1-Day Berkshire Waterfall Itinerary (Massachusetts)

This itinerary strings together eight Berkshire-area Massachusetts waterfall stops with realistic drive times between pins. It is a planning outline, not a minute-by-minute route.

Swap stops in or out based on energy, daylight, and parking stress. For a wider waterfall shortlist, use waterfalls in the Berkshires.

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

#1 Bash Bish Falls — Great Barrington / Copake Falls area

Bash Bish Falls is a waterfall stop in Great Barrington (MA), Copake Falls (NY) with separate arrival and falls pins (Great Barrington (MA), Copake Falls…

Swim
Waterfall first
Walk
10 min

#2 Race Brook Falls — Sheffield

Race Brook Falls is a waterfall stop in Sheffield with separate arrival and falls pins.

Swim
Waterfall first
Walk
5-45 min

#3 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

#4 Wahconah Falls — Dalton

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

Swim
Waterfall first
Walk
10 min

#5 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

#6 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

#7 Tannery Falls — Savoy

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

Swim
Waterfall first
Walk
5-45 min

#8 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