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Blue Hills - Skyline Trail

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Beautiful views, nice terrain, close to the City of Boston.
Near:Milton, MA
Distance:5.7 miles round trip
Elevation Gain:1390 ft
Hike Time:3 hours
Trail Condition:Well maintained trail

Summary: Park, and walk on the north direction (.25mi) that closely follows the trail until you hit the Skyline Trail (blue marked). Take the Skyline trail West. At 1.5 miles on the Skyline Trail you will cross a road and be able to get a reservation map at the Reservation Headquarters for a nominal fee. You will successively ascend Hancock Hill, Hemingway Hill, and Wolcott Hill before you head for Great Blue Hill. Enjoy the Eliot Tower views. Shortly after the wood bridge there is the Skyline Ridge - South Trail. Keep walking west, and you will go through Houghton Hill before reaching the Reservation Headquarters again. Cross the road again and join the Skyline Trail. You have the option of retracing your steps from there, or you can also take a southern approach to your car if after Tucker Hill you head south towards Burn Hill. The trail will take you to your car.
Trailhead: From Boston, take I-93 south.
Continue past the intersection with Rt 3, and take exit 5.
Take right at the end of ramp on Rt 28 North.
Parking lot is the second one on the left.
(Lat:42.21233 Lon:-71.06934)

Trail Guides for Blue Hills - Skyline Trail:
50 Hikes in Massachusetts
by Brian White (Countryman Press)

Best Seasons: Year-Round
User Groups: Hikers, Dogs,
Ranger Contact: DCR Park Ranger dispatch at (617)722-1188 or State police (800) 525-5555
Localhikes Reporter: This hike was submitted by Jose Anes, who has posted  25 other hikes on this site. To visit this reporters web site, click here.
Trail Reviews  Submit your own review
Reviewed by Jack on 4/21/2013
Clarification to the post I made earlier today. The short section west of Route 138 (from Fowl Meadows) can be wet. The SkyLine Trail east of Route 138 (Big Blue and points east) is generally dry.

Reviewed by Jack on 4/21/2013
Best hiking trail inside Route 128. I was surprised at the trail description posted here. The Skyline trail is actually about 9 miles long. It starts west of Route 138, goes over Big Blue and splits into two parallel trails that converge at Hillside Road. The trail THEN CONTINUES east over Bucks Hill, Chickataubet Hill, past one of the historic granite quarries until it ends at the Shea Skating Rink parking lot in Quincy. Great views of the metro area. This is an upland dry trail with very few wet spots.

Reviewed by John G on 3/16/2012
The Skyline Trail is AWESOME. I do the loop to and from the observation tower and the State Police station (Hillside St). The trail is mostly traprock, with some root covered areas and some scree. The top of each hill is a pleasant level area. There are a few good climbs and nice views. A little mud is present at times in places. I've done this hike many times and do it in 2 to 3 hours barefoot (including the Red Dot trail up and down Great Blue Hill). Watch for broken glass in and around the tower. A great workout. BarefootGuy

Reviewed by M on 8/23/2011
Great Hiking. Beautiful views. Will definitely go back however my car was broken into along with other cars in the area. Do not leave anything of value in your car...even if it' hidden

Reviewed by Viewer on 5/22/2008
May 21, 2008 - Skyline Trail This was a SURPRISING, EXCITING, CHALLENGING, and REWARDING hike 10 min. from Boston, you should try to take public transportation here, its easy, cheap, good for the environment and you don't have to worry if your car got broken into. Follow the BLUE marks carefully they're easy to loose. It takes five hours, bring a snack and plenty of water. You want binoculars. The first view is amazing, the hike is fairly difficult PACE YOURSELF, take your time on the ROCKY terrain. A compass is probably a good idea, but not a nessecity, IF YOU STICK TO THE BLUES IT IS AMAZING!!

Reviewed by John on 5/17/2007
I went to college down the street from this for 4 years and it wasn't untill my senior year that I realized what a nice trail this was. Great climb, not too hard. The tower at the top in nice. It's a great place. :)

Reviewed by ddoodls on 3/19/2007
3/19 a little slushy in places. Always a real good time, so close and so far away from civilization. BTW, Yaktrax (cheezy imitation crampons) will be destroyed on this trail.

Reviewed by Drew on 2/9/2006
Of the various trails I've hiked through the Blues, this is my favorite. It lacks the multitudes of hikers by the Ski slopes, so you get a sense of openess, and it is relatively challenging if you hike at a decent pace. I've hiked to most of the hills surrounding Boston, this is the greatest view as well (from Buck).

Notice: Traveling in the backcountry can be hazardous. You are responsible for informing yourself about these hazards and taking necessary precautions. Information on this web site comes from volunteer reporters and may contain errors or omissions. A current guidebook and proper equipment are essential for safe enjoyment of the hikes posted on this site.
Keys: Massachusetts Hiking, Massachusetts Trails, Massachusetts Hikes, Norfolk County Hiking, Norfolk County Trails, Norfolk County Hikes

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