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      Bennett's Pond is part of the Connecticut State Park System. Together with Ridgefield's Hemlock Hills, Pine Mountain and Lake Windwing [Ridgefield Open Space Association (ROSA)] it forms one of the largest nature preserves in the Southwest portion of the state. Glacial activity has left numerous erratic boulders and small cliffs throughout the area. Featuring a wide variety of terrain it's a picturesque place and any ride here is bound to be memorable.

      The area consists of meadows, woodlands, wetlands and steep ridges all traversed by great trails of varying difficulty. The ride down to the pond is an easy and fast downhill but as you go north into Pine Mountain or further west into Hemlock Hills, the terrain can be challenging.

      Trails feature twisty tight single track along rock-strewn ridges; there's even a massive slick rock section. With some hike a bike in the northern reaches—Bennetts is still a diamond in the rough but an awesome park to explore.

      Fore more information go to the Fairfield Couty NEMBA website.

      Update 9/20/20

      NW CT NEMBA completed our final major trail project in Hemlock Hills in Ridgefield CT. Hemlock Hills/Pine Mtn/Bennett’s Pond is among the largest contiguous open spaces in Fairfield County and has become very popular. FCNEMBA has been working for many years with the Ridgefield Conservation Commission (RCC) on various trail projects, and this summer we legitimized the last of the old “social” trails. We built several reroutes to reduce erosion, and closed some “pop-up” trails to reduce proliferation and help the RCC achieve the natural aesthetic that is a foundation of their policy.

      Our maps guru, Rich Coffey, has been focused on getting our trail systems updated on Trailforks. Most of our open spaces have cell-service and having updated GPS maps has been very helpful for our new members. Thanks Rich
      Primary Trail Type: Cross-Country
      eBikes Allowed: No
      Land Status: Conservation Reserve
      Bennetts Pond State Park Parking google parking directions
      Links
      Activities Click to view
      Region Details
      • 2
      • 14
      • 36
      • 11

      Region Status
      Open as of May 16, 2021
      Local Trail Association

      Stats

      Avg Trail Rating
      Trails (view details)
      63
      Trails Mountain Bike
      63
      Trails Hike
      62
      Trails Trail Running
      62
      Total Distance
      24 miles
      Total Descent
      3,318 ft
      Total Vertical
      466 ft
      Highest Trailhead
      997 ft
      Reports
      160
      Photos
      26
      Ridden Counter
      5,087

      Photos of Bennetts Pond / Hemlock Hills Mountain Bike

      66 |
      Oct 2, 2022 @ 11:41am
      Oct 2, 2022
      99 |
      Aug 29, 2021 @ 11:41am
      Aug 29, 2021
      trail: Red Connector
      135 |
      Jun 14, 2021 @ 2:08pm
      Jun 14, 2021
      trail: Red Connector
      106 |
      Jun 14, 2021 @ 2:08pm
      Jun 14, 2021
      75 |
      Jun 11, 2021 @ 1:08pm
      Jun 11, 2021
      81 |
      Jun 11, 2021 @ 1:08pm
      Jun 11, 2021
      99 |
      Jun 11, 2021 @ 12:03pm
      Jun 11, 2021
      134 |
      May 23, 2021 @ 6:07am
      May 23, 2021

      Videos of Bennetts Pond / Hemlock Hills Mountain Bike

      #morningride
      1:00 | 389 | Aug 19, 2016
      *Brakes*
      0:32 | 288 | Jul 20, 2016
      Last Ride of 2013
      trail: Connector
      1:36 | 865 | Dec 31, 2013
      Freeride 11/24/13
      trail: Connector
      1:19 | 719 | Nov 24, 2013
      Autumn Shred
      trail: Connector
      2:42 | 1072 | Nov 10, 2013
      Connector first time
      trail: Connector
      0:17 | 759 | Oct 13, 2013
      Fred on Connector
      trail: Connector
      0:13 | 282 | Dec 3, 2012
      The Connector
      trail: Connector
      0:13 | 440 | Oct 25, 2012

      Recent Trail Reports

      Activity Feed

      usernameactiontypetitledate
      richjh213updatetrailHandcuffs Loop - Pine Mountain (Yellow) and 1 more
      Sep 5, 2023 @ 9:06am
      Sep 5, 2023
      richjh213updatetrailUp Chuck - Pine Mountain (Orange) and 1 more
      Sep 4, 2023 @ 6:24pm
      Sep 4, 2023
      richjh213updatetrailBlue Trail - Bennett's Pond and 1 more
      Sep 4, 2023 @ 12:44pm
      Sep 4, 2023
      richjh213addtrailYellow Trail - Pine Mountain 2 and 1 more
      Sep 4, 2023 @ 11:43am
      Sep 4, 2023
      richjh213commenttrailRed Connector and 1 more
      Aug 23, 2023 @ 8:51am
      Aug 23, 2023

      Recent Comments

      usernametypetitlecommentdate
      richjh213trailRed TrailHas some very steep sections.
      Aug 23, 2023 @ 8:53am
      Aug 23, 2023
      richjh213trailRed ConnectorVery steep
      Aug 23, 2023 @ 8:51am
      Aug 23, 2023
      chrismtbridgetrailBennetts Pond North ("Pebble Beach")Overgrown.
      Jul 25, 2023 @ 2:37am
      Jul 25, 2023
      djf501trailUp Chuck - Pine Mountain (Orange)Really long climbing trail. Well designed...
      Apr 10, 2023 @ 8:25am
      Apr 10, 2023
      hensfloreportOut of NowhereGreat condition!
      Apr 5, 2023 @ 6:27am
      Apr 5, 2023

      Local Badges


      Activity Type Stats

      activitytypetrailsdistancedescentdescent distancetotal verticalratingglobal rankstate rankphotosreportsroutesridelogs
      Mountain Bike6324 miles3,317 ft10 miles466 ft
      #1,671#9052816032,290
      Hike6223 miles3,301 ft10 miles466 ft
      #1,285#806160129
      Trail Running6223 miles3,301 ft10 miles466 ft
      #1,289#802160120
      • By StephaneMarceau Trivélo TRAILFORKS & contributors
      • Admins: FC NEMBA, CT DEEP
      • #8071 - 13,417 views
      • bennetts pond / hemlock hills activity log | embed map of Bennetts Pond / Hemlock Hills mountain bike trails | bennetts pond / hemlock hills mountain biking points of interest

      Downloading of trail gps tracks in kml & gpx formats is enabled for Bennetts Pond / Hemlock Hills.
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