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Top Spots

Mount Tom and Deadtop via Whiting Reservoir Road

Holyoke, Massachusetts

5.82 mi / 1070 ft gain

Mount Tom via Metacomet-Monadnock Trail (Short Option)

Holyoke, Massachusetts

2.17 mi / 584 ft gain

Ashley Reservoir Trail

Holyoke, Massachusetts

3.48 mi / 138 ft gain

Dinosaur Footprints Trail

Holyoke, Massachusetts

0.26 mi / 36 ft gain

Whiting Street Reservoir Loop

Holyoke, Massachusetts

3.74 mi / 138 ft gain

Mount Tom

Holyoke, Massachusetts

1.26 mi / 561 ft gain

Mount Tom Traverse via Metacomet-Monadnock Trail

Holyoke, Massachusetts

5.12 mi / 1030 ft gain

T. Bagg, NET/MM and Keystone Trail Loop

Holyoke, Massachusetts

5.31 mi / 1033 ft gain

Mount Tom via Quarry Trail

Holyoke, Massachusetts

3.76 mi / 518 ft gain

Places to stay

Northampton / Springfield KOA Holiday

Westhampton, Massachusetts

Northampton / Springfield KOA Holiday

Indian Hollow

Chesterfield, Massachusetts

Indian Hollow

Tamarack at Running Fox Berry Farm

Worthington, Massachusetts

Tamarack at Running Fox Berry Farm

From $115 / night

Maple Corner Farm's Meadow Site

Maple Corner Farm's Meadow Site

From $120 / night

Glamping in Hephzibah

Glamping in Hephzibah

From $120 / night

Living Water Campsites: Mossy Acres 2

Living Water Campsites: Mossy Acres 2

From $99 / night

Guides and stories

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

Escape to These 8 Private Campsites in Massachusetts’ Berkshire Mountains

The Outbound Collective

 5 Tips for Finding Beautiful Fall Foliage in Massachusetts

5 Tips for Finding Beautiful Fall Foliage in Massachusetts

Gustavo Quiros

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