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Explore new hiking trails

Find tips, photos and maps for 269 miles (433 km) of hiking trails from the MyHikes community.

165 trails found near: "Chesterfield, MA"

Within:
30 miles
Difficulty:
Any
Features:
Trail Type:
Any
0.3 Miles
0.5 km
Easy
One-Way
Whiting St Reservoir to M&M Trail
0.1 Miles
0.2 km
Easy
One-Way
Mt Tom DOC Trail to Abandoned Ski Resort
1 Mile
1.6 km
Easy
One-Way
North Sugarloaf via Pocumtuck Ridge Trail
3.6 Miles
5.8 km
Moderate
Loop
Whiting  Street Reservoir Trail
3.8 Miles
6.1 km
Easy
Loop
Sunderland Cliff Vista
0.5 Miles
0.8 km
Easy
Out-and-Back
Metacomet - Monadnock Trail - Section 5
5 Miles
8 km
Moderate
One-Way
Hampshire College Conservation Loop Trail
1.1 Miles
1.8 km
Easy
Loop
Little Tinker via Glenna Bell Trail
3.1 Miles
5 km
Moderate
Loop
Tinker Hill Trail
3.1 Miles
5 km
Moderate
Loop
Glenna Bell Loop
1.4 Miles
2.3 km
Easy
Loop
Mill River Conservation Area Loop
1 Mile
1.6 km
Easy
Loop
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Showing 37 to 48 of 165 Hiking Trails

Before you leave...

MyHikes is an indie web platform aimed to make exploring public trails easier for everyone. The site has no investors and is owned and operated by one person, Dave Miller (Founder & Admin). As the Founder, main contributor, and doer-of-all-things for MyHikes, I share my trips with over-detailed write-ups for fun on a volunteer basis and I believe that public trail information should be available to everyone.

It takes a lot of time 🕦, money 💰, and effort (including espresso shots ☕) to run MyHikes, including hiking , mapping , writing , and publishing new trails with high-quality content... along with building new features, moderating, site maintainance, and app development for iOS and Android . I simply ask that if you find MyHikes' trail guides helpful to please consider becoming a Supporter to help keep the site, iOS, and Android apps available to everyone.

Supporters unlock website and in-app perks with a one-time payment of $25 (you renew) 😎👍. Or you can simply make a Donation of your choice without a MyHikes user account. Otherwise, telling your friends about MyHikes is the next-best thing - both quick and free 🎉

Thanks for visiting MyHikes and have a great hike!️

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Dave Miller
MyHikes Founder & Admin