Hiking near Boston, Massachusetts

This list shows the most popular Hiking near Boston, Massachusetts based on user reviews, votes, and mobile downloads. Plan your next trip with EveryTrail guides by downloading a guide to your mobile phone with the EveryTrail iPhone or Android app.
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Guides
Middlesex Fells Skyline Trail
Middlesex Fells Skyline Trail
Symmes Corner, Massachusetts, United States (6.9 miles away)
 
Moderate: 6.9 miles, 1-3 hours
The most difficult loop hike on the west side of I-93 through woods to many rocky outcrop viewpoints.

This is the most difficult of the trails on the western side of the Middlesex Fells Reservation. The nearly 7-mile path follows the outer perimeter of the Reservation and is mostly through woods but also travels to the top of several rocky viewpoints towards the city and the reservoirs below. This is a hiking only trail. The trail runs roughly parallel...
East Middlesex Fells Rervation Loop Trail
East Middlesex Fells Rervation Loop Trail
Malden Highlands, Massachusetts, United States (6.3 miles away)
Moderate: 3.8 miles, 1-3 hours
Take this mountain biking loop around the East side of the Middlesex Fells Reservation to get away from the city life

Follow this track along the rock circuit route on the east side of I-93 for some great mountain biking trails. You'll follow this trail over a series of rocky outcrops with views towards Boston in the distance.
Breakheart Reservation Trails
Breakheart Reservation Trails
Oakland Vale, Massachusetts, United States (8.8 miles away)
 
Easy: 4.3 miles, Half day
Use this guide to help you explore the best spots of Breakheart Reservation

Use this guide to explore a large loop encompassing all the major featurs of this 640 acre park. You will climb to the top of 5 different rocky hills and will pass along the shores of two beautiful lakes. There is a beach for you to relax at and from the top of your climbs you will have great views over the lakes and to the skyscrapers of Boston in...
Reformatory Branch Trail
Reformatory Branch Trail
Arlington, Massachusetts, United States (14.2 miles away)
Easy: 4.2 miles, 1-3 hours
A great bike path connecting the Minuteman Bikeway in Bedford to Concord the Great Meadows Wildlife Refuge

This guide will take you from the Bedford Station and the end of the Minute Man Bikeway to Concord, MA. This is a 4 mile path but I've included in this hike a very cool side trip around the Great Meadows Wildlife Refuge area so you can hopefully see some birds and other wildlife. The path around the Wildlife Refuge is gravel so you won't be able to...
Harold Parker State Forest
Harold Parker State Forest
Lowell Junction, Massachusetts, United States (17.7 miles away)
 
Follow this guide for an extensive loop around this enormous Forest Preserve which is packed with trails to explore

This Forest, 20 miles north of Boston, has some really incredible mountain bike trails within its boundaries. There are a variety of trails from roads to paths to single track covering over 35 miles. Use the included track to guide you on a loop around the circumference of the main trails which passes by sevaral bodies of water where you can also...
Eagle Pond at Callahan State Park
Eagle Pond at Callahan State Park
Framingham, Massachusetts, United States (21 miles away)
 
Easy: 3.8 miles, 1-3 hours
3-4 mile hike through Callahan State Park, Framingham, MA

This is just one of many routes that are possible through Callahan State Park. There are trails that criss-cross throughout the park and the adjacent Sudbury Conservation Land. The first trail - Pipeline - is probably the steepest trail along the hike. The trails are well marked, and there are trail maps placed through-out to help. Most of the trails...
Beebe Pond at Callahan State Park
Beebe Pond at Callahan State Park
Framingham, Massachusetts, United States (21 miles away)
Moderate: 3.4 miles, 1-3 hours
3.4 mile hike through Callahan State Park, Framingham, MA

This is another hike in the Callahan State Park. This area of the park is more 'wilderness' trails. They tend to be narrower trails with steeper and rockier sections. Overall, still fairly easy hiking. There are several trails criss-crossing the area , all fairly well marked, however trail names are often difficult to find. There are a few maps...
Bowers Spring
Bowers Spring
Bolton, Massachusetts, United States (29 miles away)
 
Easy: 3.1 miles, 1-3 hours
3 mile hike through Bowers Spring, Bolton, MA

This is a pretty level and leisurely hike. The area around the ponds seems a popular location for dogs. There is a lot of beaver activity as well. I am not sure that horses are allowed in the Bolton Parks location, however they are allowed in the State and Harvard properties. Many of the trails in these areas are wide and well suited to horses....
Vaughn Hill
Vaughn Hill
Bolton, Massachusetts, United States (30 miles away)
Moderate: 3.1 miles, 1-3 hours
3 mile hike through Vaughn Hills Conservation, Bolton, MA

