Best Roadside Waterfalls in Massachusetts

Massachusetts is unusually strong at waterfall scenery without committing to a full mountain day. These picks favor shorter approaches and straightforward parking, not zero risk.

Use the map to stack a day, then read each page for parking, respect for neighbors and landowners, and where a “roadside” stop still means slick stone or cold shock. For a Berkshire-heavy loop, see waterfalls in the Berkshires.

Interactive map of Massachusetts for the ten ranked waterfalls on this page. Marker numbers match the list; tap a pin for a preview and a link to open the full field guide.

#1 Wahconah Falls — Dalton

Wahconah Falls is a waterfall stop in Dalton with separate arrival and falls pins.

Swim
Waterfall first
Walk
10 min

#2 Umpachene Falls — New Marlborough

Umpachene Falls is a waterfall stop in New Marlborough with separate arrival and falls pins.

Swim
Waterfall first
Walk
10 min

#3 Chapel Falls (Chapel Brook Reservation) — Ashfield

Chapel Falls Trail (Chapel Brook Reservation) is a waterfall stop in Ashfield with separate arrival and falls pins.

Swim
Waterfall first
Walk
10 min

#4 Shelburne Falls (Deerfield River falls cluster) — Shelburne

Shelburne Falls is a waterfall stop in Shelburne with separate arrival and falls pins.

Swim
Waterfall first
Walk
10 min

#5 Trap Falls — Ashby

Trap Falls is a waterfall stop in Ashby with separate arrival and falls pins.

Swim
Waterfall first
Walk
10 min

#6 Doane's Falls — Royalston

Doane's Falls is a waterfall stop in Royalston with separate arrival and falls pins.

Swim
Waterfall first
Walk
10 min

#7 Glendale Falls — Pittsfield area

Glendale Falls is a waterfall stop in Pittsfield, Hinsdale, West Worthington with separate arrival and falls pins (Pittsfield, Hinsdale, West Worthington,…

Swim
Waterfall first
Walk
8 min

#8 Tannery Falls — Savoy

Tannery Falls is a waterfall stop in Savoy with separate arrival and falls pins.

Swim
Waterfall first
Walk
5-45 min

#9 Royalston Falls — Royalston area

Royalston Falls is a waterfall stop in Greenfield, Athol, Royalston with separate arrival and falls pins (Greenfield, Athol, Royalston, Massachusetts).

Swim
Waterfall first
Walk
10 min

#10 Sanderson Brook Falls — Chester

Sanderson Brook Falls is a waterfall stop in Chester with separate arrival and falls pins.

Swim
Waterfall first
Walk
5-45 min