Hike The Skyline Trail at Blue Hills

12.7 miles 2542 ft gain  - Loop Trail

Added by Danielle Tourigny

Forest trail enlivened by wildflowers leads you to incredible views of the sprawling Massachusetts wilderness. Some parts of the trail are steep and rocky, so be sure to wear sturdy shoes for this hike. The uphill effort is rewarded with spectacular views.

Park in the lot across from Batterymarch Rd off of Willard St. Access the Skyline trail from here, it is marked blue. Follow the signs. The trails in Blue Hills are perfect for training for backpacking because they are so steep and rocky. I would fill up a big pack and take the skyline trail up to the gorgeous views at the top. It is forested and leads past a couple of bodies of water. A perfect way to get out of the city!

Dogs are allowed and the trail is open March-October. 

Read More

Tags

Photography
Hiking
Dog Friendly
Family Friendly
Scenic

Reviews

Leave a Review

Overall rating: 

Perfect in the fall

This is a beautiful spot to catch some foliage and go on a short hike in the fall months.

Great escape from the city!

I used to hike this trail with a full pack when I was training for backpacking trips. It is incredibly close to the city and an easy way to get out into nature. The views aren't spectacular, but it is definitely worth it! I went dozens of times.

Average

Short, easy hike, usually relatively crowded.

Stay Nearby

Middleborough, Massachusetts

Boston / Cape Cod KOA

Northbridge, Massachusetts

West Hill Park

Overview On a quiet back road and across an old fieldstone bridge lies West Hill Park, where the West River widens to form a large, natural pool. The park and its many services and activities, incl...

Sandwich, Massachusetts

Spring Hill On Cape Cod Cranberry Farm

Located on a scenic 60 acre site with a 20 acre actively farmed Cranberry Bog. Open fields and forested areas filled with native waterfowl and wildlife. Offering sweeping vista's of the working bog...

From $99/night

Litchfield, New Hampshire

Normanton Farms

This campsite is situated on a ridge that overlooks the Merrimack River, and is covered by bending silver maple trees. A perfect getaway for campers looking to explore the outdoors. Just a stone's ...

From $100/night

Nearby Adventures

  • Hike the Great Blue Hill Trail

    This is family-friendly hike takes you to nice views of Boston, after a moderately challenging stretch of elevation gain. Follow the blue markers along Great Blue Hill Trail to reach the observation tower. This is also a great spot for bird watchi...

    2.3 miles 550 ft gain

  • Hike the Ponkapoag Pond Trail

    Park at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round. 

    3.82 miles 173 ft gain

  • Run the Arnold Arboretum Trail

    Park in the lot off of Arborway to access the trail. This place is gorgeous year round. The winter offers a quiet solitude, fall boasts bright colors, spring is the most beautiful as the flowers start to burst and cherry blossoms take over, and su...

    2.6 miles 150 ft gain

  • Run the Jamaica Pond and Victorian Jamaica Plain Loop

    Park in the Jamaica Pond parking area. You can go either direction on this loop trail, which is highly trafficked and dog-friendly. Keep a lookout for (and a respectful distance from) the wildlife that live here. The loop around Jamaica Pond itsel...

    1.5 miles 95 ft gain