Best Places to Kayak Near Pittsfield, MA

30 public launch points within 50 miles of Pittsfield, ranked by water conditions, access, and amenities.

30 nearby24 Lakes5 Rivers1 Reservoir
← All paddling in Massachusetts

Top Picks Near Pittsfield

a body of water surrounded by trees and bushes1

Ashmere Lake

Standout kayak fishing on the lake

LakeBeginner8 mi away
a large body of water surrounded by a forest2

Huntington

Calm, sheltered water that's ideal for beginners and paddle boarding

LakeBeginner23 mi away
a body of water with trees around it3

Cheshire Lake

Just 8 miles from Pittsfield — the closest quality launch

LakeBeginner8 mi away
Kayakers on a calm forest river surrounded by pine trees

Housatonic River

Massachusetts · 1.2 mi

RiverKayakingCanoeingBeginner
green trees near body of water under blue sky during daytime

Onota Lake

Massachusetts · 1.9 mi

LakeKayakingCanoeingBeginner
boats on ground with dried leaves

Pontoosuc Lake

Massachusetts · 2.2 mi

LakeKayakingCanoeingBeginner
Kayakers on a calm forest river surrounded by pine trees

Housatonic River

Massachusetts · 4.1 mi

RiverKayakingCanoeingBeginner
A large body of water surrounded by trees

Richmond Pond

Massachusetts · 5.0 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Cheshire Lake (Farnams Causeway)

Massachusetts · 6.8 mi

LakeKayakingCanoeingBeginner
a body of water with trees around it

Cheshire Lake

Massachusetts · 8.2 mi

LakeKayakingCanoeingBeginner
a body of water surrounded by trees and bushes

Ashmere Lake

Massachusetts · 8.4 mi

LakeKayakingCanoeingBeginner
A large body of water surrounded by trees

Stockbridge Bowl

Massachusetts · 8.6 mi

LakeKayakingCanoeingBeginner
a body of water with trees around it

Laurel Lake

Massachusetts · 8.9 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Cranberry Pond

Massachusetts · 10.0 mi

LakeKayakingCanoeingBeginner
Kayakers on a calm forest river surrounded by pine trees

Housatonic River

Massachusetts · 12.5 mi

RiverKayakingCanoeingBeginner
a body of water with trees and houses in the background

Goose Pond

Massachusetts · 12.6 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Center Pond

Massachusetts · 14.4 mi

LakeKayakingCanoeingBeginner
boats on ground with dried leaves

Windsor Pond

Massachusetts · 15.0 mi

LakeKayakingCanoeingBeginner
a body of water with trees and houses in the background

Shaw Pond

Massachusetts · 15.2 mi

LakeKayakingCanoeingBeginner
boats on ground with dried leaves

Benedict Pond

Massachusetts · 17.4 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Windsor Lake

Massachusetts · 18.0 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Lake Garfield

Massachusetts · 18.3 mi

LakeKayakingCanoeingBeginner
Kayakers on a calm forest river surrounded by pine trees

Hoosic River

Massachusetts · 19.2 mi

RiverKayakingCanoeingBeginner
A large body of water surrounded by trees

Lake Buel

Massachusetts · 19.3 mi

LakeKayakingCanoeingBeginner
Kayakers on a calm forest river surrounded by pine trees

Housatonic River

Massachusetts · 19.9 mi

RiverKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Upper Spectacle Pond

Massachusetts · 20.2 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Big Pond

Massachusetts · 21.7 mi

LakeKayakingCanoeingBeginner
a large body of water surrounded by a forest

Huntington

Massachusetts · 22.7 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Highland Lake (Lower)

Massachusetts · 22.9 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

Highland Lake (Upper)

Massachusetts · 23.2 mi

LakeKayakingCanoeingBeginner
a body of water surrounded by lush green trees

Otis Reservoir

Massachusetts · 23.7 mi

ReservoirKayakingCanoeingBeginner
a body of water surrounded by trees and bushes

York Lake

Massachusetts · 24.9 mi

LakeKayakingCanoeingBeginner
Kayakers on a peaceful lake surrounded by autumn foliage at sunset

South Stream

Vermont · 25.0 mi

LakeKayakingCanoeingBeginner

Paddling Near Other Cities

Widen your search to towns within an hour of Pittsfield.

Dalton, MA5 miBerkshire, MA5 miLanesboro, MA6 miLenox, MA6 miNew Lebanon, NY7 miRichmond, MA8 miHinsdale, MA8 miLenox Dale, MA8 mi

Frequently Asked Questions

What are the best places to kayak near Pittsfield, MA?

Top picks near Pittsfield include Ashmere Lake, Huntington, Cheshire Lake. In total there are 30 public launch points within 50 miles, with paddling on lakes, rivers, reservoirs.

What types of paddling can I do near Pittsfield?

Near Pittsfield you'll find opportunities for kayaking, canoeing, and stand-up paddle boarding. Most locations offer beginner-friendly conditions with public boat ramp access.

Are there free kayak launches near Pittsfield?

Yes! Most public boat ramps near Pittsfield are free to use. Some state parks and recreation areas may charge a small parking or entrance fee.