Explore Near Boston - view hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Near Boston Map
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Walk on this everyday...love it!

hiking
12 days ago

I definitely enjoyed hiking here. lots of nice trails to explore

Fun for kids!

If you feel as though you aren’t seeing marks on the trees, don’t worry, keep looking...especially if you see many fallen trees around!

walking
23 days ago

Nice easy walk, beautiful area. Was there on a Saturday and it wasn't too crowded. People were nice and courteous. It was fun to learn as we walked! Brought my pup with me but kept him on leash, he had fun exploring the trail as well. Will definitely be back again.

birding
23 days ago

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A great day hike! parked at Upper Sheepfold. prepare for a good 3 to 3.5 hour hike.

great trail!

road biking
1 month ago

hiking
1 month ago

Entered at the Pennybrook Road entrance (ample parking) and explored the Undercliff Path, Dungeon Road, Cooke Road, Cornell Path, and Jackson Path. Easy hiking, although watch your footing on some of the rockier trails! Dungeon Rock is very interesting. There is a metal door in the crevice of the rock. The metal stairs inside lead down to a winding tunnel carved out in the 1600s and 1800s (look up the strange history of this place). If you’re going to go down into the tunnel, wear good footwear (slippery) and take a headlamp (dark). Steel Tower is cool too with great views of the surrounding area (including the Boston skyline).

Very easy walk for a lazy walker. Great for biking and for the family great for kids to explore. Perfect easy trail for family.

absoultely have never been but i love the pictures

well marked, great for running & mountain biking.

hiking
2 months ago

The two towers are the highlights but it's still worth getting lost trying to go around the lake (skyline)

A nice stroll in a little wood. Nothing amazing but easy to reach from boston. Which trail you take doesn't matter much, and it's easy to "get lost" here

good little walk through the woods, but nothing too exciting. for mountain folk like us it was a bit mundane. No real hills or anything fun to climb. very easy

hiking
3 months ago

Came here for a quick hike and some Yoga. Not the best slice of nature because you're so close to the road. You can here all the cars, but great wildlife. Saw a snake and some beautiful birds!

Nice trail near the city, great views of Boston at Wright’s Tower, good rock scrambling. You’ll see lots of people on a nice day.

Many different trails. Followed skyline trail. Plenty of climbs. Good workout. Definitely recommend to bring good trail shoes or hiking boots, water. Trails are well marked.

pretty nice hike, paths aren't fully marked and lots of unleashed dogs.

By far my favorite place to go on my days off. I actually really enjoy how busy it can get - I do a full loop each time and cross over between several trails. On a weekend, I'd run into someone else maybe every 20 minutes... But by far my favorite trail to do from start to finish is the skyline trail. I would rate the skyline trail as moderate, but everything else is easy. It's very dog friendly. We always start at Sheepfold and go from there. Once you know the trails, it's easy to cut through - they're decently marked. I'm a relatively fit person but I like to take slow hikes with my dogs - the full loop and a little more takes us about 1.5 hours. I love it!!

This trail was a fun walk. The difficulty was easy to moderate at most. We found the trail markings to be insufficient, especially at some intersections. Surprisingly long given the location. Will likely hike it again in a different season.

hiking
4 months ago

Really enjoyed the trails. Ended up doing a 5 mile hike zig zagging down many of the trails that cut through the main circle loop shown on the map.

hiking
6 months ago

Excellent easy hike. Didn’t do this exact trail but did 4.5 mile loop so hit the metal (fire?) tower & stone tower

Great winter walk close to the city. Helps scratch the hiking itch.

I want to hit this trail for a winter hike. Would I be ok with just spikes? Or are snowshoes needed?

Great bike ride pretty flat. A few nice spots, spy pond, Arlington meadows and some creeks. If you start in Arlington stop by kickstand cafe for Vietnamese rolls, muffins, hot cider, coffee etc. bike friendly, great vibe. End of rail trail in Bedford has bike enabled clean rest room, tools, the rail shop and a bike shop. Stop by town centers on the way.

Great morning hike. Beautiful views of reservoirs. Keep an eye out to follow sineage!

Really nice hike and running trail, I’m a newbie and it was doable.

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