Hike Southern Middlesex Fells Loop
Massachusetts › Middlesex Fells Parking Area
Added by Danielle Tourigny
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!
- Sturdy shoes
- Sun protection
- Snowshoes (winter)
Please respect the places you find on The Outbound.
Always practice Leave No Trace ethics on your adventures. Be aware of local regulations and don't damage these amazing places for the sake of a photograph. Learn More
Hiking, Photography, Snowshoeing
Are we missing something?Suggest an edit
ReviewsLeave a Review
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.
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.
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.
More Adventures Nearby
Hike Menemsha Hills Reservation Loop
Massachusetts / Menemsha Hills Reservation
GPS service in densely wooded areas on the Vineyard is hard to come by, so plugging in Menemsha Hills Reservation before getting on the road is advised.
Summit Mt. Wachusett via the West Side Trail
Massachusetts / Wachusett Mountain West Side Trail
Set your GPS to Wachusett Mountain ski area. Coming from Rt. 2 turn onto Mile Hill Rd and look for your first right to take Bolton Rd.