Hiking trails are full of history, beauty, and wildlife, but with so many options, it can be hard to choose your next path.

The following are 12 great hikes recommended by the Massachusetts Department of Conservation & Recreation (DCR), Mass Audubon North Shore, Berkshire Natural Resources Council (BNRC), and the Appalachian Mountain Club.

Massachusetts

Skyline Loop Trail in Blue Hills Reservation in Milton

The 2.64-mile Skyline Loop Trail in the Blue Hills Reservation in Milton gives hikers a taste of the longer, nine-mile Skyline Trail. The loop takes hikers over five hills, including Hancock Hill, which was once the farm of John Hancock of Declaration of Independence fame and the first independent governor of the Commonwealth of Massachusetts.

There is a tower built by the Civilian Corp of Engineers during the Great Depression, and hikers can look out over Boston and the Harbor Islands

Cedar Swamp Trail in Douglas State Forest in Douglas

As hikers experience the Cedar Swamp Trail, a .5-mile hike, the environment changes from a typical New England mixed hardwood forest into a cedar swamp as Atlantic white cedar and hemlock trees replace oak, maple, birch, beech, and ash.

“The thick growth of these evergreens allows little light to reach the forest floor,” according to DCR. “Keep an eye out for the unique foliage native to the swamp like sphagnum or ‘peat’ moss, skunk cabbage and cinnamon ferns, as well as the wildlife that calls the swamp home.”

Robert Frost Trail in Mount Holyoke Range State Park in Amherst

Fans of Robert Frost can experience nature through the writer’s eyes on this 4-mile hike on the Robert Frost Trail that honors the iconic poet’s Massachusetts connection. Frost spent part of his life in Massachusetts, teaching English at nearby Amherst College.

Hikers can look for a hidden pool and a fork in the road while exploring the interpretive trail, DCR noted, which is an easy to moderate hike.

Read more about these state park hikes: 3 beautiful hikes at Massachusetts State Parks

Rockery Trail at Ipswich River Wildlife Sanctuary in Topsfield

For a unique, family-friendly hike involving rocks, head to the Rockery Trail at Ispwich River Wildlife Sanctuary, according to the Mass Audubon North Shore.

The 1/2-mile trail, the most popular hike at the sanctuary, includes boardwalks and features a rockery built by Thomas Emerson Proctor in 1905. You can climb the large stone structure and also walk through the little tunnel underneath. The wide easy trail is great for all ages.

Professor Chandler’s Long Walk at Rough Meadows Wildlife Sanctuary in Rowley

Hikers enjoy panoramic views at Rough Meadows Wildlife Sanctuary, which includes the scenic Professor Chandler’s Long Walk. The .65-mile easy trail takes hikers out into the Great Marsh, the largest salt marsh in New England, and is great for bird watchers.

The trail is named after Professor Alfred D. Chandler, Jr., who donated much of the land.

Woodland Loop at Cedar Pond Wildlife Sanctuary in Wenham

The Woodland Loop trail is a universally accessible trail at Cedar Pond Wildlife Sanctuary. The .9-mile trail offers a loop through deciduous and pine forest and opens up to a small meadow at the midpoint.

These All Persons Trails are ADA compliant and include universally accessible interpretive features. Visitors can expect handrails, braille and tactile features, wildlife viewing boardwalks and platforms, audio tour stops, seating, and more, according to Mass Audubon.

Read more about these North Shore trails: 3 beautiful hikes on the North Shore

The Meadow Loop Trail in Great Barrington

Animals lovers will love the accessible half-mile Meadow Loop Trail in the 267-acre Thomas & Palmer Brook Reserve, according to the Berkshire Natural Resources Council. The path, conveniently close to downtown Great Barrington, has excellent wetland and meadow views with benches for resting and taking in the scenery. The trail is also great for beaver watching.

For those who want to keep hiking, the trail connects to the 0.6-mile Woodland Trail and 0.3-mile Whale Rock Trail, both moderate.

Mahanna Cobble Trail in Pittsfield

Those looking for a challenge can tackle the 2.8-mile roundtrip trek on the Mahanna Cobble Trail.

The trail starts at Bosquet Mountain ski area, where hikers climb a beginner-level ski slope before getting into the forest. Hikers are rewarded with views of Kennedy Park, Mass Audobon’s Pleasant Valley Wildlife Sanctuary, and Yukon Ridge.

Sunset Rock Trail in North Adams

Hikers who tackle the easy 1.6-mile roundtrip Sunset Rock Trail at Hoosic Range Reserve later in the day can take in the Taconic Ridge and Green Mountains and it’s a great place to view the sunset.

For hikers seeking even more great views in the 944-acre reserve, continue on for 3 miles along the Hoosic Range Trail. This trail is considered difficult because of its length, and the 6-mile roundtrip hike is a gradual climb.

Read more about these Berkshires hikes: 3 beautiful hikes in the Berkshires

New Hampshire

Arethusa Falls Trail in Hart’s Location

Hikers on the Arethusa Falls Trail in Crawford Notch State Park are in a for a real treat, according to the Appalachian Mountain Club: New Hampshire’s highest waterfall. It’s a 1.3-mile moderate hike to the near 200-foot waterfall. Once at the waterfall, folks can hike down to the bottom and sit and dip their feet in the water.

The falls were discovered by Edward Tuckerman in 1875, according to visitwhitemountains.com, who named it after a nymph in Greek mythology that turned into a fountain.

Zealand Trail in Bethlehem

Zealand Trail connects to the Appalachian Trail, and hikers get to experience a short section of it before it goes out to Zealand falls. It’s about 2 1/2 miles to the falls.

The Appalachian Trail, which stretches from Maine to Georgia, is the longest hiking-only footpath in the world, and the New Hampshire portion offers more miles above the treeline than any other state on the trail, according to the Appalachian Trail Conservancy.

There is also an AMC Zealand Falls Hut on the trail, where hikers can stay overnight with a reservation.

Mount Willard Trail in Hart’s Location

Mount Willard’s elevation is 2,865 feet, and the summit is located in Crawford Notch State Park. It is a 1.6-mile moderate hike up to the summit, and hikers follow an old carriage road.

Folks start out at the top of Crawford Notch and hike along forests and along a stream, and there’s a tiny waterfall and an area called the Centennial Pool. Hikers can see the southern end of the Presidential Range, Crawford Notch, Mount Tom, and Mount Willey.

Read more about these hikes in the White Mountains: 3 beautiful hikes in the White Mountains

Kristi Palma

Travel writer

 

Kristi Palma is the travel writer for Boston.com, focusing on the six New England states. She covers airlines, hotels, and things to do across Boston and New England. She is the author of the award-winning Scenic Six, a weekly travel newsletter.

Advertisement

✨ The Dip is coming back to the park!

They had you dancing last time, and they’re back to do it again. Seattle’s seven-piece soul and R&B powerhouse The Dip brings a three-piece horn section, deep grooves, and a #1 Billboard R&B album’s worth of heat to the Wilcox Main Stage. This is the kind of band that makes you want to stay out way past your bedtime.
THE DIP in The River House Concert Series on the Wilcox Main Stage

📍 Prescott Park Arts Festival, Portsmouth NH
📅 Wednesday, July 1 at 7PM
🫶 Recommended Donation
No reservations required to attend, but grab one and have your spot waiting for you!

Prescott Park Arts Festival

07:00 PM – 11:59 PM on Wed, 1 Jul 2026