Explore the most popular trails near Littleton with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Littleton, Massachusetts Map
VIEW FULL MAP
1 month ago

Really nice, relatively well marked, well maintained trails. You may even see a gargoyle along the way.

hiking
2 months ago

Took the kiddos on the Boundary trail and ended up with about 4 miles, ~550ft of elevation gain. Trail was well marked and enjoyable. Recommend taking Boundary(yellow) counter-clockwise and ending with Lookout rock.

hiking
2 months ago

This trail was great! It’s listed as easy, but the yellow trail definitely has some uphill parts and intervals for a nice workout. As others have said, the lookout is great... especially when there are thunderstorms in the distance.

3 months ago

Nice walk, close to home, good view at lookout.

hiking
11 months ago

Well marked, easy access trail head and a great workout around the yellow trail. Lookout rock is very peaceful.

Sunday, August 27, 2017

What a nice surprise to find this in Littleton! Nice easy hike on very well-marked trails. Nice view at Lookout Rock.

hiking
Monday, June 19, 2017

Great view for this area! Nice incline on some trails for those who want a good workout. Somtimes my little pup will come along with me on the easier trail.

Saturday, January 28, 2017

If you like hiking you should hit up tophet chasm. It's beautiful and one of the only spots in the whole area that is like legit hiking. Granted it's not that big of section but it's a ton of fun. I recommend highly just for that section of trail. Other than that it's just like any other place. A lot of foot traffic and wide easy trails. Have fun!

hiking
Saturday, November 12, 2016

Great little hike with a doggie. Must be leashed or under voice control. Walked the yellow trail. Very well marked. Some pretty steep drop offs. Not so sure I would bring a small child with me. There is an easy red trail to the top with a fabulous view. Or walk the longer yellow loop also passes by the the viewing rock.

hiking
Sunday, September 11, 2016

Great hike for people with a baby carrier. Easy, with 2-3 moderate bursts. Dog friendly. Trails are marked well and well maintained.

hiking
Saturday, September 10, 2016

Very nice trail for being practically in our back yard. If you're not wanting to drive too far north this trail was perfect, not to mention a great view from Look Out Rock! We followed the single yellow tail blazes and it was just under 4 miles.

hiking
Thursday, December 31, 2015

Nice trail, well marked. Easy

hiking
22 days ago

hiking
1 month ago

hiking
1 month ago

hiking
1 month ago

3 months ago

hiking
3 months ago

hiking
3 months ago

hiking
3 months ago

4 months ago

hiking
4 months ago

hiking
5 months ago

hiking
5 months ago

on Oak Hill

hiking
7 months ago

hiking
10 months ago

11 months ago

hiking
11 months ago

hiking
11 months ago

Load More