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Hilltown Land Trust

Dedicated to protecting the working lands, native habitats and rural beauty of the Hilltowns since 1986

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You are here: Home / Protected Lands post archive / Hiking Trails and Maps

Hiking Trails and Maps

Cool hemlock forests, burbling brooks, and scenic vistas beckon you from all across the Hilltowns. Whether you’d like to sit and listen to the birds or take a long hike complete with steep boulder scrambles, you can find your next Hilltown adventure here.

Help Us Take Care of the Land

  • All of these properties are open to the public from dawn to dusk.
  • No motor vehicles, with the exception of snowmobiles on established snowmobile trails, are allowed. Contact your local snowmobile club for details.
  • Dogs are welcome on all properties, with the exception of the Historic Dam Trail. Please keep dogs leashed when others are near. Pet owners must remove pet waste.
  • Please contact us if you notice any problems on our trails such as downed trees or washed-out bridges.
  • Visit the pages below for specific usage information, directions, and maps of each trail.

Scenic views of hills in autumn.

Big View

WILLIAMSBURG

Sweeping valley views from a Hilltown hidden gem.

Big View Map & Info
Nichols Brook at the Bradley Property in the fall

Bradley Sanctuary

WILLIAMSBURG

Choose your own adventure on a crisscrossing woodland trail network.

Bradley Map & Info
Fallen tree crosses a woodland stream at the Breckenridge property

Breckenridge Sanctuary

WILLIAMSBURG

Blake Brook and the Mill River’s trout-stocked West Branch border a 1-mile forest loop.

Breckenridge Map & Info

Pond in the center of the property is still with trees and the sky reflecting. The foliage is colorful with some reds, yellows, oranges, and greens seen in the trees around the pond. At the edge of the pond you can see small grasses alluding to a different wetland habitat.

Conwell Property

WORTHINGTON

Watch the seasons change from a peaceful pondside perch, or climb Eagle Nest Ridge for a bird’s eye perspective.

Conwell Map & Info

A line of hikers single file on a wooded trail

Historic Dam Trail

WILLIAMSBURG

Climb to the remnants of the dam that caused the 1874 Mill River flood.

Historic Dam Map & Info

A trail sign nailed to a tree reads "Locke's Loop," with an arrow pointing left.

Locke’s Loop Trail

WILLIAMSBURG

Steep hillside trails and specimen trees near the center of Williamsburg.

Locke’s Loop Map & Info

A wide woodland trail covered in leaves disappears into a dark forest.

Robert’s Meadow Brook Trail

WESTHAMPTON

A wide woodland trail traces a burbling brook.

Robert’s Meadow Brook Map & Info

A shagbark hickory with peeling bark frames a blue sky and grassy green summit clearing.

Round Top Hill Trail

CHESTER

Shagbark hickories and summit vistas atop the high point of Hampden County.

Round Top Hill Map & Info

Stevens Property

HUNTINGTON & WESTHAMPTON

Beavers, moose, and scenic vistas await on nearly 5 miles of rugged trails.

Stevens Map & Info

Mossy covered rocks among flowing waterfalls

Waterfall Trail

CUMMINGTON

A gentle ramble to an attractive waterfall at Two Mamas Farm.

Waterfall Trail Map & Info

Events Calendar

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9:30 AM - Gorge après Gorge 5k Run/Walk 2022
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Gorge après Gorge 5k Run/Walk 2022
Gorge après Gorge 5k Run/Walk 2022
Nov 27th, 2022    
9:30 am - 1:00 pm
Chesterfield Gorge
  • Family Fun
  • Partnership Event
It's that time of year again! Join us for this year’s Gorge après Gorge 5k Trail Run and Free Family Fun Walk on November 27th. [...]
More Info
Silent Solstice Sunset Hike
Silent Solstice Sunset Hike
Dec 21st, 2022    
4:00 pm - 5:30 pm
DAR State Forest
  • Hike
Enjoy the shortest day of the year with a meditative hike. We will take a short, silent walk along the Upper Highland Lake in DAR [...]
More Info
Events on Nov 27th, 2022
Gorge après Gorge 5k Run/Walk 2022
Gorge après Gorge 5k Run/Walk 2022
27 Nov 22
Chesterfield
Events on Dec 21st, 2022
Silent Solstice Sunset Hike
Silent Solstice Sunset Hike
21 Dec 22
Goshen
  • About
    • Board & Committees
    • Staff and TerraCorps members
    • Affiliation with The Trustees
    • Announcements
    • Newsletters
    • Contact
    • Jobs
  • Land Protection
    • Conservation Restrictions
    • Agricultural Preservation Restrictions
    • Financial Incentives
    • Donating or Selling Land
    • Estate Planning
    • Landowner & Town Resources
  • Properties
    • Trails & Maps
      • Big View Trail
      • Bradley
      • Breckenridge
      • Conwell
      • Historic Dam Trail
      • Locke’s Loop Trail
      • Robert’s Meadow Brook Trail
      • Round Top Hill
      • Stevens
      • Two Mamas Farm Waterfall Trail
    • Land Stewardship
    • Conservation Stories
  • Get Involved
    • Events
    • Volunteer
    • Donate
    • Support
    • Legacy Giving
    • Gorge après Gorge
    • Vernal Pool Plunge

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Hike

  • Bradley
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tel: (413) 628-4485 ext 2 -OR- email: hlt[at]thetrustees[dot]org