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Outdoor Recreation

Guided Hikes

Guided hikes for explorers of all abilities.

We have guided hikes for explorers of all abilities, you’ll get to discover the beauty of special places around Massachusetts. All with a trusted guide.

From sunrise and full moon hikes to explorations for families, owl prowls, or hikes to get your heart rate up — you’ll find the guided hike and outdoor adventure that’s perfect for you.

 

Explore Trustees Special Places

2026 Trustees Downloadable Map

Download this Trustees property map and checklist to keep track of all of our places you have visited.
A large group of kids walking in a line across a field toward the woods during the day

Guided Hikes For Kids

Looking for ideas to get your kids excited about hiking?  We have all kinds of guided hikes across the state geared specifically for families.
castle hill family hike

Ideas for Hiking the Trustees

Curated lists and ideas for hiking Trustees properties across Massachusetts.

Massachusetts Hiking Challenge

Hike Trustees

The Trustees Hiking Challenge: With over 100 places and hundreds of miles of trails to explore, join our free challenge to get you hiking and exploring M...
Moose Hill Farm Trail

Outdoor Adventures

Guided hiking, mountain biking, and kayaking adventures at Trustees properties that are truly hidden gems.
Northern Saw-Whet Owl

Owl Prowls

We are taking to the trails and dunes to see who-who-who might be out and about in the woods and dunes.