Benable — create shareable lists of things you recommend!

E.g., products you love, local businesses, travel recs - you can add anything to a Benable list!

Discover

Best Hiking Places in Massachusetts

16 items

Vu Tran

Explore the diverse landscapes of Massachusetts, where hiking trails range from coastal paths to mountainous terrains. Whether you're seeking challenging climbs or leisurely walks, the state's trails offer something for every hiker.

Map

Sections

Top Hiking Trails

Family-Friendly Hikes

Scenic and Unique Trails

Historical and Cultural Trails

Tips for Hikers

Top Hiking Trails

Discover the most popular hiking trails in Massachusetts, known for their stunning views and varied terrain. From the heights of Mount Greylock to the scenic paths of the Blue Hills Reservation, these trails promise memorable outdoor adventures.

As the highest peak in Massachusetts, Mount Greylock offers breathtaking views and a variety of trails, including the challenging Bellows Pipe and Thunderbolt Trail for experienced hikers. The summit provides panoramic views of up to five states on c...

Mount Greylock State Reservation

This iconic trail runs through western Massachusetts, offering approximately 90 miles of diverse hiking experiences. Notable sections include Mount Everett and the "three-state view" from Mount Race.

Appalachian Trail

Located near Boston, this reservation boasts over 125 miles of trails. The Skyline Trail Loop is particularly popular for its rocky ledges and views of the Boston skyline.

Blue Hills Reservation

Family-Friendly Hikes

Enjoy easy and accessible trails perfect for families with children. These hikes offer gentle paths with educational opportunities and scenic views, making them ideal for a fun and engaging family outing.

Ideal for families, this sanctuary in Topsfield offers gentle trails through varied landscapes, perfect for wildlife viewing and educational outings.

Ipswich River Wildlife Sanctuary

Known for its unique geological formations, this area offers several easy trails suitable for all ages, such as the Purgatory Chasm Loop.

Purgatory Chasm State Reservation

Scenic and Unique Trails

Experience trails that offer breathtaking views and unique natural features. Whether it's the dramatic waterfalls of Bash Bish Falls or the coastal vistas of the Great Island Trail, these hikes provide unparalleled scenic beauty.

This short trail leads to Massachusetts' highest single-drop waterfall, offering a quick yet scenic hike that is especially beautiful during the fall.

Bash Bish Falls Trail

Located in Wellfleet, this trail offers a mix of coastal scenery and historical sites. It's known for its moderate to challenging paths and stunning ocean views.

Great Island Trail

Historical and Cultural Trails

Walk through history on trails that lead to significant historical sites and cultural landmarks. The Freedom Trail in Boston, for example, combines a leisurely walk with a journey through America's revolutionary past.

While not a traditional nature hike, Boston's Freedom Trail is a historic path that takes you through key sites of American history. It's an easy walk that combines culture with exploration.

Boston's Freedom Trail

Located in Cape Cod National Seashore, the Great Island Trail offers a unique combination of scenic views and historical sites. The trail features diverse landscapes, including sandy beaches, marshlands, and thick forests, providing hikers with impre...

Great Island Trail

Tips for Hikers

Stay safe and prepared on your hiking adventures with essential tips. Plan ahead, stay on marked trails, pack necessary gear, and respect wildlife to ensure a safe and enjoyable experience.

Offer essential safety tips for hikers, such as checking weather conditions, wearing appropriate gear, and staying on marked trails.

Safety Tips

Discuss the best times of year to hike in Massachusetts, considering factors like fall foliage, spring blooms, and summer temperatures.

Best Seasons to Hike

UMass offers a 2-day, 1-night backpacking trip on the Appalachian Trail section leading to Mount Greylock's summit. This guided adventure includes instruction on backcountry practices such as camping, cooking, and safety

Mount Greylock via Appalachian Trail map

To avoid getting lost, always stick to designated trails and follow trail markers.

What are some ways to prevent getting lost while hiking on ... - Quora

Even if you have a GPS device, it's wise to carry a physical map and compass as backups.

How to Use a Compass: Compass/Map Navigation | REI Expert Advice

Carry enough water, snacks, a first aid kit, flashlight, multi-tool, and extra clothing layers in case of weather changes.

Hiking Essentials Checklist: What to Bring on a Hike - REI

Choose sturdy hiking boots or shoes with good traction to prevent slips and falls.

Hiking Clothes: What to Wear Hiking | REI Expert Advice