 8, 2023
      IdealAbout as close to a “flow trail”...haynzy
      Wormhole
      Apr 9, 2023 @ 4:34am
      Apr 9, 2023
      Variabledodthetod
      Hills
      Jan 9, 2023 @ 7:52am
      Jan 9, 2023
      DryPile of stones blocking trailheadJyicb5
      Dyer Woods 2
      Apr 3, 2022 @ 6:44am
      Apr 3, 2022
      IdealDlalone

      Activity Feed

      usernameactiontypetitledate
      labelangerwishlisttrailactivity #59596662 and 2 more
      Sep 28, 2024 @ 7:19am
      Sep 28, 2024
      Kewhitedaddreportactivity #58716284
      Sep 11, 2024 @ 3:01pm
      Sep 11, 2024
      haynzyaddreportactivity #54470379 and 1 more
      Jun 21, 2024 @ 9:22am
      Jun 21, 2024
      markhollowayupdatetrailactivity #53307000 and 15 more
      May 28, 2024 @ 5:43pm
      May 28, 2024
      Clawtonwishlistrouteactivity #53167226
      May 26, 2024 @ 5:09am
      May 26, 2024

      Recent Comments

      usernametypetitlecommentdate
      fluffs-traveltrailWormholeYes please! Nice ride and well done on trail...
      Jun 18, 2023 @ 12:53pm
      Jun 18, 2023
      Jyicb5trailHillsPile of stones at trailhead, apparently...
      Jan 9, 2023 @ 7:50am
      Jan 9, 2023
      donkypunchtrailNoodlePretty sure this trail has been closed by CELT
      Jul 22, 2018 @ 5:33am
      Jul 22, 2018

      Nearby Areas

      namedistance
      Red House 5 11.4 km
      Gullcrest / Great Pond 15 41.8 km
      Robinson Woods Preserve 6 5 12.1 km
      Stonegate 1 5 12.2 km
      Fort Williams / Portland Head Light 22.7 km

      Local Badges


      Activity Type Stats

      activitytypetrailsdistancedescentdescent distancetotal verticalratingglobal rankstate rankphotosreportsroutesridelogs
      Mountain Bike2714 miles1,030 ft3 miles157 ft
      #2,282#1,225511314,928
      Hike2714 miles1,030 ft3 miles157 ft
      #1,770#1,07811354
      Trail Running2714 miles1,030 ft3 miles157 ft
      #1,772#1,077113240

      Downloading of trail gps tracks in kml & gpx formats is enabled for Cross Hills Area.
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