This is another local afternoon hike. The variability in the terrain makes this hike a little more interesting and fun than some other hikes. The route I took was along the end of the beaver pond , around the rock 'face' of the hill and then up and over the top. the trails are pretty well marked and relatively easy going. There is some climbing over...
Cold Harbor Trail
Cold Harbor Trail
Northborough, Massachusetts, United States (31 miles away)
2.2 mile trail near Northborough, Massachusetts

This is an hike through woods and along streams and marsh. Part of the trail is also a road. Not much to see this time of year but I imagine a fair number of birds during the warmer seasons. There are recent signs of beaver activity in the area.
Lime Rock Preserve
Lime Rock Preserve
Lincoln, Rhode Island, United States (37 miles away)
 
Easy: 1.3 miles, 1-3 hours
Just 10 minutes from downtown Providence,this forested trail provides scenic views of the former town reservoir.

The Lime Rock Preserve is unique for its variety of habitats including woodlands, streams, open water and calcareous ledges. The Moshassuck River and the Manton Reservoir are both highlights along the trail. The 130 acre Preserve is an excellent place to watch the seasons change, take in the views of the pond, look for birds like migrant warblers, or...
Trips
Skyline Loop 001 Photo
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Skyline Loop 003 Photo
Skyline Loop 004 Photo
Blue Hills Reservation - Skyline Loop
by ahhhfresh on May 31, 2009
Milton, Massachusetts, United States
Hiking | 2.6 miles (10.1 miles away)
Our first hike of the Spring was a local one. We're trying to try more of the parks around Boston so we can get more hiking in than when we are up in Maine. Neither of us had ever been to Blue Hills, even though it's only 30 minutes from where we live in Cambridge.The trail was fairly steep in parts, but they were balanced with some significant flat sections...
After lunch Photo
Blue Hills Hike 08.05.24
by robca2 on May 24, 2008
Quincy, Massachusetts, United States
Hiking | 4.0 miles (9.9 miles away)
We hiked the eastern Blue Hills reservation, hitting intersections 3013 -> 3030 -> 3044 -> 3073 -> 3121 -> 3111 -> 3090 -> 3042.
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Ponkapoag pond trail
by Hiker68 on Mar 22, 2011
Ponkapoag, Massachusetts, United States
Hiking | 4.7 miles (10.9 miles away)
First hike of Spring. It was cold and windy. the first hike I'd done in almost 3 months. It felt good to get back into nature. Mostly flat terrain, very easy. Walking around the dam was pretty cool. Got lots of pics of the geese. I didn't make it to the end of the boardwalk cause the water level was too high and the boards were floating. Every time I made it to a...
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Wampatuck Hill
by jpkeo on Sep 04, 2008
Quincy, Massachusetts, United States
Hiking | 3.7 miles (8.8 miles away)
Another evening hike in the Thursday night SEMAMC Red Line the Blue Hills series of hikes. Hot & muggy night with a couple of hills and a long walk along the pipe line. Saw 2 deer one at the start and one close to Shea on the way back. 13 hikers
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Lincoln Trails: Mt Misery and Kettlehole Ponds in South Lincoln
by itfaster on Jul 03, 2011
Baker Bridge, Massachusetts, United States
Hiking | 1.3 miles (15.6 miles away)
The Lincoln Library  recommended seven trails for Kids in Lincoln in 2010. We have tried three of them last year. This the 1st one this year. 
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Ponky
by mcdermottt on Nov 18, 2008
Ponkapoag, Massachusetts, United States
Hiking | 4.2 miles (12.0 miles away)
My Photo - 3-7-10 12:30:31 Photo
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Blue Hills KGA009
by kga1978 on Mar 07, 2010
Ponkapoag, Massachusetts, United States
Hiking | 2.9 miles (10.7 miles away)
My Photo - 3-21-10 3:07:18PM Photo
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Hazel Brook Reservation
by thierry_us on Mar 21, 2010
Wayland, Massachusetts, United States
Hiking | 1.5 miles (14.7 miles away)
This is a Sudbury Valley Trustee trail.http://www.sudburyvalleytrustees.org/maps?q=node/161
Jenks.jpg (West Acton, Massachusetts, United States) Photo
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Jenks Land to Guggins Brook Conservation Land
by efball on Apr 27, 2009
West Acton, Massachusetts, United States
Hiking | 2.3 miles (23 miles away)