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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 / Clary Hill

Clary Hill

A field of goldenrod, framed by a dark green line of trees and blue sky.

The meadow at Clary Hill.

Enjoy opportunities for new adventures on the trails of Clary Hill and neighboring Briar Hill. Rolling and sometimes steep and rugged nested-loop trails and spurs take you across a dynamic range of habitat types and features, including stone steps and walls, rocky jumbles, lush wetlands, an oak-hickory glade blanketed with sedge, a crossing of the Cold Brook, and the scenic Briar Hill overlook with views reaching to Mt Tom.

Four warmly dressed volunteers gather on a long stone staircase in the woods.

A volunteer effort

Nearly 30 volunteers spent over 700 hours building the Clary Hill trails, contributing:

  • Stone staircases
  • Wooden bog bridges
  • Erosion-resistant graded trail surfaces

Photo: Members of the Williamsburg Woodland Trails Committee.

Trails

The 0.8-mile Briar Hill loop is marked with Williamsburg Woodland Trails medallions and yellow blazes. The 2 miles of trails on Clary Hill, including the Farm Lane, Meadow Loop, and The Ledges Trail are blazed in light blue. The Pines Link and Mossy Link between Clary Hill and Briar Hill are blazed in yellow.

Note that there are no restrooms or other facilities at this location.

Dog Safety

Dogs on leash are welcome on the trails. Clary Hill is rich with wildlife, including moose, bear, porcupines, and sensitive wetlands and habitats. For the safety of your pets as well as the plants and animals that call these hills home, dogs must be on leash during your visit.

Property Guidelines

The trails are open to the public following property guidelines: 

  • Dogs must be leashed at Clary Hill. Owners must remove pet waste from the property.
  • Hunting is not permitted.
  • No camping or fires.
  • No motorized vehicles.
  • Please respect sensitive habitat and remain on maintained trails.

Public access is open from dawn until dusk.

A view of the distant Holyoke Range mountains from the top of Briar Hill/Clary Hill.

Trail Map

A thumbnail image of the Clary Hill trail map.

Trail map of Clary Hill and Briar Hill. Click for a larger version.

Clary Hill Trail Map

Parking & Directions 

The trail network at Clary Hill and Briar Hill has two trailheads along Briar Hill Road on the Williamsburg-Goshen town line. From the center of Williamsburg, travel 1 mile west on Route 9 and turn right onto Old Goshen Road. Continue for 0.4 mi, then another 0.8 mi when it turns into Hemenway Road. Bear left on Briar Hill Road. The first trailhead (Briar Hill) will be on your right after 1.7 mi, and the second trailhead (Clary Hill) will be on your right after another 0.5 mi.

Note: Do not rely on Google Maps or GPS for directions! It may try to route you through several roads which are closed or impassable for much of the year. If your GPS is taking you through the DAR State Forest or points north, reroute to the above directions.

Silhouettes of the HLT logo bear and cub.

Events Calendar

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4:00 PM - An Inside Look at Hilltown Land Trust
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10:00 AM - Senior Snowshoe with All Out Adventures
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1:30 PM - Biodiversity Monitoring Training: Tree Bark & Wildlife Tracking
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10:00 AM - Senior Snowshoe with All Out Adventures
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An Inside Look at Hilltown Land Trust
An Inside Look at Hilltown Land Trust
Feb 5th, 2026    
4:00 pm - 5:00 pm
  • Hands-On
  • Training
  • Volunteer
  • Workshop
Get the inside scoop on how we evaluate and select land conservation projects, care for conserved lands, and engage volunteers in our work.
More Info
Senior Snowshoe with All Out Adventures
Senior Snowshoe with All Out Adventures
Feb 11th, 2026    
10:00 am - 2:00 pm
DAR State Forest
  • Hike
  • Partnership Event
Hilltown Land Trust is pleased to once again be partnering with All Out Adventures in offering a series of senior snowshoe treks this winter. Join us [...]
More Info
Biodiversity Monitoring Training: Tree Bark & Wildlife Tracking
Biodiversity Monitoring Training: Tree Bark & Wildlife Tracking
Feb 14th, 2026    
1:30 pm - 4:30 pm
  • Hands-On
  • Training
  • Volunteer
  • Workshop
Contribute to community science and learn about ecology in a supportive environment at HLT’s new biodiversity monitoring program series.
More Info
Senior Snowshoe with All Out Adventures
Senior Snowshoe with All Out Adventures
Mar 4th, 2026    
10:00 am - 2:00 pm
DAR State Forest
  • Hike
  • Partnership Event
Hilltown Land Trust is pleased to once again be partnering with All Out Adventures in offering a series of senior snowshoe treks this winter. Join us [...]
More Info
Events on Feb 5th, 2026
An Inside Look at Hilltown Land Trust
An Inside Look at Hilltown Land Trust
5 Feb 26
Events on Feb 11th, 2026
Senior Snowshoe with All Out Adventures
Senior Snowshoe with All Out Adventures
11 Feb 26
Goshen
Events on Feb 14th, 2026
Biodiversity Monitoring Training: Tree Bark & Wildlife Tracking
Biodiversity Monitoring Training: Tree Bark & Wildlife Tracking
14 Feb 26
Events on Mar 4th, 2026
Senior Snowshoe with All Out Adventures
Senior Snowshoe with All Out Adventures
4 Mar 26
Goshen
  • About
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    • Affiliation with The Trustees
    • Announcements
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    • Open Positions
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    • Financial Incentives
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    • Estate Planning
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  • Properties
    • Trails & Maps
      • Big View Trail
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      • Breckenridge
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      • Conwell
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      • Two Mamas Farm Waterfall Trail
    • Land Stewardship
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  • Get Involved
    • Events
    • Volunteer
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