Hike Southern Middlesex Fells Loop

Massachusetts Middlesex Fells Parking Area

Added by

This beautiful wooded loop trail in Middlesex Fells features a pond and a cave!

Park in the parking area near Bellevue Pond. There are multiple entrances to the reservation (some closer to the reservoir itself than others). I have spent days in there hiking around and never seeing the water and there are days when I just hiked right in to the water and sat and enjoyed it. The trails are perfect for mountain biking as well. I spent so much time here when I lived in Boston because it felt like you had completely escaped the city. You can hike around several miles and never see another person in the cooler months. You can find a quiet spot by the water that is completely your own. And since the reservoir is man made, the water is completely clear and still. It feels like a pristine lake. Middlesex Fells is definitely one of my favorite places. 

See trail map here for Southern Loop. If you want to do this one in the winter, bring your snowshoes!

Pack List

  • Sturdy shoes
  • Water
  • Sun protection
  • Camera
  • Snowshoes (winter)
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How to Get There

10 months ago

Many different trail options!

I have spent hours upon hours exploring this area. Whether I am just sitting at the reservoir or hiking up to the watch tower that overlooks the city, this reservation has provided lots of great memories and some extremely well cared for trails.

10 months ago

12 months ago

Skyline trail to Wright's and beyond

Beautiful hiking area. I took the Skyline Trail, from where I parked my car off of South Border Road, to Wright's Tower (great views of Boston and the surrounding areas.) Then I continued on the Skyline trail until it came to a junction with the Cross Fells trail and East Dam Road. From there I took East Dam until I hit the multi-use Mountain Bike loop and veered left. Followed the Mountain bike loop until it came to a junction met the Cross Fells trail again. Followed the Cross Fells trail back to the road. I didn't end up at where I parked my car exactly, but it was only 500 ft up the road so no problem. This was my first time hiking at the fells and I can be kind of confusing at first, but as long as you follow the trail markers and know which way you want to turn when you switch trails (use a map) then you can make a number of different length loops. I hiked about 3.5 miles following this route.

12 months ago

over 1 year ago

Rock Circuit Trail

Had a great time hiking the rock circuit trail with some of my bros. It's a little bit tricky at some point as it always leads us to climb some rocks, but it's very fun and rewarding when you stand at some high points looking at the view of towns and cities near by. It took us 3 hours to finish the whole trail.

over 1 year ago

over 1 year ago

City Get-away

This is a great loop to get away from the city to see the city. I recommend the fire tower, but this trail offers great spots to sit for a picnic.

over 1 year ago

over 1 year ago

Great Hiking/Running Spot

Fantastic views and engaging terrain, within a short drive from Boston, make this a great spot.

over 1 year ago

Added by Danielle Tourigny

Maine resident and Physician Assistant student with a love of all things nature. Traveling around to find the most beautiful spots and most delicious eats.


Photography, Snowshoeing, Hiking

Skill Level:



Year Round

Trail Type:



3.5 Miles

Elev. Gain:

756 Feet



Dog Friendly
Family Friendly

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