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Best Hiking Trails in Massachusetts – USA


The most populous state in the New England region, this northeast US state has the beautiful Berkshires (a part of the Appalachian Mountains) which are a popular destination for hikers. Areas for hiking include: Mount Greylock State Reservation, Wachusett Mountain State Reservation, Taconic Trail State Park, Bash Bish Falls State Park, Mount Holyoke Range State Park and more. The best months to hike in Massachusetts are June to October. Read on for more information on where and when to hike in Massachusetts. 

Capital: Concord

When To Hike in Massachusetts – USA?

June – October: Driest and warmest period, fall is very popular in this state
May: Could be rainy and muddy
November – April: Cold, snow

Climate: Humid continental – warm/hot, humid summers and cold, snowy winters. 


Massachusetts Monthly Weather

Accessibility of Hiking

Easy: Well-marked trails with good maps and guidebooks with other resources to help with hiking trip planning. There are mountain huts set up by the AMC. 

Transportation required: Car

Where to stay in Massachusetts for hiking:

  • Adams
  • North Adams
  • Charlemont

Top Places to Hike in Massachusetts – USA

The main area to hike is in the Berkshires (part of Appalachian Mtns) in the northwest part of the state. The Appalachian Trail also runs through this part of Massachusetts. Highest Mountain: Mount Greylock (1063 m).

Filter out hiking places of Massachusetts – USA by month

Click on the red map pointers to see more info.

Mount Tom State Reservation

Mount Holyoke Range State Park

Bash Bish Falls State Park

Mount Everett State Reservation

Wachusett Mountain State Reservation

Savoy Mountain State Forest

Mt Greylock State Reservation

Massachusetts – USA's Long Distance Trails

Massachusetts – USA's Walking & Hiking Resources

Massachusetts Hiking Books: 

  • AMC’s Best Day Hikes in the Berkshires: Four Season Guide to 50 of the Best Trails in Western Massachusetts, by John S. Burk and Rene Laubach, 2020, AMC Books
  • Massachusetts Trail Guide: AMC’s Comprehensive Guide to Hiking Trails in Massachusetts, by John S Burk, 2016, AMC Books
  • Day Hiking New England, by Jeffrey Romano, 2015, published by Mountaineers Books
  • Moon New England Hiking: Best Hikes Plus Beer, Bites and Campgrounds Nearby, by Moon Guides, 2020, Moon Guides


Massachusetts Hiking Associations/Clubs: – there are many clubs


Best Hiking Trails in Massachusetts:

You can find more details on hiking these trails from hiking guidebooks, official park websites, trail maps/apps, other websites, and tourist offices:

  • Mount Greylock – Mount Greylock State Reservation
  • Pine Cobble – Pine Cobble Preserve
  • Stony Ledge Trail – Mount Greylock State Reservation
  • Race Brook Trail to Mount Race – Mount Everett State Reservation
  • Blue Hills Skyline Trail – Blue Hills Reservation
  • Monument Mountain
  • Wachusett Mountain
  • Mount Watatic
  • Metacomet-Monadnock Trail
  • Mount Washington

Easy Hiking Trails in Massachusetts:

  • Bash Bish Falls
  • Mount Tom – Mount Tom State Reservation


Massachusetts Hiking Websites:


Massachusetts Weather Website:


Massachusetts Official Tourism Site:  


Massachusetts Hiking Apps: 


Massachusetts Hiking Maps: 

What Else To Do

Other Important Points

  • New England states have mud season, also hunting season in the fall
  • Fall is the best time for New England due to fall colours