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

Wellesley, Massachusetts Map
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trail running
26 days ago

Tried to get a 4+ miler in on the trails and succeeded. I've never done much with the side trails so ventured in there today and took in some of the Mass Horticulture Society stuff near the soccer fields. I keep discovering more and more in the MA Hort area. Very cool walk thru Weezie's today. Check it out!

Very pretty, flat. With some side trails the distance would be good.

Not well marked but very pretty and would do again.

Nice easy trail, scenic.

My happy place. Beautiful lake, waterfall/dam, birding, topiary, boardwalk, lake outlooks and chairs at the lake. I do it often for a local walk. Watch the rocks and roots, I've wiped out. So pretty at peak foliage and after a heavy sticky snow . See the wellesley tower from across the lake. If you're lucky you'll get a bell concert. Stop by the botanical gardens in the spring and greenhouses as well
A gem

trail running
Friday, November 17, 2017

Very nice area to walk, hike, trail run. Take in Paintshop Pond too, on the far side up on the ridge. Really nice over there. Enjoy!

trail running
Friday, November 10, 2017

Nice flat loop trail. Tried to make a 3+ mile run out of this and succeeded! Parked near the soccer fields then went clockwise along the river trail then did the horseshoe loop. Passed down the private driveway to Dover Road to get to the bridge. I like this loop, got to 3.5 miles.

walking
Saturday, October 28, 2017

I will definitely be back

trail running
Tuesday, August 29, 2017

This is a great new 100% boardwalk trail. There are a few free public parking spots at the trail head to be used only while you are on the trail. There are also a few look-out decks perfect for a lunch break.

walking
Friday, August 25, 2017

Beautiful trail for walking, running, hiking. Peaceful and boasts lots of greenery, wild flowers and a shimmering lake. Mixture of sun and shade spots along the trail. There are areas of tree roots and narrow passes scattered throughout.. The only downfall is that most dog owners DO NOT leash their dogs dispite posted signs that state dogs must be leashed. Please be courteous and leash your dogs!

hiking
Sunday, November 13, 2016

Single loop. Not well marked at the start heading north from Wellesley College admissions office. Nice over all.

hiking
Sunday, July 19, 2015

Very pretty trail.

hiking
3 months ago

trail running
3 months ago

hiking
4 months ago

hiking
7 months ago

trail running
Friday, November 10, 2017

hiking
Saturday, October 21, 2017

Thursday, September 21, 2017

hiking
Sunday, September 10, 2017

hiking
Thursday, August 31, 2017

hiking
Sunday, August 27, 2017

walking
Sunday, July 02, 2017

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