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Best medium hiking trails in Hampshire County
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Best moderate hiking trails in Hampshire County

Ready for a bit more of a challenge? These medium-difficulty trails offer the perfect balance between effort and reward...

Here are some great trails to explore in Hampshire County.

Most popular trails

1

Medium

Pelham Hollow Road to Purgee Brook Trail - Pelham

Hampshire County, Massachusetts · star 4.0 (16) · 6.8 km · Est. 1 hrs 42 min

2

Medium

Devils Garden and Mount Norwottock Loop via North Side

Hampshire County, Massachusetts · star 5.0 (14) · 8.9 km · Est. 2 hrs 22 min

3

Medium

Mount Norwottock, Long Mountain - Warren Wright Road Conservation Area

Hampshire County, Massachusetts · star 5.0 (12) · 22.8 km · Est. 1 day 0 hrs

4

Medium

Lithia Springs Reservoir Loop Trail

Hampshire County, Massachusetts · star 5.0 (20) · 9.2 km · Est. 2 hrs 20 min

5

Medium

Bare Mountain, Mount Hitchcock, Mount Holyoke and Devils Garden Loop Trail

Hampshire County, Massachusetts · star 4.0 (23) · 18.5 km · Est. 4 hrs 50 min

6

Medium

John W Oliver Trail Loop

Hampshire County, Massachusetts · star 4.0 (14) · 2.2 km · Est. 33 min

7

Medium

Conglomerate Rock Loop via Halfway House Trail

Hampshire County, Massachusetts · star 4.0 (15) · 3.0 km · Est. 50 min

8

Medium

Quarry Loop Trail, Summit Trail and Ravine Trail Loop

Hampshire County, Massachusetts · star 5.0 (14) · 4.0 km · Est. 1 hrs 2 min

9

Medium

Serpent God Loop Trail

Hampshire County, Massachusetts · star 5.0 (18) · 6.2 km · Est. 1 hrs 33 min

10

Medium

Mechanics Trail

Hampshire County, Massachusetts · star 5.0 (15) · 6.5 km · Est. 1 hrs 43 min

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Reviews for hiking trails in Hampshire County

Venessa Tillman avatar

Pelham Hollow Road to Purgee Brook Trail - Pelham

TundraScout17 路 reviewed about 1 year ago

star star star star star

Loriann Gerlach avatar

Devils Garden and Mount Norwottock Loop via North Side

NatureRockhopper11 路 reviewed about 1 year ago

star star star star star

Scot Mohr avatar

Mount Norwottock, Long Mountain - Warren Wright Road Conservation Area

JourneyTrailguardian45 路 reviewed about 1 year ago

star star star star star

Oralee Russel avatar

Lithia Springs Reservoir Loop Trail

JourneyBasecamper97 路 reviewed about 1 year ago

star star star star star

Wilmer Marks Jr. avatar

Bare Mountain, Mount Hitchcock, Mount Holyoke and Devils Garden Loop Trail

RavineFootstep24 路 reviewed about 1 year ago

star star star star star

Frequently asked questions

What is the climate like for hiking in Massachusetts?

Massachusetts showcases a varied climate that shapes the hiking experience across seasons. Spring (March-May) offers cooler temperatures and budding vegetation, though trails can be muddy from snowmelt. Summer (June-August) presents warm, sunny days perfect for hiking, but hydration is crucial due to the heat.
Fall (September-November) is ideal for hiking with moderate temperatures and stunning fall colors. Winter (December-February) provides serene snowy landscapes for well-equipped hikers. Autumn is often recommended for the most comfortable hiking experience. Always check the weather before setting out. The Massachusetts Department of Conservation and Recreation (https://www.mass.gov/orgs/department-of-conservation-recreation) and the National Weather Service (https://www.weather.gov/) are excellent resources.

Do I need a permit to hike in Massachusetts?

In Massachusetts, most hiking trails are open to the public without requiring permits. However, for certain activities such as camping or fishing, you may need a permit. To obtain permits and get further information, contact the Massachusetts Department of Conservation and Recreation (https://www.mass.gov/orgs/department-of-conservation-recreation).

Is wild camping allowed in Massachusetts?

Wild camping in Massachusetts is generally restricted to designated campgrounds within state parks and forests. Some areas may require a camping permit. To protect the natural environment, always follow Leave No Trace principles. For camping regulations and permit information, visit the Department of Conservation and Recreation's website (https://www.mass.gov/orgs/department-of-conservation-recreation).

Are there mountain rescue services in Massachusetts?

In case of emergencies during hiking in Massachusetts, dial 911 to reach local authorities who will coordinate with the appropriate agencies for mountain rescue. The Massachusetts Department of Conservation and Recreation's Park Watch Program is also involved in rescue efforts. Visit their website for more information (https://www.mass.gov/orgs/department-of-conservation-recreation).

Are there dangerous plants in Massachusetts?

Hiking in Massachusetts, you'll find a variety of flora including oak, maple, and pine trees, along with a diverse array of wildflowers. Be aware of poison ivy, especially in wooded areas. For more on Massachusetts' flora, the Native Plant Trust's Go Botany website (https://gobotany.nativeplanttrust.org/) is a helpful resource.

What wildlife should I be aware of when hiking in Massachusetts?

Hikers in Massachusetts might encounter white-tailed deer, squirrels, and a variety of bird species. Be mindful of ticks and mosquitoes during the warmer months. Black bears are present, though encounters are rare. The Massachusetts Division of Fisheries & Wildlife (https://www.mass.gov/orgs/division-of-fisheries-and-wildlife) provides useful wildlife information.

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