Hike Upton

Hike UptonHike Upton Challenge

Choose from 10 hikes to explore Upton's amazing town-owned natural areas.

Finish any 6 hikes to complete the challenge and receive a Hike Upton pin or patch.

Email or mail the Upton Conservation Commission to receive a completion certificate and to have your name or family listed on the town's "Hike Upton" web page (optional).

All Upton residents who complete at least one hike are eligible for a drawing for a copy of "The Pictorial History of Upton" published by the Upton Historical Society.

Select any link in the table below for a detailed trail map. Or use the Interactive Trail Map. Select any hiker icon on the interactive trail map to view a detailed pdf for that hike.

HikeLength (miles)Difficulty
Goss Pond / West River (JPG)
Description of Hike		0.5E
Heritage Park - Mill Pond (JPG)
Description of Hike
0.1E, A
Peppercorn Hill - Walleston Trail (JPG)
Description of Hike
3.25S
Peppercorn Hill - Rockwood Meadows (JPG)
Description of Hike
2.4M - S
Snow Family Conservation Area (JPG)
Description of Hike
0.6E
Stefans Farm Open Space - Coyote Loop Trail (JPG)
Description of Hike
1.6M
Stefans Farm Open Space - Meadow Loop (JPG)
Description of Hike
1.2E - M
Warren Brook Conservation Area - Oak Knoll Loop (JPG)
Description of Hike
0.5E - M
Whitney and Howarth Conservation Areas (JPG)
Description of Hike
1.0E - M
Whitney Conservation Area - West (JPG)
Description of Hike
1.75S
  • A - Accessible
  • E - Easy
  • M - Moderate Difficulty
  • S - Strenuous