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The best twisty roads around Mount Washington

7 twisty stretches · 21 km of twisty road within reach of Mount Washington — joined from OpenStreetMap geometry and scored by NavForge's map pipeline. Paved, unpaved and flowing stretches ranked separately.

Every twisty stretch of road within 60 km of Mount Washington, Massachusetts — whole roads joined from OpenStreetMap geometry, walked a kilometre at a time and ranked by twisty kilometres. The best unsealed one is Lenox Whitney Place Road · Pittsfield → Lee with 4.1 twisty km. Click a road to see it on the map above, or take the GPX.

7
Stretches within 60 km
22 km
Twisty kilometres
36
Tight corners
0 / 6
Sealed / unsealed shown
Dingle Road (MA 112) · Cummington → Worthington

Flowing
Paved 100%

5.4 km · 1.4 twisty km · best km 8 · ~3 tight corners
km 5–10.5 of 10.5

Score 4 · Moderate

Lenox Whitney Place Road · Pittsfield → Lee

Unpaved & 4WD
Gravel/Dirt 0%
4WD track — check access

6.1 km · 4.1 twisty km · best km 10 · ~8 tight corners
km 0–6.1 of 7.9

Score 8 · High

Sanderson Brook Road · Chester → North Blandford

Unpaved & 4WD
Gravel/Dirt 0%
4WD track — check access

4.0 km · 4.0 twisty km · best km 11 · ~5 tight corners · 1 hairpins
km 0–4 of 4.8

Score 10 · High

Greylock Road · Cheshire → New Ashford

Unpaved & 4WD
Gravel/Dirt 0%
4WD track — check access

3.5 km · 3.5 twisty km · best km 9 · ~5 tight corners
km 1–4.5 of 4.5

Score 8 · High

River Road · near Chesterfield

Unpaved & 4WD
Gravel/Dirt 0%
4WD track — check access

6.4 km · 3.4 twisty km · best km 8 · ~3 tight corners
km 1–7.4 of 7.4

Score 6 · Moderate

Lower Tower Road · near Lenox

Unpaved & 4WD
Mixed 21%

3.3 km · 3.3 twisty km · best km 9 · ~6 tight corners
km 1–4.4 of 4.4

Score 9 · High

West Street · Mount Washington → South Egremont

Unpaved & 4WD
Mixed 38%

4.0 km · 2.0 twisty km · best km 11 · ~6 tight corners
km 1–5 of 5.5

Score 8 · High

The same roads serve South Egremont.

Twisty roads near here

Holyoke 67 km
Charlemont 74 km
Wales 103 km
Barre 117 km
Marlborough 161 km
Boxborough 166 km
Sharon 189 km
Duxbury 229 km
Gloucester 235 km
White Island Shores 236 km

All twisty roads in Massachusetts · Road geometry © OpenStreetMap contributors (ODbL), scored by NavForge’s map pipeline. “4WD track — check access” means OpenStreetMap does not say whether the track is gated. Get NavForge Premium to route through these roads automatically — fully offline.

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