Outbound Collective logo

Top Spots

Midstate Trail Northbound: Round Meadow Pond to Blackburn Village

Westminster, Massachusetts

8.1 mi / 771 ft gain

Midstate Trail: Route 2 to Mile Hill Road

Westminster, Massachusetts

10 mi / 1499 ft gain

Wachuset Mountain via Old Mountain Trail and Semuhenna Trail

Westminster, Massachusetts

3.93 mi / 991 ft gain

Midstate Trail: Whitmanville to Winnekeag Lake

Westminster, Massachusetts

7.53 mi / 1010 ft gain

Wachusett Mountain via Balance Rock, Old Indian, and Semuhenna Trail

Westminster, Massachusetts

3.9 mi / 1001 ft gain

Wolf Rock Trail to Crow Hill to Redemption Rock to Wachusett Pop

Westminster, Massachusetts

9.13 mi / 1673 ft gain

Wachusett Mountain via North Road and Semuhenna Trails

Westminster, Massachusetts

3.38 mi / 712 ft gain

Redemption Rock to Crow Hill via Midstate Trail

Princeton, Massachusetts

3.36 mi / 653 ft gain

Crow Hill Ledges

Princeton, Massachusetts

2.73 mi / 581 ft gain

Places to stay

Tully Lake Recreation Area (Ma)

Athol, Massachusetts

Tully Lake Recreation Area (Ma)

Edward Mac Dowell Lake Day Use Facilities

Peterborough, New Hampshire

Edward Mac Dowell Lake Day Use Facilities

Buffumville Lake (Group Shelters)

Charlton, Massachusetts

Buffumville Lake (Group Shelters)

Otter Brook Lake Beach

Keene, New Hampshire

Otter Brook Lake Beach

Westville Recreation Area

Sturbridge, Massachusetts

Westville Recreation Area

West Hill Park

Northbridge, Massachusetts

West Hill Park

Guides and stories

 5 Tips for Finding Beautiful Fall Foliage in Massachusetts

5 Tips for Finding Beautiful Fall Foliage in Massachusetts

Gustavo Quiros

Quick links